Bespoke Travel Services - Personal Experiences: we create sailing vacations worldwide with personal chefs and professional captains for the ambitious travelers.
WHAT WE ARE
We are sailing vacation specialists. Organizing one-week private and group book-by-the-cabin sailing journeys in locations worldwide on sailboats up to 60’ with private cabins. Each journey is captained and crewed by a group of professional sailors and explorers who guide your adventure while we sail in exotic locations around the world. Open to solo travelers or groups, a Sailing Collective journey offers a week of excitement as we sail to amazing islands along captivating coastlines and experience the world’s most beautiful landscapes and cultures.
HOW WE DO IT
Journeys can range up to 8 boats per trip with each journey carefully curated to show you hidden swimming coves, local restaurants and unique towns. Our method of sailing vacations does not require any sailing background; our captains are qualified sailing instructors ready to guide any collective journeyer interested in participating in the sailing.
WHO WE ARE
The Sailing Collective is staffed by an energetic group of explorers and sailors coming from an interdisciplinary background with a shared enthusiasm for adventure with the collective journeyers. Captains are trained professionals with unique experiences and sailing backgrounds offering a variety of information and life experiences to each journey. The Sailing Collective prides itself on the passion our captains have towards curating global adventure for the enjoyment of everyone involved! Outside the Sailing Collective, our captains are accomplished in their own professional fields from artists to astrophysicist, giving an added value to each adventure.
Joining us is easy. Browse the Sailing Collective journeys and decide if a group-based journey or a private charter best fits you. Anyone can sign up, we welcome solo passengers, couples, friends, and small to large groups on both collective journeys and private charters.
A collective journey is a group-based flotilla sailing vacation, each one-week journey is accompanied by a small flotilla of Sailing Collective boats traveling together with up to 8 passengers on each boat skippered and crewed by the Sailing Collective professional team.
Never been sailing before? A Sailing Collective journey can be as interactive or relaxing as you want. As an interactive experience, our team of captains are eager to show you the ropes and guide you with all the knowledge needed to sail. As a relaxing vacation, you can always sit back and let the Sailing Collective carry you as you lounge in paradise. We invite you to view the Sailing Collective galleries and check out past adventures in the locations that interest you. Reading about previous adventures and viewing photos is a great way to get a feel for the locations and get excited for your upcoming adventure.
Three easy steps to book your vacation!
1) Get excited about a location!
2) Find dates that work for you.
3) Click the reservations tab to book & instructions for confirmation and payment.
Contact us directly and we will build you a trip to sail when and where you want.
A: A Collective group-journey is typically a mix comprised of solo passengers, couples, and friends. There are a limited number of single cabins per boat and passengers booking as a pair will share a cabin with a double-occupancy bed. Passengers fill out a detailed guest-form prior to departure and we best match passengers on collective boats with people of similar interest and vacation preferences. Sailing Collective guests tend to value rich travel experiences filled with exploration and adventure. A Collective group-journey is a fantastic way to meet new friends and experience this fine world with like minded travelers. Booking a private boat can be ideal for larger groups traveling together. Contact email@example.com for a custom quote.
A: We can accommodate any private charter with as few as 2 up to 10 passengers per boat crewed by the Sailing Collective team. A typical private trip ranges from 4 to 8 people. Details, itineraries, and activities will be customized to meet the exact needs and vibe of your group.
Have more than 10 people? We will arrange a multi-boat flotilla with up to 10 boats with private crews aboard each boat. You’ll sail just a stone’s throw away, coordinate daily activities, and rope up at night for dinner parties.
A: Every boat has a Sailing Collective skipper who is a highly trained, certified captain and sailing instructor. Each captain is trained in navigation and first aid medical response to keep you safe and on course throughout the week. This is your vacation and relaxing is high priority, however, we encourage everyone interested in an interactive experience to assist with the sailing of the boat. Formal sailing lessons can be arranged at additional cost.
A: No, each boat is skippered by a certified Sailing Collective captain who will sail the boat and give basic sailing tutorials to interested sailors. Formal sailing lessons available at additional cost.
A: We can only process 1 credit card at a time and recommend using a payment share app such as Venmo for reimbursement. Private invoices can be emailed upon request.
A: No problem. Just let us know who are traveling with by contacting firstname.lastname@example.org.
A: Reach out to us via the Contact Us page or emailing directly to email@example.com and we’ll get you set up! You’ll need to include a location(s) of interest, dates (most journeys run from Saturday to Saturday with some flexibility in the Caribbean only), along with the number of guests in your party. A customized quote and Journey Page will be built for you to peruse options and details.
A: Absolutely. We can organize private luxury charters on up to 100’ classic sailing yachts in locations around the world. Inquire at firstname.lastname@example.org for more details.
A: We require a 50% deposit to reserve your cabin with your final balance due 90 days prior to departure. We can break up your payment into thirds under special circumstances and by special request. Please inquire privately for more details. Please review the “CANCELLATIONS, INSURANCE, AND CONDUCT” tab before booking.
A: Although the accommodations differ from a hotel or a cruise ship you will quickly see the advantages of traveling on a sailing vessel as we visit hard to reach port towns and row ashore on abandoned beaches. Living space inside a sailboat is compact but comfortable. Cabins have small closets and cubbies for your belongings. Each boat has multiple heads (bathrooms) and showers. They are small, but you will become accustomed to them in no time. Boats have a full galley (kitchen) and dining table below, but most meals will be set on a table in the cockpit on deck. All boats have refrigeration, 12 volt DC electricity (like in a car), stereos, and other amenities all fit together efficiently in the space available. Inquire directly about additional amenities for specific boats.
A: Your crew will provision your boat for 7 days. For group journeys, 7 breakfasts, 6 lunches, and 2-3 dinners will be cooked on board depending on the group’s preference. All food is sourced locally for the freshest and finest foods available to us wherever we journey.
A: Dining aboard is family style and cooking volunteers are always welcome. Many journeys include a chef and every journey includes a culinarily inclined captain - so we’ve got you covered. Private chefs are available for all private journeys.
A: Yes. The boats will have a small (100W 120V AC) inverter for you to plug in and charge battery powered electronics.
A: The average age ranges from mid 20s to mid 50s and the Sailing Collective welcomes travelers of any age seeking adventure and exploration. Sailing Collective passengers range from artists to astrophysicists and tend to be adventurous with an interest in exploration and trying new things.
A: Before traveling, you should always ensure you that you are in good health. Passengers should be physically able to climb ladders and board on and off the boat into a dinghy and on to docks. You are required to inform the Sailing Collective ahead of time of any medical conditions to ensure that a journey at sea is right for you and that your safety and the safety of other passengers. Individuals with disabilities can be accommodated at special request.
A: There are a variety of seasickness and nausea medications available over the counter and by prescription. Please research your options before you travel and if you decide medication is right for you, please bring a supply of the necessary medication. Your captain has many tricks to minimize the likelihood seasickness.
A: We put you in contact with your crew and send a welcome packet with all details in advance of your departure. If you have any questions about your journey, planning travel, etc. please email or call your Sailing Collective contact ahead of time.
A: The Collective Package includes onboard meals (7 breakfasts, 6 lunches, 3 dinners unless otherwise noted), cabin for 7 nights, Sailing Collective crew, fuel, basic mooring fees for overnight when applicable dinghy, water, and travel coordination with the Sailing Collective team.
A: Travel to and from the sailing trip is not included, we recommend searching flights before you book your journey so that you are taking into account all transportation costs. While on the trip passengers are responsible for activities and meals ashore, alcohol and soft drinks, as well as any specific dietary provisions.
A: We recommend bringing between $300 - $600 per person (varies based on location) to cover additional taxi and travel, gifts, and on shore activities such as dining and evening activities.
A: Your crew works hard so you can play even harder - show them some love! It is customary in the industry to tip the crew 10% to 15%. Crew members split the tips evenly.
A: See the “CANCELLATIONS, INSURANCE, AND CONDUCT” tab below on this page.
A: We recommend travel insurance through Global Rescue. In the unlikely event that you must use your travel insurance, we will comply with your request for any documentation or information the insurance company needs.
Unfortunately, we cannot guarantee a deposit refund in the event you have to cancel your trip with Sailing Collective. The cabin or boat must be paid in full regardless of the final number of travelers in your group are unable to join.
Group charters: if you cannot make your trip during a Sailing Collective group charter, you can try to fill your cabin using your personal network and Sailing Collective will advertise on your behalf but we cannot guarantee Sailing Collective will be able to fill your cabin and issue your payment back. Please consult a Sailing Collective coordinator to discuss in detail.
We recommend taking out a travelers insurance program if you might have to cancel and Sailing Collective will comply with any travelers insurance cases.
If you decide to cancel your trip,
We recommend taking out additional travel insurance through Global Rescue as additional protection for changes and cancellations. In the unlikely event that you must use your travel insurance, we are fully willing to comply with your request for any documentation or information the insurance company needs.
Disclaimer & Liability
All customer participants must agree to indemnify and hold the Sailing Collective, its insurers, affiliates and captains harmless for any injury or death arising from uncontrollable circumstances of travel and the nature of the Journey. The Sailing Collective LLC and its member captains and crew are not held accountable for any injury caused by malfunction of a vessel that is not owned and maintained by the Sailing Collective. In the case of an injury, the passenger remains responsible for the negligent acts that may result in harming the passenger and fellow crew.
Behavior & Conduct
The Sailing Collective member captain has the right to suspend the activity and participation of a client on any Sailing Collective trip if behavior is erratic, unsafe, belligerent, or defiant of captains’ commands and orders. Client will not be refunded and will be responsible for any and all extra financial costs if they are required to disembark before the end of the trip. Erratic and unsafe behaviors includes but is not limited to excessive drinking of alcohol, unsafe practices aboard, damaging the boat, willful defiance of the captain and their commands (in regards to safety), sexual harassment, physical and verbal violence, and so on. It is the right of the captain to judge erratic behavior as they deem fit for the situation.
Passengers who wish to not be photographed must inform the Sailing Collective in advance. Photographs may be used for Sailing Collective purposes for website and other marketing operations. The Sailing Collective is not responsible for internet circulation of images via social media or other outlets outside the photo content on the website.
By booking with the Sailing Collective you are agreeing to the following:
This event is a Sailing Collective Journey that will allow me to choose to participate in
various recreational activities.
Assumption of Inherent Risk: I understand that it may be impossible to list all of the
inherent risks of participation in this event, but some are listed below to give the
participant a better idea of the risks involved. Minor injuries such as; muscle soreness,
cramps, bruises, strains and sprains may occur more frequently while more serious
injuries or conditions such as dehydration, heat exhaustion, heat stroke, difficulty
breathing, broken bones, drowning, torn ligaments or tendons, sudden illness, stroke,
heart attack and even death may occur. Environmental risks and hazards may include;
deep and cold water, insects, snakes, animals, unpredictable forces of nature including
weather. This list is not inclusive and extends to damage and/or loss of personal property
I also understand that any participation in this event may require me to be transported in
vehicles and vessels operated by Sailing Collective professional staff or personnel, or
contracted by the Sailing Collective. I understand the risks associated with transportation
in vehicles and vessels of all types.
I understand that the inherent risks associated with this event may occur despite the
care taken by The Sailing Collective and its employees. I have read the previous
paragraphs and I understand the nature of this journey. I hereby assert that my
participation in this event is voluntary and that I knowingly assume all of the
inherent risks of the activities. I also understand that I am welcome to omit an
activity or may stop at any time and that my questions regarding this program have
been answered to my satisfaction.
Waiver of Liability: In consideration of permission to participate in this activity,
today and on all future dates, I, on behalf of myself, my spouse, my heirs, personal
representatives, or assigns, do hereby release, waive and discharge The Sailing
Collective, (including its officers, employees, and agencies) from liability from any
and all claims resulting from the inherent risks, associated with this event or from
negligence, strict liability, breach of contract, or any act or omission, but not gross
negligence. I also expressly agree to release The Sailing Collective, its officers,
agents, employees, and students from any act of omission of negligence in rendering
or failing to render any type of emergency or medical services.
This agreement applies to (1) personal injury, illness including death from incidents
arising from participation in this event while on any Sailing Collective journey. I
understand that some activities may occur in remote places, open to the public, where
communication and transportation may be difficult and medical care may be delayed.
The Sailing Collective may also utilize the services of private contractors for certain tasks
including, for example, transportation, and food service. The Sailing Collective is not
responsible for the acts or omissions of such contractors.
Indemnification: I also agree to hold harmless, defend and indemnify The Sailing
Collective, its officers, employees, and agencies (that is, defend and pay any judgment
and costs, including investigation costs and attorney fees) from any and all claims of
mine, my spouse, family members, or others arising from my injury or loss due to my
participation in this event (including those arising from in the inherent risks or
negligence, strict liability, breach of contract, or any act or omission, but not gross
negligence). I further agree to hold harmless, defend, and indemnify The Sailing
Collective, its officers, employees and agencies (that is, defend and pay any judgment
and costs, including investigation costs and attorney fees) against any and all claims of
co-participants, rescuers, and others arising from my conduct in the course of my
participation in this event.
Covenant not to Sue, Venue and Severability Clauses: I covenant not to sue The
Sailing Collective, its officers, employees, and agencies for any present or future claims
arising directly or indirectly from my participation in this event.
Likewise, I understand that if, in spite of this contract, legal action is brought, it must be
adjudicated under the laws of the State of New Hampshire, and must be brought in the
appropriate court housed in Rockingham County in the State of New Hampshire.
I also expressly agree that this Agreement (including Assumption of Risk, Waiver of
Liability, Indemnification, and Covenant not to Sue) is intended to be as broad and
inclusive as is permitted by the laws of the State of New Hampshire and that if any
portion thereof is held invalid, it is agreed that the balance shall, notwithstanding,
continue in full legal force and effect.
Acknowledgements, Assertions, and Agreements; Regarding My Health Status – I
assert that I:
• Do not have any medical problems that would contraindicate participation in this event.
Emergency Care – I Authorize or Agree to Allow The Sailing Collective, its Officers,
Employees, and Agencies to:
• Administer emergency first aid, CPR, and use an AED when deemed necessary.
• Secure emergency medical care or transportation (i.e., EMS) when deemed necessary.
• Share my medical history with emergency medical personnel when deemed necessary.
• Assume all costs of emergency medical care and transportation.
Code of Conduct, Rules and Safety Equipment – I Agree to:
• Abide by the rules established by The Sailing Collective, the The Sailing Collective
Code of Conduct, and its contracted vendors.
• Abide by the instructions of the The Sailing Collective, its Officers, Employees, and
Agencies and abide by any action they deem necessary in the event of misbehavior on my
• Inform The Sailing Collective or its representatives immediately if I become aware of
participant conduct or equipment condition that presents a danger to others or me.
• Wear any required equipment at all times while participating in this journey.
• Terminate my participation if The Sailing Collective representative judges that I am
incapable of safely meeting the rigors of the activity. I accept The Sailing Collective’s
right to take such actions for the safely of myself and/or other participants.
If under 18, a parent or legal guardian must provide their name and check the box below
on your behalf.
I acknowledge that: I have read this Participant Agreement -
Assumption of Risk, Waiver of Liability, Indemnification Agreement, and Covenant not
to Sue and fully understand its terms. I understand that I am giving up substantial rights,
including my right to sue The Sailing Collective, its Officers, Employees, and Agencies
for injuries, illness, loss or even death resulting from the inherent risks, negligence, strict
liability, breach of contract, or any act or omission, but not gross negligence, from my
participation in this event. I further acknowledge that I am signing this agreement freely
and voluntarily, and intend my signature to be a complete and unconditional release of all
liability to the greatest extent allowed by the laws of the State of New Hampshire.
I certify the information submitted on this Registration Form is true and complete to the
best of my knowledge, and I understand that any wrong or incomplete information could
result in an injury or illness.
I grant permission to The Sailing Collective and agents of the institution, to authorize and
administer emergency medical treatment that is deemed necessary.
Dayyan Armstrong founded the Sailing Collective out of a passion for connecting people with the world through adventure and sailing. Having been raised with values based on multi-cultural awareness and the importance of global culture, Dayyan combined his enthusiasm for sailing and exploration to create an integrated sailing vacation organization open to adventures, explorers, and sailors alike. With a background in music performance, social theory, and a graduate degree in economics from the New School for Social Research, Dayyan is always excited to participate in discourse in topics of theory, art, adventure, and exploration. Outside sailing and exploration, Dayyan is passionate about cured meats, design, Maine, social theory, Cook’s Illustrated, a good museum, photography, Harper’s Magazine, and various types of cooking over fire or coals.
After graduating with a degree in Outdoor Education, Ross Beane has been relentless about sharing his love of wilderness travel with people wherever he goes. Having worked with with programs from Alaska to Maine, he enjoys guiding students of all ages and abilities into beautiful and remote locations to foster technical know-how and an appreciation of the natural world . With multipul certications in wilderness emergency medicine he brings with him an understanding of risk management that keeps it safe without comprimising fun. An avid sailor since youth, Ross has made many safe crossings and has taught sailing for The Wooden Boat School, New York Harbor Sailing Foundation, and the Manhattan Sailing School before joining Dayyan to help start the Sailing Collective.
Taylor Collins grew up sailing the warm waters of the Gulf of Mexico. He spent his childhood racing Lasers and crewing on Defiance, a C&C 35, and Scorpio, A Creekmore 36. After earning a Masters in City Planning from the University of Arizona, Taylor relocated to New York City and quickly immersed himself in the sailing scene. As as sailing instructor, Taylor has introduced many New Yorkers to the sport of sailing and regularly leads charters in the Caribbean. Taylor is one of the original Sailing Collective captains and has sailed with The Sailing Collective in many locations worldwide. He is a certified diver and a fantastic vacationer. When not sailing, Taylor tends bar at Williamsburg, Brooklyn’s Walter Foods and works on his trucks and motorcycles.
Rob grew up racing and later instructing on Lasers, 420s, and C-Snows on Chautauaqa Lake in western New York. With a strong thirst for exploration and adventure, Rob is preparing to utilize his boating background for the ultimate sailing adventure, an around the world voyage. As a captain for the Sailing Collective, Rob might be found foraging herbs, diving for sea urchins, or making deals with a local restaurant for key ingredients in preparation for onboard cooking. Around the table, Rob immerses himself in the lives of his boat mates, engaging in great conversation, helping to build strong relationships between Sailing Collective members. When not at sea, Rob works as an artist in New York.
Marshall, is a sailor and a professional marine engineer based in York, Maine and captains throughout the Mediterranean, Caribbean, and his home waters of New England. His lust for the seas keeps him on the water in the warm Tropics, the Mediterranean, as well as in the New England winter for marine construction and tug boat operations. He has swam in the Arctic and Antarctic ocean, but the New Hampshire and Maine coasts are his home. Always exited to travel to new places and to meet new people.
Spencer's sailing career began early on the rough waters of New Jersey's Lake Hopatcong. After a skeptical first year at age 7, he eventually found his sea legs and started to gain recognition in the racing circuit. Spencer sailed in the PHRF Race Series as well as 420s and placed 13th in the US Nationals. Spencer continued competitive sailing until he started at New York Maritime College. In College he discovered the joys of noncompetetive recreational sailing while earning his degree in Marine Business and Commerce. Spencer has sailed on the T.S. Empire State to more than fourteen different countries and is a certified rescue diver with more than seventy dives in five different countries. When he's not manning the helm, Spencer can be found slinging cocktails behind the stick of one of New York's favorite outdoor bars...which also happens to be on a boat.
Liz began sailing on the Hudson River when she was eight and immediately fell in love. She soon moved to the Maine coast where she started her education in coastal cruising after obtaining her own boat. Between then and now, Liz has worked at Morris Yachts as a rigger and cruised from Barcelona to London in a seventy-nine foot trimaran, Earthrace (made famous by the TV show Whale Wars as the Ady Gil). She began her captaining career on a privately owned lobster yacht and has gone on to do deliveries up and down the east coast on an array of different vessels. In the summer months she manages the waterfront of The Northeast Harbor Fleet Yacht Club, maintaining the clubs boats and providing private sailing lessons in her free time. She lives aboard her twenty-five foot sailboat and is a USCG certified captain.
George is an experienced captain and sailing instructor whose journeys have taken him around the world by sailboat, bicycle, and nordic skis. His passion for sailing began at the age of 5, when he experienced the joy of cruising alongside majestic humpback whales, discovered the wonders of boat-cooked meals, and learned proper seamanship from his grandfather. George has chartered luxury yachts in the British Virgin Islands and the Dalmatian Coast of Croatia, and participated in original journeys from the Gulf of Maine to New York Harbor that inspired many more Sailing Collective adventures. A certified lifeguard and an experienced tour guide, George is excited to provide a safe and fun cruising experience, and share his intimate knowledge of very special places in this beautiful world.
Captain Kirk Robinson has always been an incredibly active person both on and off the water. Growing up between Antigua and Jamaica- he spent his early life training to be a professional soccer player. After going on to represent Antigua internationally he came back to the sea where he most loved to spend his time. Kirk started his sailing career as an Engineer with Sunsail working mostly in Antigua and the British Virgin Islands. He travelled to Panama in 2005 to receive his training to become a licensed Captain. For the past 11 years he has been sailing around the BVI and the Caribbean Sea working independently as Captain Kirk.
Sandy Ho grew up in the western suburbs of Sydney Australia and spent most of her time in the kitchen with her mum perfecting her Vietnamese culinary skills. Widely travelling at a young age, she found a great love for food from all over the world and has a ‘try anything once’ attitude. After finishing a BA in Fine Arts, Sandy relocated to Melbourne where she realised her hobby in the kitchen became a real life dream career and left the artist life to learn about food. She headed the kitchen team at Non for Profit bar Shebeen where her flair for menu and recipe planning also led her to move into private catering for many large and small scale events in the Melbourne area. Her interest lies in the use and care of local and sustainable produce which has given her the opportunity to travel, meet and collaborate with the makers of our food. Sandy joins The Sailing Collective with an agenda to spark positive sharing of flavour and food all around the world.
On July 4th - 11th, 2015, chef Tara Norvell of Roberta’s, Okonomi, and the Spotted Pig set sail with Sailing Collective in the Gulf of Naples to film the inaugural ‘Food Stories’ journey. Over the course of the journey, Tara explored the culinary traditions of the islands of Ponza, Ventotene, Procida, and Ischia, a rich coastal region of Italian cuisine. She met up with chef Tim Siadatan, of London’s award winning Italian restaurant Trullo and visited the ancient vineyard Casa D’Abra, learning techniques from local chef’s, and prepared a meal for the crew aboard. Tara Norvell went to Le Cordon Blue in London and is a renowned chef in New York City, having worked for The Spotted Pig and Roberta’s before co-founding Okonimi, in Brooklyn.
Having traveled and lived in three different countries all before the age of six, Kay developed an early respect and lasting appreciation for various cultures and the universal language of cuisine. A self-professed street food fanatic, she now calls Brooklyn, NY home and divides her time between running her jewelry company The Things We Keep, cooking + baking, and sailing. With an insatiable passion for food, travel and visual storytelling, she hopes to leverage her distinct mix of talents into an unforgettable experience as unique as Sailing Collective.
Born and raised in sunny southern California, Christina has a natural connection with the sea. As a child, when she wasn’t at the beach swimming, surfing, boogie boarding or basking in the sun, she was in the kitchen with her parents helping prepare meals for her large family. Food has been a passion from an early age and stayed with her into her young adulthood. What started off as a hobby developed into a profession after she started catering for friends, word of mouth spread and soon she was cooking for events all over Orange County and San Francisco. During her travels through Central America, Christina discovered a new passion when invited to join a month long voyage sailing from Bocas Del Toro, Panama to Cartegena, Colombia. After cooking on a tiny sailboat for a month on the sea, Christina knew that she had to do it again. After a year of travels through Colombia she pursued her dream of cooking professionally on boats and started working on a classic Hereschoff based out of Connecticut. Since then she has cooked on boats in New England, the Caribbean and Alaska cruising, racing and delivering yachts and feeding crew and guests. Christina has a diverse scope of cuisine, and thrives on using fresh local ingredients wherever she may be. She is currently based in Melbourne, Australia where she has catered for film productions, manned the kitchen in popular Fitzroy cafes and consulted on menu development.
Raised in Paris ’til the age of 14, Sidney now considers Brooklyn, home. After completing her an undergraduate degree in religious studies and comparative literature from, she attended the Portfolio Center in Atlanta where she developed her skills as a visual artist in photography. Ten years later, she is grateful to live her dream as a photographer, traveling the world and working with the best people in the industry.
Growing up in Virginia Beach, VA, Heather has spent most of her life in and around the water. By age 13 she had her own flat bottom skiff to explore the Chesapeake Bay and surrounding waters that extended from her backyard. Over the years (10+), Heather has traveled around the Caribbean as well as in and around Europe, working as crew/chef on a number of different types of luxury sailing vessels. Her experience was significantly upgraded winter 2011 when she delivered a Lagoon 560 catamaran from Bordeaux, France to Tortola. The experience was inspiring and led her to explore a more permanent life in the Caribbean. After a major move from the Bowery, in New York City she now happily resides in the BVI and works full time as a chef. It was a good move because there she met her husband ( Captain Kirk) through a very romantic courtship that involved quite a few dinghy rendezvous in the night. She has developed her culinary skills over the years and has most recently cooked for S/V Necker Belle, and the Governor of the BVI.
Cynthia’s appetite for culinary art began while she was living aboard her sailboat cruising the Caribbean islands. She started sharing her love of food when she moved to St. Thomas and started selling vegan creations called “Happy Cakes” to coffee shops and commercial contractors. On island, she became known for her spontaneous approach to baking, gifting loaves for holidays and bringing passion fruit cupcakes to parties. Her desire for knowledge and a deepening of her yoga practice attracted Cynthia to Guatemala where she completed her RYT200. She then went on to Southeast Asia where she studied and lived among locals, learning native healing traditions and food techniques in Indonesia, Philippines, and Malaysia. Cynthia’s adventurous spirit propels her creative energy. Whether she is sailing the caribbean, cooking as a private in home chef, or teaching Yoga on paddle boards, Cynthia’s passions all unite with the same purpose, connection to Earth. Her approach is authentic and rustic; real food from the earth prepared with transparency, keeping nutrients and flavors alive and vibrant.
Ana has been the Director of a medical aid non-profit in the Peruvian Amazon, planned and designed events for the French Embassy, hiked the Arizona desert on humanitarian recon missions, and studied dance with the Cuban National Ballet School. Still she makes time in between to cook for groups ranging from an all girls surf school in Maui to a farm based summer camp in the mountains of Vermont. Ana joins Sailing Collective whenever possible to provide an amazing culinary experience at sea.
Chloe was born and raised in a retreat life setting on the beautiful island of Guam. Upon moving to NYC in 2005 she was introduced to the yoga practice and after graduating from NYU with a BFA in Drama she became a certified yoga teacher. She currently teaches private and group classes, has led numerous teacher training and mentorship programs in NYC, as well as working as a freelance choreographer for theatre and film. She recently opened up and is co-director of SKY TING YOGA in Chinatown, NY. Chloe's teachings come directly from her own experience exploring the many approaches to yoga and physicality in order to remain deeply connected to ourselves, each other and to what links us all in the sacred web of life. And if we can't keep it real in the process, she believes, then what's the point? She is known for her intelligent sequencing, killer playlists and thoughtful presentation of spiritual philosophy.
Krissy is inspired by the infinite beauty, pattern, and intelligence of the body. Her teachings are seeded in 20 years of embodying and understanding form through her training in yoga, dance, and Pilates. In Krissy's class, we practice techniques for organizing ourselves to experience transformation, joy, and our own highest potential. Krissy received a Bachelor of Science degree from Indiana University in Kinesiology. She is the co-owner and yoga-director of SKY TING YOGA in Chinatown, Manhattan. Krissy leads four yoga retreats each year around the globe, has led several 200-hour teacher training programs and mentorship programs in NYC. Krissy is a Nike sponsored Yoga Trainer in NYC.
I took my first yoga class in the spring of 1970 after Ohio Governor Hughes shut down Ohio State University following the Kent State shootings. Not unlike the Occupy Movements nationally and worldwide, everyday, ordinary individuals rode the wave of Paulo Freire’s pedagogy of education for liberation and instead of academics, classes were held throughout the Ohio State campus in the basements of churches, dorms, homes and outdoor spaces. The world as we knew it was coming undone and I began a spiritual quest for Truth. I signed up for a number of classes desiring to explore my inner landscape, including yoga. Two distinct memories I vividly recall. First, Sarvangasana (Shoulder Stands). Lots of Sarvangasanas. Secondly, a large public event held to culminate the 4 or 6 week session in which a yogi from India spoke to a room full of deoderant free, long-haired, patched jeaned young women and men. He, and his entourage, sought amongst us tapas, Sanskrit for devotion and commitment. What? I was 19 or 20, still absorbing everything (Swami Parmananda, Krishna Consciousness, Buddha, Astrology and Occult) and not ready to tie down my spiritual practice. But, I did continue my asanas where ever I went, including Sarvangasana. While this “Mother of Postures” has a bizillion health benefits, it is not necessarily the go to pose on the run. My yoga practice waned due to neck injury that landed me in chiropractors' offices for a number of years. Subsequently, I became a Tai Chi practitioner for 3 decades or so and eventually returned to yoga in the early 2000s. I cite these two examples (Sarvangasana and a pretzley guy from India) to support the thesis of this brief introduction: I believe I met BKS Iyengar in the spring of 1970 as an undergraduate student at Ohio State University.
April Valencia is a freelance stylist, photographer and artist based in Brooklyn. Born and raised in the southwest deserts of Arizona, she developed an early appreciation for transparency - a reoccurring influence within her work - capturing subjects free of inhibition. Valencia's company, Native Kind, provides a platform for her to incorporate design with her love for textiles and fabric installations. The Sailing Collective has given her the opportunity to combine her passion for travel, design and photography into one. IG: @april_valencia Web: aprilvalencia.com
Paul Porter has had a love for life on the water since a very young age- sailing, surfing and competitive kite boarding. Being near or on the water has always been of great importance to him. Paul’s father has been his role model and teacher as a captain on boats up to 65 feet, during countless family boat trips to the San Juan and Gulf Islands. Sailing, crewing, anchoring, docking and hosting guests aboard is second nature to him. In 2010, Paul acquired the S/V Seaker, an Islander 30 moored in Seattle, Washington. Paul rebuilt and improved over 75 percent of the systems on board and restored her from the keel up into a fine sailing vessel, learning many helpful skills along the way. When not living a nautical life on the West Coast, Paul works in New York City as a documentary photographer and lighting director in the fashion industry. He is also a well recognized teacher of outdoor photography and lighting in Seattle and New York. As a member of the Sailing Collective, Paul happily shares his love for boating and photography as a captain who also can teach high-level photography to guests onboard in beautiful and remote locations.
Though a land lover for most of her life, Eva grew up with a love and an appreciation for the ocean, growing up next to the Puget Sound in Seattle, Washington. Active both in water and on land, Eva frequently enjoys rock climbing, hiking and backpacking, skiing, and scuba diving. Her greatest love, however, is food. After earning a BA in Cultural Anthropology at Colorado College, Eva got a position in a professional French restaurant in Washington, and hasn’t stopped cooking since. Now, she combines her love of food with her passion for traveling, photography, and writing. For years now, her dream has been to cook on boats internationally, and is excited to bring that love and creativity to the Sailing Collective.
Katja Tausig grew up in London - She is currently the head chef of London's Koya Soho. She has spent the past few years working and training in Japanese cuisine, but has a background of Italian food, learned at Trullo Restaurant in London. She has spent summers cooking full time for the Sailing Collective, which allowed her to connect her passions for travel and food. She enjoys learning new and unique recipes directly from the authentic source during her travels and adapts these recipes to her meals aboard using seasonal local produce provisioning locally and foraging when possible. Instagram: @katjatausig
Born and raised in Key West, FL, Capt. Lilly has lived her life surrounded by saltwater. With over 20 years of boating experience, Lilly learned to operate her own boat - navigating it through the narrow channels and over the shallow waters of the Florida Keys backcountry years before she could drive a car. At 15 she sailed from Key West to Boston. Lilly is an avid angler and free diver, loves to surf, hike, and explore the many gifts Hawaii has to offer. In her lifetime of experience on the water Lilly has matured into a skilled boat handler with an emphasis on the safety of her crew and passengers, and a gift for sharing her love of the ocean. After graduating from the University of Florida, Lilly moved aboard a 125-ft gaff-rigged schooner that she crewed seasonally from Key West to Boston. In the Caribbean, Lilly worked with a fleet of boats including large catamarans and schooners. She has managed the fractional ownership business SailTime and the American Sailing Association School in Virginia Beach, where she maintained, operated, and taught sailing aboard a fleet of boats. She currently holds a 100-ton GRT Master Captains License with Sail and Tow endorsements and her teaching certification through the American Sailing Association.
Tyler Sauter is a boatman that would fit in on a ship if you dropped him in the ranks anywhere throughout time. As a boat builder, he worked and taught at the WoodenBoat school where he studied traditional methods of construction and restoration and studied boat building at the Landing School in their Marine Industry program. As a sailor, Tyler taught small boat handling at the WoodenBoat school in Maine and has embarked on many voyages on ships big and small. He currently lives full time on his sailboat in the northeast sailing where work and whim may take him.
Sanae is a New York based creative, California-bred of Brazilian & Japanese heritage by way of Paris-- her gypsy heart is always traveling the world chasing the sun, guided by the moon, and blown by the wind across the seas always seeking new adventures, landscapes, and flavors. With a lifelong background in photography and a strong passion for food, she is a visual and sensory storyteller who seeks to explore and create organic shared experiences. Sailing Collective allows all her passions to come together with her first love, the sea. When not adventuring across the globe, she can be found at home in Brooklyn working to help cultivate, design, and execute the creative visions of legendary artists Annie Leibovitz, David Alan Harvey and the like, along with her own and organizing rooftop dinner parties while awaiting where life will take her next. IG: youonlyseewithyoureyes Web: possiblymaybe.net
Sara is an Italian from a small island of Ischia in the Gulf of Naples. Being born into a winewaker family, Sara is pursuing a professional career in winemaking which has lead her to the past 4 years of travel, working in wineries around the world seeking to discover different ways to produce wine. Sara has work experiences in Australia, Portugal, South Africa and New Zealand. During these experiences Sara found out her passion of traveling: she loves learning about new culture and customs and meeting new people from differ country.
Tom Robinson cut his teeth on the traditional tallship HMS Bounty where we worked his way from deckhand to third mate on the esteemed vessel in the days before its fateful demise. A knack for taking on complicated projects and seeing them to completion brought Tom to New York City and a life of building really big things. Still, he finds time in his big city schedule to set to sea with the Sailing Collective to share his love of all things sailing with the lucky few who voyage with him.
Stefan can always be counted upon for the unforeseeable key elements that make each Sailing Collective trip a unique and beautiful experience. Stefan comes to the ocean not just through sailing, but also as a surfer- and his stoke level on the water is unmatched within the Sailing Collective crew. A photographer by trade, he will guide you to the beautiful things in life, ensuring an amazing journey for all involved in the adventure. IG: @swigand
Andrew began sailing after college in his hometown of Chicago, where he spent summers cruising the coastline in J/22s with friends. His appreciation for sportsmanship grew into offshore yacht-racing, crewing foredeck in the 40ft class. After a few years in the regatta circuit, Andrew moved to England to achieve his personal goal of becoming a Yachtmaster of the Royal Yachting Association. The pursuit has taken him the world over and he comes to Sailing Collective an adventurous and social spirit. Today, he's a New Yorker in the making, dining his way through Manhattan and sailing about the island.
Vivian grew up in a culture where eating well was equivalent to living well, the ultimate expression of care and warmth. From seemingly incongruent beginnings in fashion design to event production to the creation of a pop-up dinner series, she realized that her real passion was for building community through the serving and sharing of beautifully presented meals. She remains curious about various methods of cooking and international flavors, finding constant joy while shopping local farmers’ markets throughout her travels.
Olivia is from the landlocked state of Arkansas, but she fell madly in love with sailing and now lives in California aboard, Juniper, her 38 ft. Ta Shing Panda sailboat. Olivia is a filmmaker who has directed three feature-length documentaries and produced television shows for both Vice and Lifetime. Her most recent film, Sailing A Sinking Sea, is about the mythology of a nomadic seafaring community in Thailand and Myanmar. When she's not directing, Olivia also spends all of her spare time being a nomad at sea. She has her ASA Bareboat Certification and more than 5,500 nautical miles of bluewater and offshore sailing experience. She has crewed sailboats from New York to Bermuda, New Zealand to Fiji, the San Blas Islands to Georgia, and tons of tiny places in between. @oliviao
Despite my tiny frame, I am an eater and food is always on my mind! I love every element of the food experience, from shopping the finest the farmers market has to provide to the preparation of an exquisite meal. A hostess at heart, it is the sensual and intimate aspect of dining that remains most important to me. I always keep in mind that overall indulgence is exemplified through flawless service and genuine hospitality. I believe that food has the capacity to fascinate and surprise, and I am not one to resist sharing my discoveries with any innocent bystander who has a set of ears, an open mind, and an empty stomach. biglittlenyc.com/flannery IG: flannerykk
Matt, a New Orleans native, was raised in a restaurant family. His family ran several restaurants throughout the French Quarter, all inspired by their immigration from Hong Kong. He took after his Grandmother and Uncles, spending time in the kitchen tasting anything that could, and some that he shouldn't.
After highschool Matt went on to pursue his own culinary path with ambition of cooking around the world. He took an apprenticeship in a small New Orleans creole cottage, Iris, learning the kitchen dance, one on one with the Chef. Honing his talents, he grew into bigger roles in bigger kitchens, learning from many, including Chef Susan Spicer in New Orleans and David Chang in New York, cooking everything from old world French baguettes to aerated cheese foam in mozzarella balloons. His passion for cooking has manifested itself into travels, journeys and lifetime friendships throughout the world.
Spencer's sailing career began at the age of 7 on the rough waters of New Jersey's Lake Hopatcong. After a skeptical first year, he eventually found his sea legs and started to gain recognition in the racing circuit. Spencer sailed in the PHRF Race Series as well as 420s and placed 13th in the US Nationals. Spencer continued competitive sailing until he started at New York Maritime College. Because he didn't have seniority, he was not allowed to officially race on the schools sailing team; instead, he focused solely on recreational sailing, while earning his degree in Marine Business and Commerce. Spencer has sailed on the T.S. Empire State to more than fourteen different countries and is a certified rescue diver with more than seventy dives in five different countries. When he's not manning the helm, Spencer can be found slinging cocktails behind the stick of one of New York's favorite outdoor bars...which also happens to be on a boat.
Lauren Gerrie was born and raised in Southern California and moved to New York City 16 years ago to pursue her life as a professional dancer and artist. During college, while serving and cocktailing in restaurants and bars all over lower Manhattan and Brooklyn, she began to explore her deep love of cooking and the unique world that is the service industry. After working and training in Tuscany she returned to NY and began a creative culinary company with her best friend Flannery called bigLITTLE Get Together. She has competed and won on CHOPPED and CHOPPED CHAMPIONS and in 2017 returned to the show as a guest judge. Lauren recently resigned after almost seven years from her role as Marc Jacobs' private chef. She is a partner and pastry consultant for CERVO'S restaurant in the Lower East Side. She continues to work as a private chef and as a food writer for Paper Magazine, Domino Magazine, Furthermore, Counter Service, and other kick ass culinary & lifestyle publications. When Lauren isn't cooking she teaches an all levels adult dance class called MOVES, is a dog mom to her crazy pup Boot, and can be seen biking all over the city.... usually with a back pack of groceries! @laurengerrie
Mikey DeTemple is a filmmaker, photographer and professional surfer. Mikey grew up on Long Island, the son of a commercial clammer on the Great South Bay. His parents met through surfing and exposed Mikey to a life attuned to the rhythms of the ocean. He immersed himself in the culture, competing in surf contests up and down the Eastern seaboard. Aged 18, Mikey joined the World Longboard Tour. He circled the globe for seven years, establishing his competitive record on the international stage. As he traveled, Mikey became fascinated with portraying his adventures through film and photography. In 2009, he directed his first film, Picaresque, which won immediate regard for its lush cinematography, controlled pacing and stirring soundtrack. His follow-up, Sight/Sound (2010), was nominated for best cinematography by Surfer Magazine’s Surfer Poll Awards and became the best-selling surf film of 2011. He brings to his work a sophisticated creative sensibility, extraordinary attention to detail and a profound passion for sustainability.
Born in Paris, a teenager in Saigon, a design student in Singapore; Anaïs’s approach to cooking is the result of a life of travels.
After doing times in the kitchens of Paris, Bogota and London, she is today a nomadic chef that enjoys the constant challenge and inspiration offered by cooking over fire and sourcing produces directly from markets. Anaïs creates playful dishes that encompass cultures, techniques and experiences. More over, she is a firm believer that a simple meal can bond and connect people, hence her enthusiasm for catering, pop ups and family meals.
Zoë Feigenbaum, a Manhattan native, picked up sticks and moved to Athens, Greece in 2015. Having just sold her restaurant, the eponymous Zoë, on the Lower East Side, Zoë the person, excited to explore a periphery of more than 15 city-blocks, headed to The Dominican Republic, which led to Morocco, which lead to Stockholm and Copenhagen, to Pietrasanta, Italy (where her lovely mother now lives) to Athens, where upon attending a fantastic contemporary art opening at The Breeder Gallery, Zoë felt at home and decided, well, why not? Zoe studied cooking at The French Culinary Institute in New York and did her stage at Thomas Keller's Michelin starred Per Se. She was the chef at The National before opening Zoë. In her life before the kitchen and after her wild-child teenage days so was The Director of Publicity and Marketing for a book publishing company called Rugged Land, distributed by Random House. On one exciting day she won $10,000 on the Food Network television show Chopped, and her recipes have been published in The New York Times, Bravo.com, Food Network.com amongst others. She has been a guest chef on Paula Deen's show and was a star on Bravo's multi-episode Chef Academy. Zoë has sailed the Saronic Gulf extensively and has also cooked her way by boat around Southern Italy. Zoë cannot be seen shimmying in the music video for Cam'ron's song "Oh Boy!" or stone faced and childlike in They Might Be Giants "Ana Ang" so don't bother looking... Zoë loves SCUBA, tennis, horseback riding, long swims, driving fast cars, camping and is getting into hiking (can easily be bribed to walk with snacks). Favorite gelato flavor pistachio.
This was my first experience with the Sailing Collective. Being an experienced sailor, I was very impressed with Captain Ross Beane. Professional, competent and all around great guy. In fact, one of the most impressive captains I have ever encountered. And as for our chef, the lovely Lauren Gerrie, what can I say except she continued to amaze me (and everyone else!) with the creative and sumptuous meals she prepared. The finest gourmet fare I have ever experienced. We were not kidding when we said, we had truly the BEST RESTAURANT IN TOWN! absolutely exquisite and delicious! I have already been spreading the word amongst my friends and family. We are strongly considering another journey perhaps to Croatia. All I can say is this group is TOP NOTCH!
Captain Marshall and Chef Cynthia turned our dream vacation into a reality. Captain Marshall adjusted plans continually for the sake of the three couples on board, giving us a wide variety of activities from intense sailing and paddleboard surfing, to snorkeling and sight-seeing, to sometimes just chilling on deck or at the beach when we all wanted some down time. I was especially pleased with how much he allowed me to take the helm and assist with mooring or getting underway. He also took us to a fun variety of famous places ashore for dining, drinking, and dancing. Chef Cynthia surprised us with the quality of her cooking, such that it is no exaggeration to say that the meals onboard were better than any of the restaurants we visited ashore. The camaraderie of the Marshall-Cynthia team made for the perfect vacation atmosphere throughout our voyage.
The Big Five aren’t the only wildlife worth seeing in Africa. About 75 percent of the species found in Madagascar live nowhere else on the planet, making the island Africa’s version of the Galapagos. Next year’s opening of Miavana on the island of Nosy Ankao finally gives the country its first plush base for exploring the wildlife and wilds. The conservation-minded property will reinvent the traditional safari experience, offering lemur treks on land and “blue safaris” in the surrounding marine preserve. More adventurous types can island-hop the Nosy Be Archipelago on a seven-night cruise with the Sailing Collective. Stops include epic dive sites; traditional villages; lemur colonies; and dreamy, empty beaches.
In the same fashion as each previous trip, every aspect was beyond exquisite. Everyone's "Team Spirt" attitude (within and across boats) the variety of destinations, experiences, foods, meal formats, cultural expossures all packed into ONE trip. I am already looking forward to the next Thailand sail - even if the itinerary for each day is exactly the same because I am certain that the experience will generate uniquely wonderful meemories.
The trip to the BVI's was an epic journey I'll always remember. Captain Dayyan was amazing; he is fun, kind, relatable, interesting, and allowed us to create a family environment. I enjoyed the itinerary we saw and did everything you'd want to do) and I couldn't have planned a trip like this on my own. I feel I've made new friendships and am inspired in general. I can't wait to return on another adventure with the Sailing Collective and I continue to look at my pictures all day long. Thank you!
Travel by seaNothing elevates a beach vacation like sailing. If you don't want the hassle of maintaining a boat—and don't want to wait for an invitation from a friend—Sailing Collective is an option. Its founder and director, Dayyan Armstrong, plans the trips he would want to go on and then shares the experience with clients.
“Everyone is interested in authentic experiences, " he says. “On our trips it doesn't matter what your background is."
Sailing Collective aims to use technology to help clients find, discover, and book experiences that will ultimately allow them to disconnect from technology.
“We believe it's not all about sharing your experiences online," Armstrong says. “We pride ourselves on providing an atmosphere that encourages our guests to be there in that moment, to focus on the people and the beauty around you."
For instance, Sailing Collective's journey to Thailand's Phuket Bay enables guests to wake up to the turquoise Andaman Sea below them and towering limestone rock formations all around them, rising castle-like into the clear blue sky.
The ultimate travel luxury is the time to explore and enjoy your destination. Taking advantage of technology can ensure that precious moments aren't wasted wrangling reservations, mapping your course, packing, and scouring guidebooks and web sites for up-to-date intel. Instead, savor the hours skiing flawless snow at the back bowls in Vail, or shopping for the perfect bag at Florence's San Lorenzo leather goods market. Harness the power of thousands of experts and fellow voyagers, with the help of an algorithm or two, to make your travels unequivocally enriching and authentic.
I enjoyed every minute of the journey. I was a little concerned at one point before I left as I was the only solo traveler and I did not know anyone beforehand. But that was dispelled as soon as we were all on board. With Sandy, April and Rob and my four fellow journey members, it was always a wonderful vibe, the onshore explorations were great and I enormously enjoyed the entire trip. I was really happy to have spent the week with such a super group of people. Also, appreciated the time that Rob took to teach us sailing skills and having us at the helm and doing other sailing tasks.
I was very satisfied with the journey. Rob is an exceptionally talented captain. I really appreciated the way he made the planning for each day very collaborative. He also has developed contacts and clearly loves Croatia and meeting people there and has great ideas for places to see and where to anchor. The visit to the lighthouse at Stoncica and the friends we made there who then invited us to their house for breakfast was a highlight. The guided tour of Vis was also great. Rob really reaches out and spends time developing links with local people which is great and opens up all sorts of opportunities. His approach to organising the journey is great and he ensures that it is a lot of fun, that as far as possible it meets what the gang want to see and do and is full of wonderful adventures. Sandy's cooking was incredible. It was creative and delicious and made each day's meals very special and completely yummy. She is an incredibly talented chef and also wonderfully congenial and made the trip very special and memorable in many ways. I really enjoyed our group of passengers, it worked out very well, they were great company and also we had similar interests in what we wanted to see and do including sailing and exploring the islands that we visited. I enjoyed going to places that are less developed like Devenik and mooring at the lighthouse and also Milna on Brac was a lovely place to visit. The restaurant and visit to the town including to see the olive oil and wine being made were highlights. Again, Rob had found the artisan that we visited and it was a great place to go.
As you’ve heard, we’ve been on a quest to #seesummerbetter all season long—so, when our friends from the Sailing Collective invited us to join their journey to Sardinia, we happily hopped aboard (and brought a slew of sunglasses with us).
Who is the Sailing Collective? In their words, they are “sailing vacation specialists”. In ours, they’re a group of super-fun, extra-chill explorers who plan week-long sailing trips worldwide. And not to worry—the captains are trained professionals (pressure’s off), and fantastic cooks to boot.
Our days went a little something like this: morning laps around the boat (often in place of a shower), lounging on deck with a book in-hand, a game or two of backgammon, and open ocean crossing. When docked, we zipped around La Maddalena on scooters, explored an abandoned fortress, and climbed stairs along the cliffs of Corsica. And of course, we ate well, both on-board and at local eateries found by our captain.
Frankly, our recap doesn’t do the trip justice—just take a look below (and follow along with both of us on Instagram for more this week!).
We were in very good hands, and were able to decide as a group what we felt like doing every day with such flexibility and spontaneity. Our Captain, Rob, was great at facilitating the group and meeting our various needs -- some wanted to learn to sail in particular and they got a lot hands-on experience, as he is also a sailing instructor. Our Chef, Sandy, spoiled us every day with absolutely outstanding meals like hand-made gnocchi, a platter of mussels, or fresh fish -- all made with fresh, local ingredients including local Croatian olive oil and freshly ground fennel flower she discovered at a market. We joked that 24 hours into the trip we had already accomplished our vacation goals -- discovering remote Croatian island villages, swimming in crystal-clear azure Mediterranean water, drinking local wine and to top it off we even saw a big school of dolphins and sparkling phosphorescence in the water at night! Captain Rob, who has now spent so much time in Croatia, has made a number of friends on the various islands and took us to all kinds of special restaurants we would never have discovered ourselves, and we even were invited to private dinner party at lighthouse through his friendship with the lighthouse keeper! Incredible and unique experience -- definitely not a generic tour! I can't recommend The Sailing Collective highly enough!
Dayyan Armstrong founded the Sailing Collective to make his lifelong hobby more easily accessible. But make no mistake — his yacht-chartering, Brooklyn-based company is more hipster than WASP. Trips to the British Virgin Islands, Thailand, Italy, Croatia and more can include a fleet of up to eight boats, with each itinerary carefully designed to take vacationers to hidden spots. A local’s beachside shack in Jost Van Dyke, for example, becomes a private outdoor dinner party serving up johnnycakes, conch and mahimahi to guests. “We are traveling to these coves or towns that are either completely inaccessible by other means or just very difficult [to get to],” Armstrong says. The site has several features that set it aside from the Expedias and Kayaks of the world: users get to have an embedded experience, helping with the day-to-day chores of boating, assisting with cooking, cleaning and yes, sailing. “You’re being a real explorer,” says Armstrong. “It places you in a position to really articulate your own adventure.” And to make the experience more seamless, vacationers fill out questionnaires ahead of the trip so that they’ll be matched to a boat with like-minded people — think of it as Tinder for sailing. Dayyan is very clear though: it’s not all work and no play. “We’re always in motion sailing from one island to another, in this active form, but the ethos of what we do is to enforce an absolute chilling, so to speak,” he says. Right on. Link to Story
Everything was amazing. The crew was super attentive and I was catered to every need.
Above & beyond. The scenery, weather, crew, other guests, food, fun times and relaxed attitude while being on a small sail boat was one of the best trips of my entire life!
In the Fall print issue of The Window, we got an inside look at the Croatian summer escape of designer Lucian Rees Roberts and his architect husband Steven Harris. Our interest in the region piqued, we set out to explore more of Croatia’s rugged, island-scattered coastline.
Luckily, I had already planned a late-August adventure on one of Sailing Collective’s weeklong voyages around Croatia’s Dalmatian Islands, one of the most famous sets of islands in the Mediterranean. Sailing Collective is a boutique travel company that hosts sailing journeys worldwide, each skippered by experienced captains who curate the entire experience—from intel on the best local eateries to revealing hard-to-access swimming coves.
Our home for the week was Lady Milla Ana, a Hanse 575 sailboat with a fully functional kitchen (larger than the one in my East Village apartment!), four sleeping cabins, and plenty of deck space for our crew of 10 to lounge comfortably. We set sail from Trogir, a charming, stone-paved port town that dates back to the 3rd century. It’s home to one of the best food markets I’ve ever encountered, which allowed us to stock up on locally produced delicacies like cured meats, cheese, figs, and ripe veggies—all put to great use by our boat’s guest chef Sandy Ho, who prepared delightfully fresh daily meals.
For me, the defining element of our Sailing Collective trip around Central Dalmatia was not the elegant boat, or the beautiful coves, or the early morning swims after nights spent sleeping under the stars. It was the crew - Ross, Ana & Drew. They were a magic mix of good-humoured and chilled professionals who felt more like friends and who made our week of sailing what it was. Already scheming the next trip!
Since we've been back our friends have been asking about it and I've raved about you guys. Putting it to them like this: you know how sometimes you meet new people and they inspire you to be a better person?
The crew were outstanding. I was impressed how above and beyond they went to make sure everyone was content, all while exuding such a chilled, calm and happy exterior. The boat was beautiful with a teak deck. And our route, variety of stop offs and food were all perfect. I wont be able to board another sailboat without expecting the same high standard.
Ross was a perfect captain. Lead with expertise but allowed the trip flexibility to pander to our almost certainly frustrating vacillation of plans. A great experience with exceptional professionalism and far more fun than I could have hoped for. Can't recommend it enough. Exceptional planning and a route that was tailored to exactly what we wanted, day by day. This trip far exceeded expectations!
I have been following The Sailing Collective for about a year and a half to try and get an idea of what the journey would be like and whether or not it would be something a group of my closest friends/family would enjoy. After much research and tons of questions, a group of six of us committed to the BVI journey.
This trip was something I was looking forward to and building up for so many reasons. I hyped it up SO much in my head that the day before I left I was actually a bit nervous that I may have set my expectations too high. I am happy to report that The Sailing Collective journey exceeded all my expectations in every which way possible.
Captain Ross and Rob were incredible. They were wonderful captains, cooks, story-tellers, guides, and ultimately, friends. From the start they were sure to communicate the basics of what to expect and listen to what we wanted out of our trip. From then on they organized and planned a journey that we will never forget. They helped us organize hikes, snorkel spots, dinner and bar spots, historic spots, shopping spots, etc. They taught us how to sail, how to fish, how to cook amazing meals from scratch (in the smallest kitchen ever), history of the spots we were visiting, and so much more. They were professional, knowledgeable, friendly, accommodating, thoughtful, smart, talented young men and we would highly recommend them as captains to all of our friends and family. We got engaged the day before we set sail and after this trip I am convinced I will get married on one of those islands and will do everything I can to somehow convince Captain Ross and Captain Rob to be on board :)
The trip was a great balance of land and sea, adventure and relaxation, work and play. It is something I'd recommend to anyone looking for a new way to travel and it is something I plan to do over and over again. We all had the best time and I cannot wait to plan my next trip.
We sailed in the BVI with sailing Collective in March 2016. They came highly recommended by a friend, and The sailing Collective did not disappoint. Dayyan took the time to listen to our goals and paired us with Rob Neville as captain. Rob was the ideal captain for us- he taught us how to sail in minimal time, and within a couple of days we were handling the sailboat under his watchful eye. All our meals were so tasty, and often more elaborate than one would expect could be prepared in a tiny sailboat galley! Additionally- Rob was an excellent tour guide, and we loved our stay in The BVI. Rob was often more like an entertainment director on a cruise ship, and he spent many hours with our sons- playing coconut rugby on the beach, doing science experiments, fishing, bouldering or whatever they wanted to do. We found calm protected anchorages each night, despite being very busy sailing season.
The destination was perfect, the charter was excellent. Our goals were to learn to sail, and to assess wether we could (or would like to) do this ourselves for a longer period of time. Rob was an excellent teacher, and the answer is a resounding YES! We are looking forward to getting ourselves certified to do a bareboat charter, and maybe one day cruising for a period of time.
It does not get better than the Sailing Collective! I challenge you to find a 5 star all enclusive trip at a better value. The Sailing Collective crew provides more than just an expert charter service, they provide unique sailing experience full of entertainment, relaxation, and gourmet meals.
It far exceeded my expectations, can i give it more stars? I hope I can make another trip, sometime next year!
This was a great trip. I was especially fond of the itinerary on the last half of the trip. Grand Case was a cute French seaside town, anchoring and exploring Ile Forchue was a unique and special experience, and St. Barts was gorgeous and luxurious. While the ride in a catamaran might not have been as thrilling a monohull, we certainly appreciated the roominess and stability on a couple of rough days into the wind. The crew was fantastic and accommodating. Great food, good conversation, attention to our comfort. And all they did to make a birthday celebration and a marriage proposal happen won't be forgotten.
This trip exceeded all my expectations - perfect for those seeking adventure, killer food, authenticity, and interesting people! Captain Ross and Chef Ana were beyond perfect - they matched the the vibe of our crew, were excellent communicators, and super knowledgable about sailing and Thailand! File me as an official Sailing Collective fan girl!
I’d like to take a few moments to discuss my experiences with the Sailing Collective. While the ocean is breathtaking, the sail is exciting, the food is intoxicating and the swimming is just about the most rejuvenating oceanic experience; it’s not these things that leave you wanting more. Sure the day-to-day activities and itineraries are wondrous but it’s the thing that you are not expecting that makes you want to book another trip before your current trip is over. What makes it the best trip of your life is the deep sense of camaraderie you build and the unforeseen adventures that manifest on each and every trip.
A trip with the Sailing Collective is a good mix of what you want, what you need, and what your soul requires. Each captain and crewmember has unique gifts and talents they share with the boat and somehow the Sailing Collective has an uncanny ability to fill boats with people that will most likely instantly (or after one night of bonding and a few glasses of wine) become an extension of your tribe.
Every trip with the Sailing Collective is a journey of discovery, even if you book the same itinerary twice; I ventured two separate times to the Dalmatian Coast and each trip had its own everlasting moments. Not only are Sailing Collective captains and crew jovial, the people you meet along the way are oftentimes the trip’s greatest assets. People like Ivor, the olive oil loving, prosciutto man in Hvar, Croatia that lives life to the fullest; Paula, at Eat-at-Vanita’s in Jost Van Dyke, BVIs, who is not only the island’s school janitor and the restaurant’s chef but an incarnation of the sweetest, most caring mother. And, Lena, the feisty restaurateur in Ponza, Italy, who through the "small world" phenomenon told me she knew my grandfather that passed away before I was born and remarked how much I looked like him.
I am craving another trip for more full belly laughter and for my dreams to continue being painted with seascapes and good cheer. So let’s pack the sunscreen, a few bathing suits and a rain jacket just in case but leave the rest to the Sailing Collective; they knew what they're doing. Trust me, but really, go and see for yourself.
That first BVI experience [with the Sailing Collective] continues to become more amazing with each passing day. All of the aspects that one normally considers (water, temps, boat life, food, scenery...) were way more than I expected, but like most experiences in life, the aspect that "Knocked It Out of the Park" for me was the people - staff and clients alike - physically impossible to make it better in any way.
It does not get better than the Sailing Collective! I challenge you to find a 5 star all enclusive trip at a better value. The Sailing Collective crew provides more than just an expert charter service, they provide unique sailing experience full of entertainment, relaxation, and gourmet meals.
WE sailed in the BVI with sailing Collective in March 2016. They came highly recommended by a friend, and The sailing Collective did not disappoint. Dayyan took the time to listen to our goals and paired us with Rob Neville as captain. Rob was the ideal captain for us- he taught us how to sail in minimal time, and within a couple of days we were handling the sailboat under his watchful eye.
All our meals were so tasty, and often more elaborate than one would expect could be prepared in a tiny sailboat galley!
Additionally- Rob was an excellent tour guide, and we loved our stay in The BVI. Rob was often more like an entertainment director on a cruise ship, and he spent many hours with our sons- playing coconut rugby on the beach, doing science experiments, fishing, bouldering or whatever they wanted to do.
We found calm protected anchorages each night, despite being very busy sailing season.
I decided to go on this sailing trip despite knowing nothing about sailing and being a terrible swimmer. Although the idea seemed intimidating under those circumstances, the trip ended up being one of the best vacations I’ve ever been on. After a busy year, it was perfect to unwind on a secluded island with only the moon as your source of light. The surreal scenery and crystal clear waters made it really easy to get away from work and the outside world. It was an extra plus to be able to be on vacation without the stress of figuring out your daily itinerary and dealing with overpopulated tourist sites.The trip was well planned and there were always different options for crew members to do different things according to their mood. It was great that I could sleep on the boat for the whole day if I wanted to, and wasn’t pressured to do otherwise. The food was also great on this trip. Max and Dayyan made incredible paella and taco dishes, and we went to some great restaurants as well. I was pretty nervous about living on a boat for a week because of my motion sickness, but I quickly got used to it and easily fell asleep at night, to my surprise. The biggest success of my trip was that I learned how to snorkel and somewhat fixed my terrible swimming skills. Wohoo!I would recommend this trip to anyone who’s looking for an affordable vacation and a one of a kind adventure.
Trip was absolutely wonderful. Dayyan was our captain and his easy-going, yet completely in control personality made the trip a delight. When you are on a small boat for a week, the personality of the captain is critical and I can’t say enough about how wonderful it was to travel with Dayyan. And as a vacation . . . those who haven’t tried it yet should . . . it’s a vacation like no other. The beauty, serenity and the chance to really get away from it all can’t be beat.
My vacation with The Sailing Collective was one of the best trips I have ever taken. They did all of the brunt work for us: planning the trip, chartering the beautiful boats, and ensuring safe navigation through the beautiful Carribean Sea. I never thought I would be able to sail a huge sailboat, but with Cap’t Dayyan, that dream was lived! We also brought along scuba diving gear and were able to dive some off-the-beaten path reefs. The 8 other people on my boat, along with the 6 people on our convoy boat have become friends that I hope to keep for life. In short, my trip with The Sailing Collective offered me some of the best times with strangers who became friends, allowed me to see unique and sometimes desolate parts of the world and the ability to live on water for a week! Who could ask for more?
Beach. Boat. Booze. The three main ingredients I was looking for when I was scouting out a vacation for my sister and I. And what we found was so much more then that.
I came across The Sailing Collective and read about all the different place they would charter there boats. Although all of them looked amazing (Italy, Brazil, West Coast etc) the one that really stuck out to us was the Sailing/Yoga trip that went around to BVI. And I can honestly it was the best decision I’ve made in a LOOOONNGGG time.
-Rock Climbing/jumping (took me a solid 10 min to do it tho)
-Learning how to sail
-1 hour yoga classes on the sandy beaching every morning
- Family style cooking on the boat
- living in your bathing suit for 7 straight days
- each day sailing for a couple of hours to a new island then exploring the waters and land.
- seeing dolphins and jumping sting rays
- Swimming with sea turtles and weird glowing plankton at night.
And these bulletin points doesn’t even come close to explaining how phenomenal this vacation was. And truth be told, a lot of it had to do with our Captain, Capt. Dayyan and our Yoga instructor Heather. Both of them were trained professional in sailing so were able to teach us sailing terminology, answer any questions we had and got to actually sail the boat. By the second day all 8 of us were working together hosting the sails, dropping the anchor, learning how to tie different knots and swabbing the deck. Both of them made the whole experience just plan ol’ fun.
Having Yoga every morning was definitely key. Some mornings you wake up after a long night of running around the islands local bars and that cup of coffee just won’t cut it. But jumping into the turquoise water and swimming to a sandy beach, doing a solid hour of stretching in the sun then swimming back to the boat definitely does the trick. Heather’s yoga classes where perfect too. She was able to cater to people who were either experienced or inexperienced in yoga.
All in all it was hands down one of the best experiences I’ve had. And the beautiful part is there are so many other places I can sail to and explore with there company. The gift that keeps on giving. BOOM.
When we decided to book a sailing trip with The Sailing Collective to the BVI, I had a fantasy of what that would be like … crystal-clear turquoise water, white sand beaches, palm trees, lounging on a luxurious sailboat, wind in my hair, drink in my hand … and this trip didn’t disappoint. It was one of my all time favorite vacations and sailing is now my new favorite way to travel!While my husband’s idea of a perfect vacation is often different from mine (I believe visions of pirates and swashbuckling danced in his head when I suggested we go sailing) we both got exactly the vacation we wanted.
This trip was the perfect blend of relaxation and adventure. Captain Dayyan was a wonderful teacher and guide (and chef) and really made the trip amazing.
We were already planning our next trip with The Sailing Collective before we even left the boat. Now that we’ve returned home, all of my friends and family are sick of me talking about my vacation and my husband is recommending it to everyone he talks to. If you’re considering doing this, my only advice is “just do it” you won’t regret it!
I decided to take this trip after talking to Captain Dayyan about getting some substantial sailing experience after completing a beginners sailing class in Manhattan. I was looking for some hands on coastal cruising and ended up getting not only that, but one of the most enjoyable vacations of my life. The Sailing Collective are young and laid back, but surprisingly skilled, organized, considerate, and efficient. The trip ran without a hitch from the early stages of planning in Brooklyn until I was back on the tarmac at JFK. It is great to see a DIY ethic applied to something as often pretentious as sailing, because it makes so much sense. I really love sailing and being a broke vegan kid temporarily living in Brooklyn I never thought I would be able to have such a positive sailing experience, especially based out of New York! The locations were well picked, the boats where wonderful, the crew was great, and we were under sail practically the entire time! I can’t recommend a trip with these folks enough!”
I had been on two sailing vacations before this one, with a friend’s family. Though we went to some amazing Mediterranean destinations on those trips, this trip was still the best. The boats were comfortable, the destinations were great (we slept in the harbor of a desert island!), and, most importantly, the captains and the company were fantastic. When you’re going to be on a boat with a handful of other people day in and day out for a week, it’s *extremely* important that everyone basically get along. The Collective made the effort to not only chat with or meet everyone on the trip in person, they even arranged some get-togethers before the trip so that we all had a chance to get to know each other as well. Because of that, not only am I going on another one of their trips this June, but I feel like I really made some new friends on the first one.
Amaaaaaaazing !!! One of the best vacations of my life! The food was incredible !! The boat was so comfortable, and the places that they choose were so beautiful ... the captain know to make you happy and he showed how to enjoy every place from the heart, not just the head. How well did the journey meet your expectations?: Yes ... I wanted to have a new experience and it was a sorprise everytime. So ... I didn't plan anything ... I just enjoyed it ..