Live aboard a modern 55' sailboat* with up to 8 travelers + your Sailing Collective Captain & Chef and explore the amazing islands off the coast of Naples. Cabins are simple, food is outstanding, and your itinerary led by your Sailing Collective captains is outstanding. Sailing Collective journey coordinators at the home office will assist with your travel and give you all the info you need to get to Naples and begin your journey. Sailing Collective crew will contact you in advance introducing you to your fellow travelers ahead of time. Once you board, your captain and chef will make you feel right at home while we sail and discover these amazing islands. The Sailing Collective believes in the discovery of choosing your own adventure with crews eager to get everyone involved with the day to day sailing. But don't forget, this holiday is about chilling, and we will chill!
Starting and finishing Location: Castellammare di Stabia - 45 minutes south of Naples and one town over from Pompeii.
Embarkment: After 7 PM on Saturday, June 22rd and before 9 AM on Sunday, June 23rd. Disembarkment: 9 AM Saturday, June 29th.
This itinerary is split between two archipelagos, the Gulf of Naples islands of Procida, Ischia and Capri (although we do not often go to Capri because we know the lesser explored and more authentic locations…) and the Pontine Islands of Ventotene, Ponza, and Palmarola. With your trusted Sailing Collective friends captaining and cooking with only the freshest and delicious of ingredients. This itinerary is robust with big Italian culture circulating around every stop along the way with a unique and independent vibe on each island. We explore natural thermal baths on Ischia with a private invitation to the famed Casa D’Ambra vineyard at the very top of the island and taste Ischia’s finest with the D’Ambra family. We dine at the finest rustic Italian restaurants on the islands and always interested in finding out what restaurant might be around the corner that may have something even more local than the one before. Idillic yet busy, this is THE Italian itinerary.
The Collective Package includes:
• Collective captain and chef (for a week of the best food of your life)
• Journey Coordinator travel support to help guide you on your journey
• Private cabin aboard a 4 cabin (8 passenger max) monohull or catamaran modern sailboat.
• Onboard family style meals with 6 breakfasts, 6 lunches, 3 dinners and snacks
• Marina fees and dockage
• Boat incidentals including fuel, water, bedding, towels, etc.
• And of course days of unabashed adventure and epic memories...
Contact us for information: email@example.com
Before booking, please review CANCELLATIONS/CHANGES, INSURANCE, AND CONDUCT policy on the booking page.
PRIVATE CREWED CHARTERS ALSO AVAILABLE JUNE - OCTOBER
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.
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.
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
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.
• Meeting Instructions •
Option 1) Saturday, June 22rd arriving at the marina after 7 pm
Option 2) Sunday, June 23th arriving before 9 am at the marina
Marina Location: Porto Salvo, Castellammare di Stabia, gate near the restaurant: Chalet Annamaria. Town: Castellammare di Stabia - 40 minute drive from Naples Airport and Naples City Center. Taxi cost, up to 50 Euros. By Train, take the the 5080 from Napoli -V.Le Europa - Sigliano - Bomerano - San Lazzro to Castellammare and walk to the marina, 8 minutes. Total travel time is 45 minutes.
Via Caio Duilio 80053 Castellammare di Stabia, Naples Berth: "San Gennaro”
A Bay of Naples sailing vacation typically centers on the Phlegraean and Pontine islands, and the Amalfi coast on the Sorrento Peninsula, though longer cruises can take sailors south to the wonderful Aeolian Islands. Regardless of the length of the cruise, a Bay of Naples yacht charter offers a blend of magnificent sailing, upscale dining, boutique shopping, and intriguing sightseeing in picturesque towns with roots dating back to ancient Greece and Rome. A Bay of Naples sailing vacation on Italy’s Tyrrhenian Sea is a cruise through a Mediterranean paradise. The passages between islands are mostly short, providing plenty of time to enjoy all the pleasures of sailing as well as for sojourns ashore to explore, sample the local cuisine, and to sit idly with a cocktail at a café to soak in the wonders of Italy’s southwestern coast. Gentle and warm summer winds from the northwest average between 8 and 12 knots.
Naples Italy Hotels
Grand Hotel Vesuvio - The Grande Dame of Naples’ hotels has a long and illustrious history, a magnificent setting overlooking the Castel dell’Ovo and a traditional, discreetly luxurious atmosphere.
Hotel Piazza Bellini - This city centre hotel offers contemporary design in the context of a venerable old palazzo with good facilities and service for its three-star rating. The location is ideal for anyone who wants to experience the vibrant, beating heart of Naples' centro storico, and prices are very reasonable.
EUROSTARS HOTEL EXCELSIOR - Old world charm meets luxurious facilities and great views. The interiors ooze Italian elegance and grandeur - marble floors, chandeliers, and tasteful decoration. The gorgeous roof terrace and restaurant has splendid views of the bay. A quintessential Napolese spot.
PORTALBA RELAIS - Eclectically contemporary B&B. Slick white rooms decorated with modern art and styled in neutral tones. Smart bathrooms with large jacuzzi baths. Ideally situated in the heart of the historic city. Excellent views and indulgent breakfasts. A stylish yet affordable choice.
Amalfi Coast Hotels
Le Sirenuse, Positano, Amalfi Coast - Stylish and immaculate, in the centre of this chic and vertiginous resort. An exceptionally romantic candle-lit dining room, a shady pool terrace and small but beautifully presented spa make it particularly popular with honeymooners, well-heeled European couples, touring Americans and occasional celebrities.
Hotel Santa Caterina, Amalfi, Amalfi Coast - mix of familial warmth, glamour and professionalism makes Hotel Santa Caterina stand out from the competition. Now run by the fourth generation of the family that opened it as a hotel in 1904, it’s the sort of homely yet sophisticated place that you long to return to (repeat bookings amount to nearly 40 per cent).
Hotel Villa Cimbrone - Ravello, Amalfi Coast - Occupying one of the most romantic spots in the world, Villa Cimbrone comprises beautiful gardens, open to the public during the day, and rooms full of antiques, paintings and frescoes. This is a hotspot for anyone wanting to enjoy the special magic of Ravello.
BOAT ONE with CAPTAIN DAYYAN ARMSTRONG & CHEF FLANNERY KLETTE-KOLTON - Dufour 56, Sun Charter
BOAT TWO with CAPTAIN MARSHALL FRYE & CHEF CYNTHIA MITCHELL - Jeanneau 53, name: Ofelia II
• Meeting Instructions •
Option 1) Saturday, June 23rd arriving at the marina after 7 pm
Option 2) Sunday, June 24th arriving before 10 am at the marina
Marina Location: Porto Salvo, Castellammare di Stabia, gate near the restaurant: Chalet Annamaria.
Town: Castellammare di Stabia - 40 minute drive from Naples Airport and Naples City Center. Taxi cost, up to 50 Euros. By Train, take the the 5080 from Napoli -V.Le Europa - Sigliano - Bomerano - San Lazzro to Castellammare and walk to the marina, 8 minutes. Total travel time is 45 minutes.
The closest airport to Castellammare di Stabiais the Naples International Airport (NAP)
Please ensure your passport is valid for the period of travel and for six months after you return. Your passport name must match the name on the flight ticket otherwise you may not be able to travel and insurance may be invalid.
It is the responsibility of each individual to ensure relevant visas are obtained where necessary. The Sailing Collective cannot be held responsible for refusal of entry or travel due to lack of visas. If you are in any doubt please contact your Embassy for full details.
The climate of the Italy is ideally suited for sailing, with hot, dry summers and mild, wet winters. Winds are generally north-westerly averaging 8 to 12 knots (8 – 14 mph) with the windiest period being July and August. During the cruising season of April to October, the skies are blue and the weather warm, with water temperatures averaging 80 F
Sailing Collective will provision your journey with local foods and produce. Cooking Aboard: Your Sailing Collective chef/crew is incredibly talented and can handle the group's needs with ease. We are all about participation and learning, so if you'd like to help, just ask and we'll get you involved! Collective groups may choose to dine out more times than scheduled if the group or individuals choose.
Dietary Restrictions: Important to notify your Sailing Collective representative of any dietary restrictions ahead of time and fill out details in Guest Form
Tips are split evenly between the crew and it is common to offer 10% to 20% of the cost of the carter. Gratuity can be offered in Euros or Dollars, PayPal or Venmo.
Collapsible bags in place of large rigid suitcases are advised for ease of transport on and off the boat.Loading and unloading from the dingy can be a wet activity, a pair of shoes such as flip flops that you can get wet if we are landing on a beach.
During days on the water, you’ll want to be wearing light and comfortable clothing. As the vast majority of your time will be spent outside, prepare for elements - bring a light rain coat just in case, a hat to shield yourself from the sun, and a set of warm clothing. Throughout the week we may dine out at a nice restaurant, so bring gear that you’ll look nice in and suits your style. Loading and unloading from the dingy can be a wet activity, a pair of shoes that you can get wet is recommended.
Procida is a small island and one of the earliest inhabited towns in the Bay of Naples. We start our journey at Marina Corricella which is the yachting center on the island right downtown Procida. Unlike the nearby islands of Ischia and Capri, Procida is a traditional town with families carrying out traditions that have been with them for decades if not centuries. With the promenade running along the seawall of the marina, there are charming cafes and restaurants of the most local tradition. Fishermen walk down the streets after returning home from an afternoon’s catch. Food is of the highest quality with worn in pastel colors lining the buildings throughout town. Great place to stock up on local wines and fresh produce before we start the week’s journey.
Ischia is one of Amalfi’s lavish islands with a semi-tropical terrene with generous hot springs, which are said to have healing powers; this once active volcano is lined with lush forests and modern spas located throughout. With the Castle of Aregon of it’s western point giving a more than dramatic landscape wherever we anchor or walk on land. Evening streets are bustling with action with, Ischia is the largest island in the Bay of Naples and attracts a stream of visitors to its beaches. Inland, the hillside towns are more earthy and will reward walkers with some peace and quiet, while Sant’Angelo on the south coast remains relatively unscathed by tourism. It presents a charming scene with its twisting narrow streets, picturesque harbor and good beach.
A favorite location for the Sailing Collective, this weekend getaway dating back to the early Romans is lined with emerald green waters and dramatic limestone cascading coastline with a charming colorful town, it is hard not to like this paradise. Being the furthers island east, there is a true local feel in the air, a perfect Italian island culture disconnected from the rest of the Italian mainland. With scooters and cars to rent, we enjoy a day of rest and spend two days at this magical island, eating fresh caught fish and some of the finest pasta dishes in the lands.
Best known as the island to which emperor Augustus banished his daughter Julia the Elder in the 2 BC as a preventative measure to hid her excessive adultery behavior. A palace was constructed for her and she was able to live her life freely, behind closed doors where no one in Rome could see. The port has kept many of the ancient Roman structures and still using some of the original rainwater catchment systems throughout the island. A charming local island that is simple and true to its past.
The uninhabited island of Palmarola is the most westerly on the Pontine Islands. It is a rugged, beautiful island fringed with rocks that require the skipper of a Palmarola yacht charter to be ever-vigilant when navigating around the island. There is an anchorage in a small cove on the south side of the island and another in a cove partially protected by two islets on the north-west. With no facilities, a stop-over at Palmarola will appeal to those seeking solace and tranquility, needing nothing beyond the emerald green seas to swim in, a good book to read and a glass of a cooling drink in hand.
As the most famous of the islands in the Bay of Naples, Capri is has a picture-postcard sheer throughout the island. The town of Capri is lively with tourists coming and going with the traffic of ferries dropping tourist on day tours of the famous island. The Sailing Collective sails to the backside of the island where the real yachting-jetsetters lay their anchor against the backdrop of sheer limestone cliffs that rise out of the water lined with unfathomable mansions cut off from the rest of the island. A lively island and worth the visit, even though we prefer the more secluded local towns, Capri will not disappoint.
One of Sailing Collective's favorite monohulls, the 53 built by Jeanneau, is perfect for larger groups and families, looking for a combination of sailing performance and comfort. Above and below deck, her layout allows for plenty of room for socializing, but also offers practicality and performance where required. Headroom: Entry to Cabins: 6' 1" Galley and Cabins: 6' 5" Headroom at helm: 6' 6" The Jeanneau 53 is a pleasure to sail and is responsive to touch, her electric winches and bow thrusters make her surprisingly easy to handle.
The Dufour 560 Grand Large flagship sets the highest standards when it comes to aesthetic appeal. The yacht exudes modern elegance, luxury and dynamism with its sweeping lines and uniquely DUFOUR top fixed hatch, with angled corners and horizontal sleek side windows, the GL 560 delivers a striking visual statement. *dufour-yachts.com/
Explore photos from our past journeys