Consisting of three main islands: Anguilla, St Barthelemy, and St Maarten; the northern leeward islands offer amazing sailing to pristine islands. Marine life lives here in an abundance that is thanks to an extensive marine eco park system that keeps the coastline and the reefs unspoiled.
The smallest territory in the world divided between two nations, France and Holland, this sail offers a cultural tour between islands that feel like worlds apart despite being so close. From the pristine and deserted beaches of Anguilla to the finest gastronomic restaurants of St Martin and to the exciting night life of St Barth, there’s something here for everyone. With more than 100 nationalities on less than 25 square miles, St Maarten is a unique island that deserves her nickname: the friendly island.
Premier package includes:
• An incredible 7-night voyage
• 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
• Onboard family style meals with 7 breakfasts, 6 lunches, 3 dinners and snacks
• Marina fees and dockage
• Boat incidentals including fuel, water, bedding, towels, etc.
• And of course 7 days of unabashed adventure and epic memories...
Contact us for information: firstname.lastname@example.org
Before booking, please review CANCELLATIONS/CHANGES, INSURANCE, AND CONDUCT policy on the booking page.
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.
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.
"The Windward and Leeward islands form the eastern border of the Caribbean Sea. Stretching from Grenada to Martinique, the Windwards got their name because British ships sailing from other colonies frequently had to beat the weather to reach them. The northern islands of the archipelago are more to leeward, so the British called them the Leeward Islands. They begin in Dominica, just above Martinique, and arc gently northwest for a bit under 150 miles to include Guadeloupe, Antigua, Nevis, St. Kitts, St. Barts, Anguilla, and many others. They end near St. Martin 150 miles east of Puerto Rico. These waters are an ideal location for staging a St. Martin sailing vacation to a variety of destinations throughout the Leeward chain. Whether the island is British, Dutch, French, or independent, each has unique characteristics ranging from the upscale and trendy to the laid-back and isolated. Some islands are mountainous remnants of ancient volcanoes carpeted with lush rain forests. Others are low-lying, flat, and rimmed with incredible white-sand beaches and coral reefs teeming with sea life made to order for an unforgettable St. Martin yacht charter." -Tui
DREAM YACHT CARIBBEAN
Marina Port la Royale
97150 MARIGOT - SAINT MARTIN
Option 1) Fly to St. Maarten’s Princess Juliana International Airport; take a taxi to the base; distance is approximately 40 Min. and cost is 10$/10€ pp.
Option 2) Fly to St. Martin’s Regional Esperance Airport (in Grand Case, French side); take a taxi to the base; distance is approximate 15 minutes.
Take a ferry from Anguilla to Marigot Port, capitol of the French side of St. Martin. Every 30 min. From St.Barths to Marigot daily 7:30am, 11:30am and 5:00pm
A valid passport is required, expiration date must be no earlier than 3 months after your planned return. A customs declaration form must be completed at the port of entry. Departure Tax: The airport departure tax is $30 pp – payable in USD at Princess Juliana Airport.
Airport: Princess Juliana Airport located on the Dutch side. Grand Case Airport, located on the French side, is used for local traffic
Airport Transfers: Taxis are not metered; the government sets rates. Authorized taxis display stickers of the St. Maarten Taxi Association. Fixed fares apply from Juliana International Airport and the Marigot ferry to the various hotels and around the island. Charges are based on carrying two passengers per trip and on the destination. A fee is added for each additional passenger. Approx cost from Juliana Airport to Moorings base US$30.
Locally accepted Forms of Payment: US Dollars and US travelers checks are used on both side of St. Martin and surrounding islands. Only Visa and Master Cards are accepted at The Moorings St. Martin Base. Visa, Master and Amex cards are accepted in most of the larger restaurants and Boutiques in St. Martin and surrounding islands. ATM: At 40 min drive from the base, in Marigot (French side) clients will find several banks: Banque des Antilles Françaises, Banque Française Commerciale, La Poste, each with an ATM cash dispenser. At 20 min drive from the base, in Philipsburg (Dutch side) clients will find several banks: Leeward Island Bank, ABN Amro Bank, Nova Scotia, each with an ATM cash dispenser.
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
Collapsible bags in place of large rigid suitcases are advised for ease of storage.
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.
Simpson Bay Lagoon
Leave from Simpson Bay Lagoon which is a beautiful big estuary housing boats from all over in one of the most protected anchorages around. Take a short sail to Marigot – capital of the French side and become familiar with your yacht (2 hours). Spend your first night at anchor in Marigot where you can browse the world famous Creole market and enjoy a lively evening atmosphere.
Road Bay, Anguilla
Depart Marigot and escape to the beautiful island of Anguilla ( 3 hours sail). Going ashore in Road Bay you can wander the sandy streets between beach bars and visit the historic salt pond that formally employed almost everyone on the island. Anguilla is laid back and buetiful so let yourself slip into the pace of island life.
Prickly Pear Cays
It’s about 5 nautical miles from Road Bay out to Prickly Pear Cays, part of Anguilla’s marine park. These tiny islands are a good lunch stop in settled weather for a swim or snorkeling on the reef. We anchor off the south side of East Prickly Pear at the west end of the cay. Seabirds nest in the craggy cliffs, a pristine white-sand beach fringes the cay, and the colors of the ocean are dazzling. Take the dinghy ashore to the north side of the island, enjoy a stroll, and listen to the “whistling rocks” as they seem to sigh with the rhythmic wash of the gentle waves. Another five nautical miles back to the main island will take you to scenic Crocus Bay, just north of Road Bay, where we will anchor for the night.
From Anguilla’s Crocus Bay, we set a course to take you along the north coast of the island on a downwind sail, and head up once we are past Blowing Rocks for the sail east to St. Martin. Our destination is Grand Case. Every Tuesday night between jan 21st and march 30th is a “harmony festival” and the main street is closed and filled with people and good food. Sit down for a nice dinner and watch the people parade by or join the fray and sample amazing street food as you go.
Once we leave Grand Case we will head southward from St. Martin to one of the prettiest locales in the northern Leewards, St. Barts, which is officially known as St. Barthemey. On the way, we will stop for lunch and some snorkeling at the privately owned Ile Fourchue, a small, hilly isle off the coast of St. Barts. In Gustavia we’ll clear customs into our 4th country in five days and go ashore to a little Paris in the Leeward Islands. Gustavia has proper french markets with fresh baked pastries and bread.
After morning coffee in Gustavia we’ll sail to Ile Fourchue marine park where we snorkle and ounge on the beach all day, watch a stunning sunset over the ocean with dinner, and spend the night surrounded by nature at anchor.
Simpson Bay Lagoon
Take an early start from Ile Fourche and sail down to Simpson Bay to catch the bridge into the lagoon the last morning of sailing will be take us through the waters of a marine park that is teeming with life and offers the possibility of seeing whales and dolphins as well as many seabirds and turtle species.
The Lagoon 42 is the sublime successor to the best selling 421. Italian design legends Nauta have created stunning curved wood finishes which deliver supreme elegance and outstanding functionality. Defined by sleek curves and a ground breaking single level cockpit… this boat offers limitless possibilities for an enviable on water lifestyle.
Explore photos from our past journeys