Sail Plan 2025/2026

Set sail from the stunning shores of Martinique, sailing capital of the caribbean. Explore Martinique and it's breathtaking surrounding countries! Join us for an unforgettable adventure, sailing to enchanting destinations like St. Vincent and the Grenadines, Dominica and St. Lucia.

Snorkel with friendly nurse sharks in the crystal-clear waters of the Grenadines, experience the best tradewind sailing, hike lush rainforests in Dominica, and unwind on pristine beaches of Union island. Experience the vibrant local culture and flavors at charming seaside spots in Martinique. Whether you're a seasoned sailor or a first-timer, our friendly crew will ensure a safe and memorable journey. Ready to embark on your Caribbean adventure? Join us in Martinique and let the wind guide you!

Embark on a dream holiday sailing through the many stunning islands between Martinique and Tobago, like St. Vincent and the famous Grenadines! Wake up to crystal-clear waters and breathtaking views. Snorkel with sea turtles in the Tobago Cays and enjoy beautiful tradewind sailing. Explore Bequia’s charming villages or dive into local culture at Kingstown Market. On this trip you'll cover quite some miles while actually seeing so much of the eastern Caribbean! Ready for the adventure of a lifetime? Come sail with us!

The least touristy island of all eastern caribbean ánd arguably the most beautiful. Come and celibrate the end of the season with us at this culturally, ecoogically and sailing wise interesting island.

The least touristy island of all eastern caribbean ánd arguably the most beautiful. Come and celibrate the end of the season with us at this culturally, ecoogically and sailing wise interesting island.

Experience the Caribbean from the water on a sailing trip that takes you from Trinidad through the Windward Islands, with stops in Grenada, the Grenadines, and St. Vincent. This journey offers a unique mix of sailing, nature, culture, and relaxation — ideal for those looking to explore the Caribbean beyond the typical tourist trail.

Route Highlights

Trinidad
Our journey begins in Trinidad, known for its rich culture, diverse wildlife, and vibrant energy. Depending on timing, you may have the chance to visit the bustling capital of Port of Spain or explore the nearby bird sanctuaries and waterfalls before departure.

Grenada
Also known as the "Spice Island," Grenada is famous for its fragrant nutmeg plantations, lush rainforests, and scenic beaches. We may anchor in St. George’s, the picturesque capital, or nearby bays such as Prickly Bay or Grand Anse, where you can relax on the beach or take a short inland tour.

Carriacou
A smaller, more traditional island north of Grenada, Carriacou offers a quieter, slower pace of life. It’s a great stop for exploring local boat-building traditions, hiking, or snorkeling off secluded beaches.

Union Island
Often considered the gateway to the Grenadines, Union Island has a distinct charm and serves as a hub for sailing travelers. From here, we’ll enter the heart of the Grenadines.

Tobago Cays
A highlight of the trip, the Tobago Cays are a group of uninhabited islands protected by a horseshoe reef. This area is ideal for snorkeling, swimming with sea turtles, and enjoying some of the clearest waters in the region. It’s a marine park and one of the Caribbean’s top natural gems.

Bequia
Part of St. Vincent and the Grenadines, Bequia has a strong maritime heritage and a welcoming vibe. Port Elizabeth, the main town, features colorful bars, markets, and craft shops. Bequia is also known for excellent snorkeling spots and scenic anchorages.

St. Vincent
The final stop of the journey. St. Vincent is a larger, mountainous island with dramatic coastlines, waterfalls, and volcanic landscapes. We may anchor near Young Island Cut, with the option to explore Kingstown or take a guided inland excursion into the jungle to spot parrots.

This trip is suited for both experienced sailors and those new to sailing. You’ll have time to relax on board, swim, snorkel, and explore ashore at a comfortable pace.

This relaxed island-hopping trip offers a chance to disconnect and enjoy the Caribbean at its most peaceful. The Grenadines are known for their sheltered anchorages, clear waters, and laid-back atmosphere. Each island along the route offers something different — from quiet beaches and snorkeling spots to small villages and scenic bays.

On board, you'll experience a comfortable rhythm of sailing, swimming, and exploring ashore. Holiday evenings are spent under the stars — with the option to celebrate Christmas and New Year in a tranquil anchorage or on shore, depending on the mood of the group.

Ideal for those looking for an alternative to the usual holiday routine, this trip offers space, simplicity, and time to truly unwind.

Join us on this one-way sailing trip from St. Vincent to Trinidad, exploring some of the Caribbean’s most beautiful islands along the way.

We’ll start in St. Vincent, taking time to enjoy its lush scenery and hop southward through the amazing Grenadines with the most beautiful tradewind sailing, white beaches and amazing snorkeling. We then stop in Grenada, the island of the friendly people.

The trip ends in the island of Trinidad with a real Caribbean meltingpot culture, lush nature and at this time of year: Carnival! Considered even more spectacular and vibrant than it's Brazilian sister, this is the place to be!

Embark on a dream holiday sailing through the many stunning islands of St. Vincent and the Grenadines! Wake up to crystal-clear waters and breathtaking views. Snorkel with sea turtles in the Tobago Cays, hike through the jungle in St. Vincent, enjoy beautiful tradewind sailing or unwind on white sandy beaches. Explore Bequia’s charming villages or dive into local culture at Kingstown Market. A sailing holiday offers the perfect way to discover these Caribbean gems at your own pace. Ready for the adventure of a lifetime? Come sail with us!

Come and race the Heineken Regatta with us at Sint Maarten.

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Be part of the action at the famous Heineken Regatta 2026! Whether you’re an experienced sailor or new to racing, this is your chance to compete in one of the Caribbean’s most exciting sailing events.

What’s Included:

• 3 days of practice sailing to get race-ready and become a team

• 4 days of racing at the Heineken Regatta

• Lunch and drinks during sailing

Please note: This trip is does not include accommodation, breakfast or dinner.
 

We have space for up to 10 participants — so don't wait too long with your booking. It’s the perfect opportunity to improve your sailing skills, compete with others, and enjoy the vibrant atmosphere of this joyful regatta.

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Reserve your place now for this unforgettable sailing adventure at the Heineken Regatta! 

A real mile maker. Join us for this trip all the way from the South to the North of the Eastern Caribbean islands. We'll make some stops on our way up, but the focus will be on sailing. Some of the sailing will be over night.

Unspoiled Nature, Authentic Culture, Easygoing Vibes

Join us on a laid-back sailing trip to the twin-island nation of St. Kitts and Nevis — a Caribbean destination that remains refreshingly untouched by mass tourism. This tour is all about slow travel, giving you time to truly experience the charm, nature, and culture of these remarkable islands.

St. Kitts and Nevis offer a rare mix of lush green hills, quiet beaches, and historic towns where local life still sets the pace. From sailing past dramatic coastlines to anchoring in peaceful bays, this journey is as much about the islands as it is about the time spent exploring them.

On shore, there’s plenty of time to:

• Wander through colonial towns and local markets

• Hike volcanic trails or stroll through old sugar plantations

• Swim, snorkel, or simply relax on quiet, palm-lined beaches

• Soak in the laid-back rhythm of authentic Caribbean life

This is not a race — it’s a chill sailing tour with a flexible itinerary, perfect for travelers who value space, nature, and cultural depth over crowds.

Set your sights on an adventure above and below the water with a sailing trip from Saint Martin to it's beautiful surrounding islands! Dive with large sea life in Saint Martin's incredible clear seas. Picture yourself gliding across turquoise waters, with the wind in your hair and the sun warming your skin while we sail to the next island. Explore the rugged beauty of Saba, known for its dramatic landscapes, lush hiking trails and pristine coral reefs. Maybe we even get a chance to visit Statia (Sint Eustatius) to admire it's underwater world and old architecture. St. Kitts and Nevis are the hidden gems up next and will show you true Caribbean culture and beautiful nature away from mass tourism.

Embrace the spirit of the Caribbean and let the waves lead you to unforgettable adventures. Are you ready dive in and set sail from Saint Martin? The islands are calling!

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Please note: all dives need to be done with local dive centers and are not included in the price. We do have local contacts that allow for better deals on dive prices.

Be part of the action at one of the world’s most celebrated regattas — Antigua Sailing Week. With a full week of high-energy competition and perfect trade-wind conditions, this is a must-do event for sailors who want to race hard and be part of something unforgettable.

We’re offering a complete racing experience, with:

• 3 days of onboard training and practice

• 6 days of competitive racing as part of a focused, motivated team

• Snacks and drinks provided during sailing days

You’ll be sailing on a fully equipped, safety compliant, S&S Swan 65 with a crew of up to 12 people, working together through a full race schedule around Antigua’s spectacular coastline.

This is a hands-on sailing experience, and previous sailing experience is required. It’s ideal for sailors who want to take part in a serious, but big fun campaign — whether you're eager to gather racing miles, or are addicted to competitive sailing already.

Accommodation and meals outside of sailing are not included, giving you the flexibility to choose your own stay on shore.

If you’re ready to push yourself, grow your skills, and race in one of the Caribbean’s most iconic regattas, we’d love to have you on board.

Spaces are limited. Contact us now for details, requirements, and to reserve your spot for Antigua Sailing Week 2026

Step aboard Ilios, a beautifully maintained classic sailing yacht with a proven track record, for a chance to take part in the legendary Antigua Classic Yacht Regatta. As a proud 2nd place finisher in her class last year, Ilios is returning to the racecourse with skill, spirit, and a welcoming crew — and you could be part of it.

This regatta is one of the most iconic sailing events in the world, where tradition, craftsmanship, and pure sailing passion come together in a stunning setting. From the moment you arrive in Antigua, you'll feel the excitement and energy that surrounds this unique gathering of classic boats and sailors from around the globe.

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Why sail with us?

• Ilios is a competitive, well-handled yacht with a strong team spirit and a friendly, supportive atmosphere on board.

• Whether you're an experienced sailor or simply drawn to the beauty and tradition of classic yachts, there’s a meaningful role for everyone on deck.

• You’ll take part in pre-regatta sailing and training, learning the boat and building camaraderie with your fellow crew members before the racing begins.

• During the regatta, you'll compete in a series of races around the spectacular coastline of Antigua, surrounded by some of the most elegant yachts ever built.

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Off the water, the regatta is also known for its vibrant social scene — with shore-side events, live music, and a welcoming community that celebrates sailing heritage in true Caribbean style.

Whether you're looking to hone your sailing skills, experience the magic of classic racing, or just be part of a special maritime tradition, this is an unforgettable opportunity.

Join us for a unique sailing journey through the wild beauty of the Azores — a volcanic archipelago in the heart of the Atlantic, known for its lush landscapes, dramatic coastlines, and quiet charm.

We’ll set sail from the iconic harbor of Horta on the island of Faial, a legendary stopover for ocean sailors. From there, we’ll island-hop eastward, exploring a handpicked selection of islands — such as Pico, São Jorge, Terceira, and others — before concluding our trip in São Miguel, the largest and most diverse island in the Azores.

This is a relaxed and immersive voyage, with plenty of time for:

• Hiking to volcanic craters and natural hot springs

• Tasting local food and wine, from fresh seafood to island-grown cheese

• Whale and dolphin watching in one of the best spots on earth

• Exploring traditional villages, anchorages, and hidden coves only reachable by sea

Our sailing pace is flexible, shaped by wind and weather, and designed for comfort and connection — with both the sea and the islands we visit.

This trip is perfect for nature lovers, photographers, and sailors seeking something off the beaten path. No previous sailing experience is needed — just curiosity and a sense of adventure.

Cross the Ocean on a Swan 65

Join us for a true bluewater journey: the Atlantic crossing from St. Martin to Horta in the Azores, aboard our capable and elegant Swan 65. This is a rare chance to experience an open-ocean passage on a yacht built for serious offshore sailing.

The route covers approximately 2,300 nautical miles, and we’ve planned a flexible time frame to ensure we can choose a safe and favorable weather window. This gives us the freedom to sail smart and safe — and enjoy some time exploring along the way.

Before departure, we’ll spend time cruising around St. Martin and nearby islands, getting familiar with the boat and settling into life on board. Once the weather aligns, we’ll set off across the Atlantic for a proper offshore adventure.

After landfall in Horta, we'll probably have time to explore the Azores, a stunning archipelago known for its volcanic landscapes, green hills, and welcoming harbours. It’s the perfect reward after weeks at sea.

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What’s included:

• A hands-on role aboard a professionally skippered Swan 65

• Real ocean miles and watch-keeping experience

• A focus on seamanship, navigation, and life offshore

• The satisfaction of a true passage and the calm beauty of open water

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This trip is ideal for those looking to build ocean experience, log miles, or take on the Atlantic in a meaningful, safe, and supported way. Prior sailing experience is recommended, and a collaborative team mindset is essential.

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Space is limited to ensure comfort and a strong team dynamic. Feel free to contact us for more information.