St. Martin, with its blend of French and Dutch cultures, vibrant local traditions, and spectacular Caribbean scenery, is a dream destination for sailors. This seven-day sailing itinerary offers an immersion into the region’s crystal-clear waters, lively coastal towns, secluded beaches, and delicious cuisine. It’s perfect for those looking to combine relaxation with adventure and a taste of island culture. For sailors seeking an extra adventure, we will also offer an alternative option to extend the journey to St. Kitts and Nevis.
Day 1: Embark from Anse Marcel to Anguilla
Morning: Arrive at the picturesque marina in Anse Marcel, a serene harbor situated in the northern part of St. Martin. Here, you'll board your sailing vessel and set sail for the nearby British Overseas Territory of Anguilla, located about 18 nautical miles away. Anse Marcel offers calm, sheltered waters, making it the perfect place to begin your sailing adventure.
Sailing Route: Enjoy your first day of sailing along the eastern coast of St. Martin, taking in the views of the island’s rolling hills and sparkling waters as you head toward Anguilla.
Afternoon Arrival in Anguilla: After clearing customs, anchor off the white-sand beaches of Rendezvous Bay or Shoal Bay. Anguilla’s pristine beaches are among the best in the Caribbean, offering a peaceful, low-key atmosphere.
Activity: After anchoring, dive into the azure waters for a refreshing swim or snorkel along the vibrant coral reefs just offshore.
Evening: Onshore, enjoy a taste of Anguillan cuisine at a beachfront restaurant, such as Blanchards or Veya. Try the island's specialties, such as fresh seafood, Johnny cakes, and stewed goat.
Day 2: Anguilla to Prickly Pear & Sandy Island, then Sail to Marigot
Morning: After a relaxed breakfast onboard, sail toward Prickly Pear Cays, a small, uninhabited set of islands about six miles from Anguilla. The shallow waters around Prickly Pear are perfect for snorkeling. You’ll encounter an abundance of marine life, from colorful reef fish to sea turtles.
Lunch: Enjoy a picnic on the beach at Prickly Pear, where the only sounds are the gentle lap of waves and the rustle of palm fronds.
Afternoon: Continue your sail to Sandy Island, another isolated spot near Anguilla. This tiny islet is a postcard-perfect tropical escape, offering some of the most pristine beaches in the region. The crystal-clear waters and healthy coral reefs make it a prime snorkeling spot.
Sail to Marigot: By late afternoon, sail back to Marigot, St. Martin’s French capital, known for its colonial architecture and vibrant markets. Anchor in Marigot Bay and take in the stunning views of Fort Louis perched above the town.
Evening: Head ashore to explore the French influences in Marigot. Savor a Creole-inspired dinner at Le Bistro Nu or dine at La Main à la Pâte by the waterfront, enjoying local dishes like conch, escargot, and grilled lobster.
Day 3: Sail to Grand Case & Evening Carnival
Morning: Begin your sail along the western coastline of St. Martin to the charming town of Grand Case, famous for its fine dining and beautiful beaches. The town is just 7 nautical miles away, making for a pleasant morning sail.
Beach Time: Once anchored, take time to explore Grand Case Beach, known for its powder-soft sand and calm, crystal-clear waters. Spend the morning snorkeling, paddleboarding, or simply relaxing on the beach.
Lunch: Indulge in lunch at one of the beachfront “lolos”—open-air barbecue shacks that serve grilled ribs, fresh fish, and traditional island fare. Popular options include Sky’s the Limit and Talk of the Town.
Afternoon: After lunch, stroll along the town's picturesque main street, lined with art galleries, boutiques, and cafes. The charm of this old Creole village is palpable, with brightly colored houses and a relaxed vibe.
Evening - Carnival: If you're lucky enough to visit during Carnival season (January-Late March/April), Grand Case comes alive in the evening with vibrant street parades, music, and dancing. Carnival in St. Martin is a joyous celebration of the island's African, French, and Caribbean heritage, filled with colorful costumes, live calypso, and soca performances. Dance the night away with locals and visitors alike!
Day 4: Sail to St. Barths – Anse Colombier
Morning: Set sail early for the chic island of St. Barths, about 20 nautical miles southeast of St. Martin. Known for its glamorous lifestyle, exclusive beaches, and upscale shops, St. Barths offers a distinct contrast to the laid-back vibe of St. Martin.
Afternoon Arrival in Anse Colombier: Anchor at the tranquil bay of Anse Colombier, accessible only by boat or a challenging hike. This secluded beach is a hidden gem, offering excellent snorkeling opportunities in the calm, clear waters. With its sheltered bay, it's a perfect spot for swimming, snorkeling, or even kayaking.
Picnic on the Beach: Pack a lunch and enjoy a relaxing picnic on the shore, surrounded by nature and the soothing sounds of the ocean.
Evening: Watch the sunset over the horizon from the deck of your boat, enjoying a peaceful and scenic evening at anchor in Colombier Bay.
Day 5: Lay Day in Gustavia – Car Rental, Beaches, Dining, Shopping, and Rum Distillery
Morning: Sail a short distance to Gustavia, the bustling capital of St. Barths. Gustavia is famous for its harbor filled with luxury yachts and its blend of Swedish and French colonial architecture.
Car Rental & Exploration: Rent a car or scooter to explore the island’s highlights at your leisure. Visit Shell Beach, known for its shore filled with millions of tiny shells, or explore the unspoiled beauty of Saline Beach, a perfect spot for sunbathing and swimming.
Lunch: Savor French cuisine at Le Select, a charming island institution known for its casual atmosphere and legendary cheeseburgers.
Afternoon – Rum Distillery: After lunch, explore the local rum scene with a visit to the Rhum Distillerie de Gustavia. Sample the island's handcrafted rums and learn about the traditional distilling process.
Shopping: St. Barths is known for its designer boutiques and duty-free shops, so take some time to explore the elegant stores lining the streets of Gustavia. Whether you're looking for high-end fashion, jewelry, or island-inspired art, the town is a shopper’s paradise.
Evening: Dine at Orega or Bonito, two of Gustavia's finest restaurants, where you can enjoy gourmet French-Caribbean fusion dishes.
Day 6: Sail to Ile Fourche and Ile Tintamare
Morning: Depart from Gustavia and sail to the rugged and remote island of Ile Fourche, located just a few miles north of St. Barths. Ile Fourche is uninhabited, making it a peaceful and pristine spot for snorkeling and exploring the island’s rocky shores.
Snorkeling & Swimming: The waters around Ile Fourche are teeming with marine life, making it a great spot for snorkeling. Swim among schools of fish, sea turtles, and rays as you explore the vibrant underwater world.
Lunch Onboard: After a morning of snorkeling, enjoy a leisurely lunch aboard your yacht.
Sail to Ile Tintamare: In the afternoon, sail back to Ile Tintamare, a small, uninhabited island off the northeastern coast of St. Martin. Tintamare is part of the St. Martin Nature Reserve, and its untouched beauty is a nature lover's paradise.
Evening: Drop anchor and spend the evening enjoying the quiet and natural surroundings of Tintamare. Swim, relax, or take a walk along the beach as the day draws to a close.
Day 7: Return to Anse Marcel
Morning: Begin your final sail back to Anse Marcel, which is just a short journey from Tintamare. Enjoy the beautiful views of St. Martin’s coastline as you make your way back to where your adventure began.
Afternoon in Anse Marcel: Upon returning to Anse Marcel, take some time to relax and enjoy the marina’s amenities. You may choose to have a final swim at Anse Marcel Beach, a sheltered and family-friendly spot with calm waters.
Farewell Dinner: End your trip with a farewell dinner at the Anse Marcel Beach Club or Le Calypso. Celebrate your week of sailing with a toast to the incredible memories made on this Caribbean adventure.
Alternative Day 4-5: Sailing to St. Kitts & Nevis
If you’re craving more adventure, you can extend your journey with a sail to the lush and less-traveled islands of St. Kitts and Nevis. Located about 45 nautical miles south of St. Barths, the sail offers the chance to experience the distinct culture and natural beauty of these twin islands.
Day 4: After an early morning departure from St. Barths, sail to Basseterre, the capital of St. Kitts, by mid-afternoon. Here, you can explore the historic Brimstone Hill Fortress, a UNESCO World Heritage Site, or head inland to discover the lush rainforests and sugar cane fields. Enjoy an evening of authentic Caribbean cuisine at The Fisherman’s Wharf.
Day 5: Sail to Nevis, St. Kitts' sister island. Nevis is known for its volcanic peak, lush landscapes, and tranquil beaches. Take a guided hike up Nevis Peak or enjoy a relaxing day at Pinney’s Beach before sailing back to St. Barths.
Embark on one of the best sailing destinations with this 7-day sailing vacation itinerary, designed to blend adventure, relaxation, and cultural immersion seamlessly. Explore the lively streets of Marigot, unwind in the serene bays of St. Barths, discover the rich marine life around Tintamare, and soak in the vibrant culture of Anguilla. Whether you decide to stay around St. Martin and its neighboring islands or venture south to St. Kitts and Nevis, this boat charter journey promises a week filled with breathtaking scenery and memorable experiences that capture the heart of Caribbean island life.
FAQ and Essential Tips for Sailing the St. Martin
What are the must-visit spots on a St. Martin sailing itinerary? Key stops include Marigot for its vibrant market and dining, the tranquil beaches of Orient Bay, the marine sanctuary of Tintamare, and the chic scenes of St. Barths. Each location offers unique experiences, from snorkeling to exploring local culture.
How many days should I plan for a sailing itinerary around St. Martin? A 7-day itinerary is ideal for fully experiencing St. Martin and nearby islands, giving you ample time to explore various bays, beaches, and cultural highlights without feeling rushed.
What’s the best time of year for sailing around St. Martin? The best sailing season around St. Martin is from December to April, with calm seas and favorable winds. This period also coincides with the dry season, providing warm temperatures and clear skies.
Do I need a license to sail around St. Martin? Generally, no special license is needed for recreational sailing around St. Martin, but checking with local regulations is recommended, especially if venturing to nearby islands with different jurisdictions.
What should I pack for a St. Martin yacht trip? Essentials include sunscreen, swimwear, light clothing, hats, and non-slip shoes. Bring snorkeling gear, a waterproof bag, and motion sickness medication if needed to ensure a comfortable trip.
What type of boat is best for a St. Martin itinerary? A catamaran is ideal for St. Martin, offering stability, spaciousness, and shallow drafts that make it easy to navigate bays and anchor close to shore.
Ready to book your next charter in St. Martin and get more tips and information?
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