St. Martin Luxury Crewed Catamaran Itinerary | 2026 & 2027

Boatbookings' Insiders Yacht Itinerary to explore the Top Attractions, Hot Spots, and Places to Visit in St. Martin
Day 1: Marigot Bay | Day 2: Grand Case | Day 3: Anse Marcel and Pinel Island | Day 4: Le Galion Beach | Day 5: Phillipsburg and Grat Bay Beach | Day 6: Simpson Beach | Day 7: Marigot Bay
For first-time charterers seeking a relaxed introduction to life at sea, a 7-day cruise around St. Martin offers the perfect balance of adventure and comfort. On board a St. Martin luxury crewed catamaran, you can circle the entire island in a week, floating in the sheltered Caribbean waters while always remaining in sight of the picturesque coastlines and idyllic anchorages.
With the shallow draft of a catamaran, you gain access to shallow harbors that many larger yachts cannot anchor in, all while effortlessly enjoying the refined comforts of a luxury yacht. While on board, a professional and attentive crew will meet your every need, from preparing your favorite water toys to creating mouthwatering menus each evening. Ideal for all ages, St. Martin welcomes you ashore where stunning beaches, local barbecues, and island music await. Take some time to explore the intricacy of the island's dual personalities. With both French and Dutch influences, St. Martin is a melting pot of history and culture.
With over twenty years of experience, Boatbookings continues to explore the top routes, bays, and beaches of the Leeward Islands. Our firsthand experience and client feedback fuel our creativity and push us to create new itineraries for you and your family to come back to again and again. Whenever you are ready to dream up your next vacation, contact our charter experts, and they will take it from there.
Map
Day 1: Marigot Bay

Begin your journey at noon in Marigot Bay, the French capital. Here, an array of charming boutiques invites you to spend your day meandering between the pastel-colored buildings and strolling the waterfront promenade. The harbor offers the perfect introduction to St. Martin and seamlessly transitions you from land to sea as you embark on your catamaran. For admirers of fine art, we recommend a stop at the gallery of Sir Roland Richardson, known for his world-famous impressionist works. As the sky turns pink, head back to your yacht for sundowners and a gourmet meal prepared by your private chef.
Day 2: Grand Case
Day two invites you to the enchanting seaside town of Grand Case, also known as the Gourmet Capital of the Caribbean. Once anchored, grab a paddleboard or SeaBob and explore the waters at your own pace. In the afternoon, we encourage you to visit one of the local beachfront bistros while listening to the gentle sounds from the turquoise waters of the bay. After lunch, shop in one of the many boutiques or tour the galleries. In the evening, anchor offshore and listen to the local jazz or lively reggae while enjoying a cocktail and dinner on the aft deck.
St. Martin Luxury Crewed Catamarans
Day 3: Anse Marcel and Pinel Island

Today will be a beach hopper's paradise as you visit Anse Marcel and Pinel Island. Anse Marcel is a tropical dream, boasting powder soft sands and calm turquoise waters that are perfect for couples and families alike. Spend your morning floating in the shallows or soaking up the sun on shore. In the afternoon, you will head to Pinel Island, or Isle Penel, a small yet charming island on the North end of St. Martin and a must-see on your holiday. Located in the Marine Park of St. Martin, the beach is serene with crystal-clear waters and is a popular spot for swimming.
Day 4: Le Galion Beach
Day four brings you to Le Galion Beach, also known as Coconut Grove, which lies just Southeast of buzzing Orient Bay. This laid-back beach is surrounded by a coral reef serving as protection, ensuring calm and shallow waters for Le Galion. Here you can wade 20 or 30 yards into the water and still not get your swim trunks wet. For the thrill seekers, this is also a popular hangout for surfing, kiteboarding, and windsurfing. Your crew is more than happy to assist in preparing the tender for an afternoon full of water sports. Later that evening, indulge in a private dining experience on your aft deck.
St. Martin Luxury Crewed Catamarans
Day 5: Phillipsburg and Great Beach Bay

Continuing your journey, take a tour of the Dutch capital of St. Martin, Phillipsburg. With Antillean architecture, local boutiques, and duty-free shopping, Philipsburg is a must-visit stop. Front Street is lined with shops, cafes, and bars, with sweeping views across the bay. After a morning wandering the picturesque town, head to Great Beach Bay to relax on the white sand beaches and walk along the boardwalk lined with shops and bars. Great Beach Bay has a lively atmosphere and stunning views of the surrounding waters and hillsides. Enjoy dinner at one of the restaurants before heading back on board for the evening.
Day 6: Simpson Bay

For a closer look at everyday life on St. Martin, Simpson Bay is the place to be. While many private residences are here, there is still plenty to do for visitors. Pelican Beach, which is part of the Pelican Resort, has a small reef perfect for drift snorkeling and spotting unique coral formations. For an interesting family walking tour, walk past the many retail shops and restaurants down to the St. Martin Yacht Club to watch the boats, large and small, make their way through the bridge at 4:30 pm and 5:30 pm.
St. Martin Luxury Crewed Catamarans
Day 7: Marigot Bay
Spend the morning on deck indulging in one last breakfast while your crew prepares for disembarkation. Before you leave, you can optionally take a leisurely paddle on a kayak or go E-foiling one last time. At noon, your crew will assist you in gathering your belongings and disembarking for onward travel. After a week exploring St. Martin, you will leave feeling refreshed and perhaps even ready to begin planning your next trip to the Leeward Islands.
Other Caribbean Destinations: The Windward Islands | Antigua | Grenada | Guadeloupe | Martinique | Spanish Virgin Islands | St. Martin | Anguilla | St. Lucia | St. Vincent and the Grenadines | US Virgin Islands | British Virgin Islands





