Pura Vida SXM is a stunning 48-foot catamaran built in 2005, based in the beautiful waters of Simpson Bay.
"This was a great adventure. Seeing several other options that are large groups on the boat, it was amazing to have a private excursion on Pura Vida." — Todd,
Experience the turquoise waters of the Caribbean with Timeless Boat Charters.
Offshore Boats Charter SXM offers premium private charters from Cole Bay aboard a powerful 33’ Contender, designed for speed, comfort, and performance in the crystal-clear waters of St. Maarten, St. Barths, and Anguilla.
"Tony was great to work with. His communication was great and he was very accommodating to our needs and requests." — Carrie,
Experience the ultimate day on the water with All About Boat Charters, a beautifully restored 1992 Rabco 35 Center Console (restored in 2025) based in vibrant Simpson Bay.
Suneeta Sxm – Private Boat Charter is your gateway to exploring the stunning waters of St. Martin aboard a 2018 Jefferson Yachts Marlago Center Console.
Seas The Day – Inflatable Dinghy is a brand-new 2026 AB Marine inflatable outboard, based in Simpson Bay and perfect for exploring the surrounding waters in a fun, flexible, and intimate way.
Experience the ultimate island adventure with Captain Flint Boat Charters, aboard a beautifully restored 2000 Mako 253 Cruiser (refreshed in 2025) in Cole Bay.
Experience the best of St. Maarten on board this 2006 Hydra Sport Vector 2500, departing from Cole Bay and operated by Bliss Boat Charter.
Private Sint Maarten Ocean Adventure is a beautifully restored 1997 Pursuit 3100 Sportfishing, upgraded in 2025 and based in Philipsburg.
Discover Simpson Bay, Sint Maarten—one of the Caribbean's most accessible gateways to crystal-clear waters, lively shores, and effortless days on the sea. Fringed by long sandy beaches and protected by a wide, sheltered bay, it's an ideal launch point for relaxed cruising, family-friendly outings, and adventurous days under sail.
Simpson Bay boating charters put you within easy reach of calm anchorages, colorful snorkel spots, and photogenic coves. Expect steady trade winds, gentle swells inside the bay, and short hops to nearby islets—perfect conditions for first-time skippers and seasoned crews alike. Between swims, stroll ashore for beachside eateries and music-filled bars, then slip back to your vessel for golden-hour views and starry-night returns.
Choose from crewed yachts for effortless hosting, sleek sailboats for breezy afternoon tacks, or nimble powerboats to cover more coastline in a day. Many itineraries pair reef snorkeling with leisurely beach stops, dolphin and turtle sightings, and serene sunset cruises along the coast. With modern marinas, easy provisioning, and a vibrant waterfront scene—including iconic plane-spotting near Maho Beach—your charter days are as seamless as they are memorable.
Whether you're planning a quick half-day escape or a multi-day island-hopping adventure, Simpson Bay boating charters deliver warm waters, reliable conditions, and a blend of relaxation and buzz you'll want to revisit year after year.
