Cole Bay Boat Tours

The best out of 12 boat tours in Cole Bay - enter dates to check availability

Cole Bay Boat Tours

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Top Boat Tours in Cole Bay

Cole Bay: 12 boats available

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33 ft
Up to 10 people
Offshore Boats Charter SXM
5.0
/5
(1 review)
Cole Bay
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.
+1
trips from
US $650
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33 ft
Up to 6 people
Timeless Boat Charters Company
Cole Bay
Experience the turquoise waters of the Caribbean with Timeless Boat Charters.
trips from
US $950
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48 ft
Up to 17 people
Seas The Day - Pura Vida SXM 48ft
5.0
/5
(2 reviews)
Simpson Bay (6 min drive from Cole Bay)
Pura Vida SXM is a stunning 48-foot catamaran built in 2005, based in the beautiful waters of Simpson Bay.

"Wonderful, personable and professional Captain & crew. Spent time with us in the water to find the best snorkeling spot and very knowledgeable about the Island." —⁠ Sue,
trips from
US $950
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35 ft
Up to 10 people
Suneeta Sxm – Private Boat Charter
Cole 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.
+1
trips from
US $673
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8 ft
Up to 4 people
Seas The Day – Inflatable Dingy
Simpson Bay (4 min drive from Cole Bay)
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.
trips from
US $400
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31 ft
Up to 8 people
Captain Blacks Tours
5.0
/5
(1 review)
Cole Bay
Explore the Caribbean with Captain Blacks Tours Depart from Cole Bay with Captain Blacks Tours and experience the beauty of the Caribbean through unforgettable island adventures. Led by the experienced Capt.
trips from
US $500
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44 ft
Up to 16 people
Private Yacht Charter – Mojito Leopard 44
5.0
/5
(2 reviews)
Philipsburg (16 min drive from Cole Bay)
Mojito – Leopard 44 Sail Catamaran is a 2017 Robertson & Caine Leopard Catamaran based out of Philipsburg. It can take up to sixteen guests.

"Our sailing experience with Charlie and Janel on the Mojito catamaran was absolutely amazing!" —⁠ Bodo,
+3
trips from
US $1,000
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25 ft
Up to 10 people
Seas The Day – Bliss Boat Charter SXM
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.
+2
trips from
US $800
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26 ft
Up to 5 people
Captain Flint Boat Charters
Cole Bay
Experience the ultimate island adventure with Captain Flint Boat Charters, aboard a beautifully restored 2000 Mako 253 Cruiser (refreshed in 2025) in Cole Bay.
trips from
US $800
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45 ft
Up to 16 people
Private Yacht Charter – Don't Worry 45ft
Philipsburg (16 min drive from Cole Bay)
Don't Worry – Leopard 45 Sail Catamaran is a 2023 Robertson & Caine Leopard Catamaran based in Philipsburg, accommodating up to 16 guests. Powered by twin 45 HP Yanmar engines, it cruises smoothly at 10 knots.
+5
trips from
US $1,200

Frequently Asked Questions about Boat Tours in Cole Bay

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Boating in Cole Bay

Cole Bay, Sint Maarten sits along the sheltered shores of Simpson Bay Lagoon, making it a natural launch point for easygoing exploration and adventure on the water. With calm, protected conditions and quick access to the open Caribbean Sea, Cole Bay boating charters are ideal for first-time cruisers and seasoned skippers alike.

From Cole Bay, it’s a short ride to favorite snorkeling and swim stops around the lagoon and just beyond its bridges, where clear water, gentle reefs, and sandy coves invite relaxed days at anchor. Many itineraries include scenic coastal runs past Pelican Key and Simpson Bay, sunset cruising along the island’s leeward coast, and laid‑back beach time at nearby islets with shallow, family‑friendly waters.

The area is known for convenient marina facilities, straightforward embarkation, and a central location that puts both the Dutch and French sides of the island within easy reach. Charter crews appreciate reliable trade winds, line‑of‑sight navigation, and numerous protected anchorages that make itinerary planning flexible in most seasons.

Whether you prefer a private yacht, powerboat, or sailing catamaran, Cole Bay boating charters offer the perfect base for island‑hopping, reef snorkeling, paddle sports, and coastal sightseeing. Expect vivid turquoise water, panoramic hillside views, and memorable sunsets—plus the freedom to tailor each day’s route to your pace, from active water sports to quiet lagoon anchorages.

What people said about boating in Cole Bay

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How people rated boat trips in Cole Bay

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