Cole Bay Boat Tours

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

Cole Bay Boat Tours

12 boats available

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Top Boat Tours in Cole Bay

Cole Bay: 12 boats available

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Listing image
Center console silhouette
33 ft
Up to 10 people
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
Listing image
Catamaran silhouette
48 ft
Up to 17 people
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
Listing image
Center console silhouette
33 ft
Up to 6 people
Cole Bay
Experience the turquoise waters of the Caribbean with Timeless Boat Charters.
trips from
US $900
Listing image
Center console silhouette
31 ft
Up to 8 people
5.0
/5
(1 review)
Cole Bay
Set out from Cole Bay aboard DeepSea Exotic Charters, a beautifully restored 2010 Vendette Guepard G31 Center Console, upgraded in 2025 and designed for speed, comfort, and unforgettable Caribbean adventures.

"From the beginning of the booking until we returned from our cruise, Captain Dilan was amazing!" —⁠ Kirsten,
trips from
US $500
Listing image
Center console silhouette
35 ft
Up to 10 people
5+ external reviews
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 $677
Listing image
Catamaran silhouette
44 ft
Up to 16 people
5.0
/5
(2 reviews)
5+ external 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
Listing image
Inflatable outboard silhouette
8 ft
Up to 4 people
Just added to our fleet
5+ external reviews
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 $120
Listing image
Cruiser silhouette
26 ft
Up to 5 people
5+ external reviews
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
Listing image
Motor yacht silhouette
25 ft
Up to 10 people
Just added to our fleet
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
Listing image
Catamaran silhouette
40 ft
Up to 12 people
5.0
/5
(1 review)
5+ external reviews
Philipsburg (16 min drive from Cole Bay)
Be Happy – Nautitech 40 is a 2014 sailing catamaran based in Philipsburg, accommodating up to 12 guests. Onboard amenities include an audio system, inside and outside speakers, an ice box, and a refrigerator for your comfort.

"excellent charter. great skipper and forst mate attended the fove of us well." —⁠ John,
+2
trips from
US $900

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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Nearby Boating Destinations

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