Top St Maarten Cruises, Sailing & Water Tours

Cruises, Sailing & Water Tours

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Self-Drive Boat Tour and Snorkel from Simpson Bay

5 star rating: Highly Recommended 16 Reviews

Explore the western coast of St Martin island — from Simpson Bay in Dutch St Maarten to Creole Rock on the French side, St-Martin — on this self-drive boat ... 

Location: Simpson Bay, St Maarten
Duration: 2 hours 30 minutes

From USD $69.99

Prickly Pear Day Sail and Snorkel from St Maarten

5 star rating: Highly Recommended 9 Reviews

Enjoy a sailing, snorkeling and sightseeing adventure to the Caribbean islands of Prickly Pear and Anguilla on this 8-hour tour from St Maarten. Starting at ... 

Location: Philipsburg, St Maarten
Duration: 8 hours

From USD $129.00

St Maarten Snorkeling and Discovery Tour

5 star rating: Highly Recommended 14 Reviews

Discover the island of St Maarten and St Martin by power boat. You'll enjoy a day of snorkeling while your experienced, local guides relate the historical and ... 

Location: Simpson Bay, Netherlands Antilles
Duration: 6 hours

From USD $119.00

Tropical Catamaran Beach sailing and snorkel tour

The Tropical Sailing Catamaran Beach and snorkel tour offers an easy cruise on the leeward side of St Maarten with sightseeing, snorkeling and beach time, open ... 

Location: Philipsburg, Sint Maarten
Duration: 6 hours

From USD $119.00

Anguilla Getaway Cruise

5 star rating: Highly Recommended 2 Reviews

Come experience a great atmosphere with a personal touch on this full day excursion to explore to beautiful island of Anguilla. Snorkel with tropical fish and ... 

Location: Philipsburg, St Maarten
Duration: 7 hours

From USD $139.00

Anguilla Day Trip from St Maarten Including Lunch

5 star rating: Highly Recommended 73 Reviews

Discover the paradise beaches of Anguilla on this full-day trip from St Maarten. Sail aboard a catamaran and stop at Prickly Pear Island, one of Anguilla’s ... 

Location: Simpson Bay, St Maarten
Duration: 8 hours

From USD $120.00

St Maarten Private Boat Charter

Relax on a private boat just for you and your family or friends. Enjoy a day on a fast powerboat for a day trip Around St Martin/Maarten. Plan your day ... 

Location: Philipsburg, St Maarten
Duration: 7 hours

From USD $1,200.00

Sunday Jazz and Snorkeling in Anguilla

Enjoy a 7-hour Sunday cruise by power catamaran to the beach island of Anguilla, with an experienced captain and mate. Cruise around the lagoon and see as the ... 

Location: Philipsburg, Sint Maarten
Duration: 7 hours

From USD $119.00

Day Sail Adventure to French St Martin

5 star rating: Highly Recommended 1 Review

Sail around the Island of St Martin on this day sail. Visit Creole Rock, Anse Marcel, and Tintamarre. Included on your trip is pickup and drop-off at your ... 

Location: Simpson Bay, St Maarten
Duration: 8 hours 30 minutes

From USD $119.00

St. Martin Sunset Sail

4.5 star rating: Recommended 14 Reviews

Nothing compares to the exquisite colors of a Caribbean sunset. Enjoy the romantic mood that is automatically set as the sun disappears into the waters off ... 

Location: Simpson Bay, St Maarten
Duration: 90 minutes

From USD $40.00

Champagne Sunset Cruise in St Maarten

4.5 star rating: Recommended 5 Reviews

Experience the romance of a Caribbean sunset on a Champagne cruise in St Maarten. While you sail along the coast on a luxury catamaran, enjoy Champagne and ... 

Location: Philipsburg, St Maarten
Duration: 2 hours

From USD $49.00

Sightseeing Cruise to Anguilla from St Maarten

Visit the pristine island of Anguilla, where famous celebrities vacation, on this sightseeing cruise from St. Marteen. With an exclusive group and tour guide ... 

Location: Philipsburg, St Maarten
Duration: Flexible

From USD $200.00

St Maarten Sailing and Snorkeling to St Barts

4.5 star rating: Recommended 8 Reviews

Cruise to St. Barts on a sailing, snorkeling, and sightseeing tour that departs from Dock Maarten. Stops include Île Fourchue, Gustavia, and Colombier on ... 

Location: Sint Maarten, Netherlands
Duration: 9 hours

From USD $139.00

Tango Caribbean Dinner Cruise

5 star rating: Highly Recommended 45 Reviews

Experience the true Caribbean way on this evening dinner cruise! Guests are treated to an open bar and snacks as the catamaran sails along the coast of St. ... 

Location: Simpson Bay, St Maarten
Duration: 3 hours

From USD $80.00

Private Speed Boat Charter to Anguilla

5 star rating: Highly Recommended 1 Review

Board a premium-style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want. Enjoy the ... 

Location: Philipsburg, Sint Maarten
Duration: 1 day

From USD $950.00

Anguilla Day Trip from St Maarten: Catamaran Sail with Snorkeling at Shoal Bay

4.5 star rating: Recommended 14 Reviews

Enjoy a full day of sand and sea in Anguilla, sailing aboard a spacious catamaran from St Maarten. You’ll cruise with a fun and friendly crew to Cove Bay and ... 

Location: Simpson Bay, St Maarten
Duration: 7 hours 30 minutes

From USD $135.00

St Maarten Catamaran Snorkel Sail

5 star rating: Highly Recommended 19 Reviews

Set sail for a full day at sea in St Maarten You'll spend a leisurely day in true Caribbean style, relaxing on a deserted island, going for a snorkel and ... 

Location: Philipsburg or Simpson Bay, St Maarten
Duration: 8 hours

From USD $129.00

Full-Day St Maarten Catamaran Charter

Experience a 6-hour charter from St Martin and take in the sights from the water. Visit select spots of your choice, including Marigot Marina Royale, French ... 

Location: Philipsburg, Sint Maarten
Duration: 6 hours

From USD $1,126.00

Tropical Gondola Cruise in St Maarten

5 star rating: Highly Recommended 1 Review

Spend time exploring Simpson Bay Lagoon on St.Maarten's only Gondola Boat Cruise! Enjoy a sparkling glass of wine on your private cruise and take in beautiful ... 

Location: Simpson Bay, St Maarten
Duration: 75 minutes

From USD $69.00

Private Sailboat Charter in St Maarten

Spend the day out on the beautiful Caribbean waters on this private sailing charter in St Maarten! Holding up to 30 people, your sailing charter will stop at ... 

Location: Simpson Bay, St Maarten
Duration: 5 hours

From USD $1,800.00

Private Speedboat Charter to Anguilla from St Maarten

Private charter on Seawater 30 ft  Speed Boat .Anguilla, unique beaches, special atmosphere. On our 30 ft Phantom 300 we guarantee smooth ride and ... 

Location: St Maarten
Duration: Flexible

From USD $1,200.00

St Barth Private Speed Boat Charter from Philipsburg

Discover St Barthelemy on a private speedboat charter. Visit the best snorkeling sites, stop at some of the most pristine beaches like St Jean or Colombier ... 

Location: Philipsburg, Sint Maarten
Duration: 6 hours

From USD $1,450.00

3 Beaches by Boat

Explore  Dutch St. Maarten by waters, enjoying an exclusive beach hopping boat ride! Visit Divi Little Bay Beach where snorkeling is a must, known for its ... 

Location: Sint Maarten, Netherlands
Duration: 4 hours

From USD $166.00

Private Speed Boat Charter in St Maarten

Board on a premium style speed boat for a private day charter around St Martin/St Maarten! You can fully personalize your day and do exactly what you ... 

Location: Philipsburg, Sint Maarten
Duration: 1 day

From USD $950.00

Private Sunset Cruise in St Maarten

This amazing sunset trip on a private boat can accommodate up to 10 passengers. Make great memories while in St Maarten. Perfect for couple or small groups!

Location: Philipsburg, Sint Maarten
Duration: 2 hours

From USD $580.00
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