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 17 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

Small-Group Day Sail in St Maarten

5 star rating: Highly Recommended 20 Reviews

Sail in the Caribbean paradise of St Maarten on a casual yet upscale cruise within walking distance from the cruise ships! Your day includes real sailing, ... 

Location: Philipsburg, St Maarten
Duration: 5 hours

From USD $108.99

Private Sailboat Charter in St Maarten

Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is two or 37 - you will be comfortable and ... 

Location: Simpson Bay, St Maarten
Duration: 5 hours

From USD $1,800.00

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 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. ... 

Location: Philipsburg, Sint Maarten
Duration: 6 hours

From USD $119.00

Full-Day St Maarten Catamaran Charter

Join Magic time our comfortable, fast Power Catamaran, we can take a MAX of 26 Guests with all the comfort and space. We have 80% shade on board. Swimming ... 

Location: Philipsburg, Sint Maarten
Duration: 7 days

From USD $21.00

Champagne Sunset Cruise of St Maarten

5 star rating: Highly Recommended 3 Reviews

This sunset cruise takes you to the most beautiful super yachts and famous beaches of the island. Toast your experience with champagne or other drinks from the ... 

Location: Simpson Bay, St Maarten
Duration: 2 hours

From USD $69.00

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

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 want. ... 

Location: Philipsburg, Sint Maarten
Duration: 1 day

From USD $950.00

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 $119.00

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

St Maarten Motorboat Cruise: Long Bay, Creole Rock and Tintamarre Island

5 star rating: Highly Recommended 3 Reviews

Explore St Maarten's coastline in a motorboat! Popular stops are at Long Bay, Creole Rock for snorkeling, Grand Case for lunch, Tintamarre Island and Pinel ... 

Location: Simpson Bay, Sint Maarten
Duration: 6 hours 30 minutes

From USD $75.00

Private Sunset Cruise in St Maarten

Enjoy one of the most savored aspects of the sea, the setting of the sun from the water, on a beautiful sailing yacht; what could be better? Hors d’oeuvres, ... 

Location: Simpson Bay, St Maarten
Duration: 2 hours

From USD $500.00

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

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

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

Half Day Snorkeling and Beach Tour

5 star rating: Highly Recommended 2 Reviews

This is a perfect 3.5 hours getaway from the crowd. Available with  9:00 am morning or 12:45 pm afternoon departure. Includes sightseeing in the  Simpson bay ... 

Location: Philipsburg, St Maarten
Duration: 3 hours 30 minutes

From USD $75.00

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

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

Sunseeker 52 & Seabobs Private Charter

Private charter on Luxury Sunseeker 52  Visit all the best places around Sint Maarten , Tintamarre island, Creole rock, Pinel island and much ... 

Location: Philipsburg, Sint Maarten
Duration: 6 hours

From USD $2,760.00

3 Beaches by Boat

Explore both Dutch St. Maarten by waters and sail for a memorable experience aboard a motorized catamaran accommodating both open air sunshine, and shaded ... 

Location: Philipsburg, Sint Maarten
Duration: 4 hours

From USD $187.20

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

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
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