Philipsburg Cruises, Sailing & Water Tours

Philipsburg Cruises, Sailing & Water Tours

Cruises, Sailing & Water Tours

Only Show: Day Cruises | Dinner Cruises | Night Cruises | Sailing Trips | Sunset Cruises

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Anguilla Day Trip from St Maarten Including Lunch

5 star rating: Highly Recommended 60 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 ...  Read more

Location: Simpson Bay, St Maarten
Duration: 8 hours

From USD $120.00

Self-Drive Boat Tour and Snorkel from Simpson Bay

5 star rating: Highly Recommended 6 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 ...  Read more

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

From USD $68.99

St Maarten Gourmet Dinner Sailing Cruise

5 star rating: Highly Recommended 13 Reviews

Feast on a delicious gourmet dinner as you admire the sunset over the Caribbean! You’ll take in gorgeous views along the coastline of St Maarten during a ...  Read more

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

From USD $84.99

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

4.5 star rating: Recommended 11 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 ...  Read more

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

From USD $135.00

Anguilla Getaway Cruise

5 star rating: Highly Recommended 1 Review

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 ...  Read more

Location: Philipsburg, St Maarten
Duration: 7 hours

From USD $139.00

St. Maarten 12 Metre Challenge

5 star rating: Highly Recommended 21 Reviews

Ever dreamed of sailing a real racing yacht? Well don't miss out on this fantastic opportunity to race in the warm blue waters and brisk trade winds of the ...  Read more

Location: Philipsburg, St Maarten
Duration: 2.5 - 3 hours

From USD $95.00

Day Trip to the Island of Prickly Pear from St Maarten

5 star rating: Highly Recommended 66 Reviews

Any trip to St Maarten would not be complete without a day trip to the gorgeous and unspoiled island of sun and sand - 'Prickly Pear Cay', and a swim ...  Read more

Location: Simpson Bay, St Maarten
Duration: 8 hours

From USD $120.00

Small-Group Day Sail in St Maarten

5 star rating: Highly Recommended 13 Reviews

Sail in the Caribbean paradise of St Maarten on a 5-hour cruise including homemade lunch and unlimited drinks from a top shelf open bar. Relax on a ...  Read more

Location: Simpson Bay, St Maarten
Duration: 5 hours

From USD $108.99

Tango Caribbean Dinner Cruise

5 star rating: Highly Recommended 40 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 ...  Read more

Location: Simpson Bay, St Maarten
Duration: 3 hours

From USD $80.00

St Maarten Catamaran Snorkel Sail

5 star rating: Highly Recommended 14 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 ...  Read more

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

From USD $118.99

St Maarten Sightseeing Cruise with Snorkeling

5 star rating: Highly Recommended 2 Reviews

Sightseeing in Simpson Bay Lagoon, visit Creole Rock for snorkeling, and Baie Rouge or La Samana beach for the day. At the end watch the airplanes ...  Read more

Location: Philipsburg, St Maarten
Duration: 4 hours

From USD $75.00

Prickly Pear Day Sail and Snorkel from St Maarten

5 star rating: Highly Recommended 4 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 ...  Read more

Location: Philipsburg, St Maarten
Duration: 8 hours

From USD $118.99

St Maarten Sunset Schooner Cruise

4.5 star rating: Recommended 3 Reviews

Enjoy a Caribbean sunset from the water on this St Maarten cruise by historical schooner. On board a sailboat that’s more than 100 years old, ...  Read more

Location: Simpson Bay, St Maarten
Duration: 2 hours

From USD $38.99

St Maarten Gourmet Sailing and Snorkel Cruise

5 star rating: Highly Recommended 4 Reviews

Enjoy smooth sailing from St Maarten, and dine on a gourmet lunch as you cruise in the Caribbean. Aboard a luxurious schooner with an expert crew, you’ll sail ...  Read more

Location: Simpson Bay, St Maarten
Duration: 4 hours 30 minutes

From USD $98.99

Private Speed Boat Charter to Anguilla

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 ...  Read more

Location: Philipsburg, Sint Maarten
Duration: 1 day

From USD $1,000.00

Half-Day Sail and Snorkel Adventure in St Maarten

Explore the Caribbean waters off the coast of St. Maarten on this 3-hour sail and snorkel tour. Climb aboard a 65-foot schooner for a half-day of sailing, ...  Read more

Location: Philipsburg, St Maarten
Duration: 3 hours

From USD $78.00

St Maarten Power-Rafting Tour with Snorkeling

5 star rating: Highly Recommended 3 Reviews

If you’re looking for an exciting alternative to a traditional island boat cruise, explore the coast of St Maarten by power raft! On board an inflatable ...  Read more

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

From USD $64.99

Champagne Sunset Cruise in St Maarten

4 star rating: Recommended 3 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 ...  Read more

Location: Philipsburg, St Maarten
Duration: 2 hours

From USD $44.99

The St Maarten Experience: Marigot and Party Cruise to Simpson Bay

4.5 star rating: Recommended 3 Reviews

Enjoy both the Dutch and French sides of the island of St Martin by land and water on this combo coach tour and party cruise. From the St Maarten city of ...  Read more

Location: Philipsburg, St Maarten
Duration: 4 hours

From USD $48.99

St. Martin Sunset Sail

4.5 star rating: Recommended 11 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 ...  Read more

Location: Simpson Bay, St Maarten
Duration: 90 minutes

From USD $40.00

St Maarten Sea Adventure with Snorkeling at Creole Rock

Visit some of St Maarten/St Martin's most famous attractions on this 6-hour tour! See the sights by water including Maho Beach, snorkeling at Creole Rock plus ...  Read more

Location: Simpson Bay, St Maarten
Duration: 6 hours

From USD $950.00

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 to Anguilla. Explore some of the ...  Read more

Location: Philipsburg, St Maarten
Duration: 7 hours

From USD $1,200.00

St Maarten Sail and Snorkel Adventure with Lunch

3 star rating: Worth doing 1 Review

Come aboard the schooner Captain Morgan for a wonderful sailing adventure. Snorkel and explore the magnificent sea life beneath of crystal clear waters of ...  Read more

Location: Philipsburg, St Maarten
Duration: 4 hours

From USD $89.00

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 ...  Read more

Location: Philipsburg, Sint Maarten
Duration: 1 day

From USD $950.00

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 ...  Read more

Location: Philipsburg, Sint Maarten
Duration: 6 hours

From USD $1,350.00
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Only Show: Day Cruises | Dinner Cruises | Night Cruises | Sailing Trips | Sunset Cruises

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