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Top St Maarten Sailing

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23 results | All St Maarten Tours

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Anguilla Day Trip from St Maarten Including Lunch

Anguilla Day Trip from St Maarten Including Lunch

star-4.5
Sail to Anguilla aboard a luxury catamaran on this full-day trip from St. Maarten. Stop at Prickly Pear Cay to lounge in the shallows off the small island's pristine beach or snorkel among the tropical fish that inhabit the colorful coral reef. Visit lively Road Bay Beach for a barbecue lunch, then hit up some of the beach bars before climbing back aboard the 2-hulled sailboat for the trip back to your departure point. Round-trip transportation from select hotels on St. Maarten is included, depending on the day.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$121.80
From
$121.80
Taking safety measures

The Original Eco Tour Full-Day Around the Island of Sint Maarten

The Original Eco Tour Full-Day Around the Island of Sint Maarten

star-5
Cruise around St Maarten with stops at Tintamarre, Creole Rock and Grand Case on this full-day sailing excursion. Explore the lovely natural beauty of Tintamarre, then head to Creole Rock for some of the island's best snorkeling. Go ashore in Grand Case, the St Maarten's culinary capital, for a gourmet lunch including wine. Cruise down the coast after lunch past Marigot Bay and Sunset Beach while enjoying an open bar. Round-trip transportation from St Maarten hotels is included.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$133.00
From
$133.00
Taking safety measures

The Best Catamaran Day Sail in St Maarten

The Best Catamaran Day Sail in St Maarten

star-5
Cruise on the ultramarine waters off St Maarten during this 5-hour yacht excursion from Simpson Bay. Step aboard the family-friendly yacht, the 'Random Wind', to meet your friendly captain and crew as the boat departs the pier. Find a comfortable spot on one of the boat's cushioned seats in the shade or sun and get to know your small group of 32 people or less as you watch the coastline fade into the distance. Journey to both the French and Dutch sides of the island to visit several beaches and relax in the soft sand. Go snorkeling, stand up paddleboarding or try out the Tarzan swing. Eat a homemade lunch and sip drinks from the top shelf bar.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$121.80
From
$121.80
Taking safety measures

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Tropical Catamaran Snorkeling, Sailing and Happy Day

Tropical Catamaran Snorkeling, Sailing and Happy Day

star-5
Join Too Rhum Punch for a 6 Hours yachting, sailing, and snorkeling experience. Your comfort and safety are our main concern, depending on the weather update we will take you sailing to the French Nature Reserve (Tintamarre and Pinel) well known for the turtles, iguanas. OR  we will do an easy South side Coastal sailing French Side, Dutch Side with 2 or more stops for snorkeling, beach time and even spotting the planes as they land on our famous  Maho Beach. French Style Buffet Lunch, Open bar all day with Top Shelve liquor, Snorkeling instruction and equipment, Attentive freindly and professional crew are all the ingredients for a successful day in Sint Maarten
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$122.08
From
$122.08
Taking safety measures

Tropical Catamaran Snorkeling, Sailing And Beach Experience

Tropical Catamaran Snorkeling, Sailing And Beach Experience

star-5
Explore St. Maarten’s natural landscape away from the crowded beaches on a boat cruise that departs from Dock Maarten Marina. To ensure your comfort and a personal experience, the boat crew provide a buffet lunch, open bar, and snorkeling gear. Stops on the itinerary range from top landmarks to secluded snorkeling locations often missed by visitors.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$122.06
From
$122.06
Taking safety measures

No1SXM Day Sailing Experience

No1SXM Day Sailing Experience

star-5
Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west coast of St.Maarten/Saint Martin & up Anguilla Channel. Included are a stop in a calm bay for swimming/snorkeling, drinks, snacks & a sandwich lunch on board. With only 12 passengers max. it is personable, intimate and fun. The wind in the sails and water against the hull are your musical companion. The 2 hour Sunset Sail is pure bliss, with a cocktail and snacks, meeting the sunset, sailing along the St.Maarten Coast. Captain/Owner Pieter is a sailing expert with 40 years experience on various sailing boats and ships.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$122.06
From
$122.06
Taking safety measures

Tango Caribbean Dinner Cruise

Tango Caribbean Dinner Cruise

star-4.5
Watch the sunset and dine on Creole fare aboard a catamaran during this 3-hour excursion from St Maarten. Sip drinks from the open bar and munch on complimentary appetizers while the sun sinks below the horizon. Once twilight falls, enjoy a buffet-style Creole dinner, followed by dessert and Caribbean rum. Hit the dance floor to island beats while the boat sails back to the marina.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$82.06
From
$82.06
Taking safety measures

12 Metre Regatta St. Maarten

12 Metre Regatta St. Maarten

star-5
All visitors arriving on cruise ships should contact your cruise line Excursions Desk to book your tour. Every day, we run authentic head-to-head races (called “regattas”) on an actual America's Cup Racing Yacht. The course is set in the beautiful Great Bay of Sint Maarten. A 12 Metre Regatta race is for everyone ages 6 or older*, and no prior sailing experience is necessary! Our expert crew will provide you and your party with all the knowledge needed to safely enjoy this sailing adventure of a lifetime! *6-8 year old guests may join the excursion with guardian consent.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$90.00
From
$90.00

St Maarten Sailing and Snorkeling to St Barts

St Maarten Sailing and Snorkeling to St Barts

star-5
Cruise from St. Maarten to St. Bart's and sail, snorkel, and sightsee during this 9-hour tour from Philipsburg. Explore Colombier, Gustavia, and Île Fourchue on St. Bart's in between digging in to a provided lunch and sipping drinks from an open bar. Lunch and round-trip hotel transportation provided.
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  • 9 hours
  • Free Cancellation
  • Taking safety measures
From
$142.00
From
$142.00
Taking safety measures

Champagne Sunset Cruise in St Maarten

Champagne Sunset Cruise in St Maarten

star-4.5
Watch the sun set from the deck of a catamaran during this 2-hour champagne cruise from Philipsburg. Sip unlimited champagne and enjoy delectable appetizers while you sail down the coast of St Maarten towards Long Bay. Say goodbye to another day in paradise as the sun sinks below the horizon.  
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.26
From
$50.26
Taking safety measures

Catamaran day sail to Tintamarre Island and Pinel Island from St Martin

Catamaran day sail to Tintamarre Island and Pinel Island from St Martin

star-5
Experience the fun of adventure of private day charter, captain's old tails of The Caribbean. Excursion with customized itinerary, catamaran sailing with small group (min 6, up to 10) tour from St Martin. You will head out to sea, stopping at beaches of Tintamarre Island and Pinel Island for sunbathing, swimming, snorkeling and stand-up paddle boarding. While catamaran starts sailing to Tintamarre Island, our hostess will start serving, coffee and snacks; croissants or sandwiches, fruits, soft drinks. After first stop on Tintamarre Island, we serve a light lunch, usually sandwiches with cold cuts or cheeses. When we start sailing back from Pinel Island to St Martin we serve delicious buffet style foods. Through all day we offer a variety of sodas, juices, beers, and hard liquor drinks (open bar). All you have to bring on board is beach towels, sun protection and a smile. Return is planned around 6:00pm. For smaller group flat charges apply, please contact an operator directly.
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  • 9 hours
  • Free Cancellation
From
$140.00
From
$140.00

St. Martin Sunset Sail

St. Martin Sunset Sail

star-4.5
Sail along the coast of St. Martin during sunset on this excursion. Enjoy snacks, drinks, and entertainment as you take in the exquisite colors of a Caribbean sunset. Pick a spot on the spacious deck of the boat or upfront in the nets stretching between the two hulls of the catamaran to relax, relish the ride and watch the sun sink below the horizon, ending another beautiful day in paradise.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Taking safety measures

Catamaran Day Sail to Sint Bart's and Fourche Island from St Maarten

Catamaran Day Sail to Sint Bart's and Fourche Island from St Maarten

star-5
Experience the fun of adventure of private day charter, captain's old tails of The Caribbean. Excursion with customized itinerary, catamaran sailing with small group (min 6, up to 10) tour from St Maarten. You will head out to sea, stopping at beaches of Fourche Island and Sint Bart's for sunbathing, swimming, snorkeling and stand-up paddle boarding. While catamaran starts sailing to Fourche Island (Île Fourchue), our hostess will start serving, coffee and snacks; croissants or sandwiches, fruits, soft drinks. After first stop on Fourche Island, we serve a light lunch, usually sandwiches with cold cuts or cheeses. When we start sailing back from Sint Bart's to St. Maarten we serve delicious buffet style foods. Through all day we offer a variety of sodas, juices, beers, and hard liquor drinks (open bar). All you have to bring on board is beach towels, sun protection and a smile. Return is planned around 6:00pm. For smaller group flat charges apply, please contact an operator directly.
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  • 9 hours
  • Free Cancellation
From
$140.00
From
$140.00

The Soul Of Pirates Excursion Sailboat Ecotoursime Morning / Sunset Saint Martin

The Soul Of Pirates Excursion Sailboat Ecotoursime Morning / Sunset Saint Martin

star-5
A timeless adventure aboard our eco-tourism sailboat. No engine, navigate like pirates. Possibility to hold the helm with assistance from the captain. Aquatic activities: snorkeling, swimming with turtles, swimming. Included: meal, snack and open bar * our sailboat is on an eco-tourism approach, no plastic on board, the water is treated independently on the sailboat.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$96.51
From
$96.51
Taking safety measures

 Luxury Half-Day Catamaran Group Tour for Cuise Ship

Luxury Half-Day Catamaran Group Tour for Cuise Ship

star-4.5
Fabulous luxury half day charter on Our 48 feet Catamaran sailing along St maarten shore snorkeling & fishing gears included 2 paddles on board full open bar & Snacks ,appetisers ,tapas included
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$107.70
From
$107.70
Taking safety measures

Catamaran day sail to Maho Beach, Mullet Bay, La Samanna Beach from St Maarten

Catamaran day sail to Maho Beach, Mullet Bay, La Samanna Beach from St Maarten

star-5
Experience the fun of adventure of private day charter, captain's old tails of The Caribbean. Excursion with customized itinerary, catamaran sailing with small group (min 6, up to 10) tour from St Maarten. You will head out to sea, stopping at beaches of Maho Beach, Mullet Bay, La Samanna for sunbathing, swimming, snorkeling and stand-up paddle boarding. While catamaran starts sailing to Mullet Bay, our hostess will start serving, coffee and snacks; croissants or sandwiches, fruits, soft drinks. After first stop on Mullet Bay, we serve a light lunch, usually sandwiches with cold cuts or cheeses. When we start sailing back from La Samanna Beach to Simpson Bay we serve delicious buffet style foods. Through all day we offer a variety of sodas, juices, beers, and hard liquor drinks (open bar). All you have to bring on board is beach towels, sun protection and a smile. Return is planned around 4:00pm. For smaller group flat charges apply, please contact an operator directly.
More
  • 7 hours
  • Free Cancellation
From
$120.00
From
$120.00

Catamaran Day Sail to Anguilla and Prickly Pear Cays from St Martin

Catamaran Day Sail to Anguilla and Prickly Pear Cays from St Martin

star-5
Experience the fun of adventure of private day charter, captain's old tails of The Caribbean. Excursion with customized itinerary, catamaran sailing with small group (min 6, up to 10) tour from St Martin. You will head out to sea, stopping at beaches of Anguilla and Prickly Pear Cays for sunbathing, swimming, snorkeling and stand-up paddle boarding. While catamaran starts sailing to Prickly Pear Cays, our hostess will start serving, coffee and snacks; croissants or sandwiches, fruits, soft drinks. After first stop on Prickly Pear Cays, we serve a light lunch, usually sandwiches with cold cuts or cheeses. When we start sailing back from Anguilla to St. Martin we serve delicious buffet style foods. Through all day we offer a variety of sodas, juices, beers, and hard liquor drinks (open bar). All you have to bring on board is beach towels, sun protection and a smile. Return is planned around 6:00pm. For smaller group flat charges apply, please contact an operator directly.
More
  • 9 hours
  • Free Cancellation
From
$140.00
From
$140.00

No1Sxm Private Intimate Day Sail

No1Sxm Private Intimate Day Sail

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west coast of St.Maarten/Saint Martin & up Anguilla Channel. Included are a stop in a calm bay for swimming/snorkeling, drinks, snacks & a sandwich lunch on board. Your private sail it is personable, intimate and fun. The group size has a maximum of 14 persons. The wind in the sails and water against the hull are your musical companion. Captain/Owner Pieter is a sailing expert with 40 years experience on various sailing boats and ships.
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  • 5 hours
  • Free Cancellation
From
$143.59
Price varies by group size
From
$143.59
Price varies by group size

Full-Day Soul Of Pirates Private Charter

Full-Day Soul Of Pirates Private Charter

star-5
A timeless adventure aboard our eco-tourism sailboat. No engine, navigate like pirates. Possibility to hold the helm with assistance from the captain. Aquatic activities: snorkeling, swimming with turtles, swimming. Included: meal, snack and open bar * our sailboat is on an eco-tourism approach, no plastic on board, the water is treated independently on the sailboat.
More
  • 4 to 8 hours
  • Free Cancellation
  • Taking safety measures
From
$745.69
per group
From
$745.69
per group
Taking safety measures

Half-Day The Soul Of Pirates Private Charter

Half-Day The Soul Of Pirates Private Charter

A timeless adventure aboard our eco-tourism sailboat. No engine, navigate like pirates. Aquatic activities: snorkeling, swimming with turtles, swimming. Included: meal, snack and open bar * our sailboat is on an eco-tourism approach, no plastic on board, the water is treated independently on the sailboat.
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$439.95
per group
From
$439.95
per group
Taking safety measures

Exclusive Private Catamaran Charter - 4 Hours

Exclusive Private Catamaran Charter - 4 Hours

Spend a half day at sea on a comfortable, spacious catamaran tour in St Maarten. You will visit one of the island’s pristine beaches and spend time snorkeling in the crystal-clear Caribbean Sea. Sailing along the south coast is calm, easy and you will enjoy the scenery while relaxing on thetrampoline and enjoying a cold beer. You will be passing Maho Beach and be able to catch a plane landing at the airport Our crew is professional, attentive and will make sure you have the best time Snorkeling and instruction are provided, perfect for beginners, when snorkeling our crew will follow you in the water with the dingy. Fresh mini baguettes sandwiches are prepared onboard, fresh and offered after snorkeling together with our Happy Rhum Punch made with Mount Gay.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$375.00
Price varies by group size
From
$375.00
Price varies by group size
Taking safety measures

6 Hour Exclusive Private Catamaran Charter

6 Hour Exclusive Private Catamaran Charter

Spend 6 Hours on a comfortable, spacious catamaran tour in St Maarten. You will visit one of the island’s pristine beaches and spend time snorkeling in the crystal-clear Caribbean Sea. Sailing along the south coast is calm, easy and you will enjoy the scenery while relaxing on the trampoline and enjoying a cold beer. You will be passing Maho Beach and be able to catch a plane landing at the airport. Our crew is professional, attentive and will make sure you have the best time. Snorkeling and instruction are provided, perfect for beginners when snorkeling our crew will follow you in the water with the dingy. Water activities: be part of the sailing, fishing, paddleboard, noodles, all snorkeling gears. And of course, RELAX and enjoy your time on the water.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$690.00
Price varies by group size
From
$690.00
Price varies by group size
Taking safety measures

No1Sxm Sunset Sail Experience

No1Sxm Sunset Sail Experience

star-5
Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 1 1/2 hour Sunset Sail is pure bliss, with a cocktail and snacks, meeting the sunset, sailing along the St.Maarten Coast. With only 12 passengers max. it is personable, intimate and fun. The wind in the sails and water against the hull are your musical companion. Captain/Owner Pieter is a sailing expert with 40 years experience on various sailing boats and ships.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$56.42
From
$56.42
Taking safety measures

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