Free cancellation: get a full refund up to 24 hours in advance. Learn more

Top St Maarten Sailing Trips

Category
Select Dates
Filter




Clear Filters
Clear Filters

5 Tours and Activities

Sort by:Default


Anguilla Day Trip from St Maarten Including Lunch

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 the pristine beach or snorkel among the tropical fish that inhabit the colorful coral reef. Visit lively Road Bay Beach for a barbecue lunch at Roy's Bayside Grill, then hit up some of the beach bars before climbing back aboard the two-hulled sailboat for the trip back to your departure point. Round-trip transportation from select hotels on St Maarten is included, depending on day of tour.
  • Duration: 8 hours
  • Free Cancellation
  • Duration: 8 hours
  • Free Cancellation
From  
US$120,00
From  
US$120,00
See Details

Small-Group Day Sail in St Maarten

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 22 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.
  • Duration: 5 hours
  • Free Cancellation
  • Duration: 5 hours
  • Free Cancellation
From  
US$118,99
From  
US$118,99
See Details

The Original Eco Tour - Full day around the Island of Sint Maarten / St Martin

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.
  • Duration: 8 hours
  • Free Cancellation
  • Duration: 8 hours
  • Free Cancellation
From  
US$129,00
From  
US$129,00
See Details

Champagne Sunset Cruise in St Maarten

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.  
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$49,00
From  
US$49,00
See Details

St Maarten Sailing and Snorkeling to St Barts

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.
  • Duration: 9 hours
  • Free Cancellation
  • Duration: 9 hours
  • Free Cancellation
From  
US$139,00
From  
US$139,00
See Details


Book online or call
(888) 651-9785
(888) 651-9785