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Caribbean

Sailing Trips

Caribbean tours, sightseeing, things to do

All Sailing Trips in Caribbean

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Grand Cayman Catamaran Dinner Cruise

  • 5 star rating: Highly Recommended based on 5 reviews
  • Duration:  3 hours 30 minutes (approx.)
  • Location:  Georgetown, Cayman Islands
  • Dine under the stars with your loved one on this romantic evening cruise. You'll enjoy exquisite Caribbean ...  More info ›
From USD $79.99

Day Trip to the Island of Prickly Pear from St. Martin

  • 5 star rating: Highly Recommended based on 24 reviews
  • Duration:  8 hours (approx.)
  • Location:  Simpson Bay, St Maarten (St Martin)
  • Any trip to St. Martin would not be complete without a day trip to the gorgeous and unspoiled island ...  More info ›
From USD $85.00

Anguilla Day Trip from St. Martin

  • 4.5 star rating: Recommended based on 18 reviews
  • Duration:  8 hours (approx.)
  • Location:  Simpson Bay, St Maarten (St Martin)
  • No trip to St. Martin is complete without a day trip to the gorgeous and unspoiled island of sun and ...  More info ›
From USD $85.00

Aruba Palm Pleasure Snorkel Adventure

  • 4.5 star rating: Recommended based on 5 reviews
  • Duration:  4 hours (approx.)
  • Location:  Oranjestad, Aruba
  • Take in all the pleasures of the sea by enjoying a half-day sail and snorkel experience on Aruba's ...  More info ›
From USD $78.99

Aruba Lunch and Snorkel Half-Day Cruise

  • 4 star rating: Recommended based on 11 reviews
  • Duration:  4 hours (approx.)
  • Location:  Oranjestad, Aruba
  • Journey in style aboard this luxury catamaran as you sail to the best snorkel spots in Aruba. Discover ...  More info ›
From USD $69.99

St. Martin Golden Eagle Cruise

  • 5 star rating: Highly Recommended based on 23 reviews
  • Duration:  8 hours (approx.)
  • Location:  Phillipsburg, St Maarten (St Martin)
  • Set sail for a full day at sea aboard the "Golden Eagle". You'll spend a leisurely day in true Caribbean ...  More info ›
From USD $109.00

Catalina Bay and Antilla Ship Wreck Snorkel Cruise

  • 4.5 star rating: Recommended based on 12 reviews
  • Duration:  3 hours (approx.)
  • Location:  Oranjestad, Aruba
  • Head out to the most famous snorkel spot in Aruba on this 3-hour Catalina Bay and Antilla Ship Wreck ...  More info ›
From USD $50.99

Grand Cayman Stingray Sandbar & Reef Sail

  • 4 star rating: Recommended based on 2 reviews
  • Duration:  3 hours 30 minutes (approx.)
  • Location:  Georgetown, Cayman Islands
  • Visit the exciting Stingray Sandbar where you can snorkel and play with Cayman's amazing southern stingrays. ...  More info ›
From USD $74.99

Tall Ship Sunset Cruise

  • 4 star rating: Recommended based on 13 reviews
  • Duration:  2 hours 30 minutes (approx.)
  • Location:  Phillipsburg, St Maarten (St Martin)
  • See the sun set over the magical waters of the Caribbean! Sip on a glass of champagne while the sun ...  More info ›
From USD $62.99

St. Maarten 12 Metre Challenge

  • 5 star rating: Highly Recommended based on 6 reviews
  • Duration:  2.5 - 3 hours
  • Location:  Phillipsburg, St Maarten (St Martin)
  • Ever dreamed of sailing a real racing yacht? Well don't miss out on this fantastic opportunity to race ...  More info ›
From USD $104.99

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