The Best Sailing in the Caribbean

Caribbean Sailing - Discover the best Caribbean islands for sailing along with ocean tours, boat charters and bare-boat rentals

Caribbean Sailing – Experience a Taste of Life at Sea…

A sailing vacation in the Caribbean provides sailors and landlubbers alike the opportunity to experience the islands from a truly unique perspective.  See an island from the water and you’ll better appreciate the shape and size of her mountains and the contrasting colours of her shorelines and forests.  Of course with Caribbean sailing trips, you’ll always have clear warm waters at your back door to enjoy swimming, snorkeling and diving.

Caribbean Sailing - Discover the best Caribbean islands for sailing along with ocean tours, boat charters and bare-boat rentals

Experience a nautical adventure like the explorers of the past, discovering special places only accessible by boat.  Sail to countless uninhabited islands and cays, with quiet bays, hidden coves and secluded beaches.  You can charter a yacht or simply enjoy a sunset sailboat tour. Monohull sailboats or catamarans can be chartered on their own or complete with food and a crew to sail her.  Sailing routes can always keep an island in sight, or you can delight in the open water.  Whether you want to relax and enjoy a laid back romantic sail on calm protected waters or you’re looking for a more invigorating sailing adventure, charters are available for all levels of sailing experience.  You choose the adventure.  Follow the highlighted links below to get tour, charter and other information…

Caribbean Sailing - Discover the best Caribbean islands for sailing along with ocean tours, boat charters and bare-boat rentals


The best Caribbean islands for sailing the blue seas:

Follow the links below to get location information as well as tour operators and more…

Caribbean Sailing - Discover the best Caribbean islands for sailing along with ocean tours, boat charters and bare-boat rentals

When planning your Caribbean sailing adventure, there are many factors that could influence your travel decisions…  Everyone’s priorities are different – Considerations for choosing a Caribbean sailing vacation include:

  • The type of charter (1/2 day or day, week / bareboat, with a skipper or full crew) you’re looking for
  • The type of boat (monohull, catamaran) you want to sail
  • The calmness of the waters and speed of the wind around each island
  • Opportunities for island hopping (visiting many islands per trip)
  • The ease (cost) of getting to each island
  • Other things (once you’re on land) to do on each island

Find the information you need to make an informed decision, here on the pages of the Active Caribbean Travel


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Explore what else each island has to offer on our Caribbean Islands page

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