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Sailing Holidays

Plan Your Dream Vacation

Why Choose Sunsail?

Set sail in over 20 amazing sailing destinations around the world. Whether you are interested in a chartered yacht, a social flotilla, or just relaxing while a Sunsail skipper takes the helm, we have the perfect sailing escape for you. From the Caribbean to Southeast Asia, the Mediterranean to the Indian Ocean, we invite you to let the world’s greatest yachting destinations inspire you.

20+ Stunning Destinations

5-Star Sailing Experience

Loyalty Rewards Program

Award-Winning Yachts

Sailing Holidays

Inspiration for Your next Trip

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Where would you like to go?

Bahamas Belize Antigua England St. Martin Martinique Caribbean British Virgin Islands St. Lucia Grenada Thailand Seychelles Australia Tahiti Italy Greece Croatia

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What Guests are saying

The boat was excellent and in great condition. The cruising grounds were spectacular.

Colm Mac Fhionnlaoich Zea

We loved being supported by the lead boat crew and meeting the other flotilla parties.

Sharon Chinnappa Lefkas

Great sail area, well prepared boat and friendly, helpful staff

Christopher Mack Phuket

Plan Your Dream Vacation