Explore our Sailing Vacations
Inspiration for Your next Trip
Where would you like to go?
Iconic island-hopping with easy line-of-sight sailing.
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Historic harbors, trade winds, and a beach for every day.
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Gentle sailing, calm seas, and laid-back island charm.
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Sail two cultures—French flair and Dutch delights.
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Cruise past the Pitons to lush valleys and island life
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Spice-scented breezes and rainforest-covered coastlines.
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Sail a slice of France with Creole flavor and volcano views.
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Barrier reefs, jungle shores, and off-grid sailing.
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British Virgin Islands
Iconic island-hopping with easy line-of-sight sailing.
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Antigua
Historic harbors, trade winds, and a beach for every day.
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St. Lucia
Cruise past the Pitons to lush valleys and island life
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Grenada
Spice-scented breezes and rainforest-covered coastlines.
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Martinique
Sail a slice of France with Creole flavor and volcano views.
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Mediterranean
8 destinations
Hop sun-drenched islands and historic seaside towns.
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Chart a course through Croatia’s walled city and beyond.
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Wild beauty, chic ports, and turquoise coves await.
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Authentic island charm and colorful cliffside villages.
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Sail among volcanoes, ruins, and rustic seaside towns.
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Sail from Athens to explore Greece’s fabled Saronic gems.
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Green hills, blue bays, and Ionian island hopping.
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Protected waters and postcard villages for every sailor.
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Marina Agana
Hop sun-drenched islands and historic seaside towns.
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Dubrovnik
Chart a course through Croatia’s walled city and beyond.
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Procida
Authentic island charm and colorful cliffside villages.
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Portorosa
Sail among volcanoes, ruins, and rustic seaside towns.
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Athens
Sail from Athens to explore Greece’s fabled Saronic gems.
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Lefkas
Protected waters and postcard villages for every sailor.
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Indian Ocean
1 destinations
White-sand beaches and rare wildlife in paradise.
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The United Kingdom
1 destinations
historic ships, strong winds, regattas, and charm.
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South Pacific
2 destinations
Sail tropical trade winds and turquoise lagoons in Tahiti.
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Coral Sea bliss with Aussie charm and reef wonders.
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Tahiti
Sail tropical trade winds and turquoise lagoons in Tahiti.
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Sail past jungle cliffs and floating villages in Phang Nga Bay.
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Thailand
Sail past jungle cliffs and floating villages in Phang Nga Bay.
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What Guests are saying
“Excellent service. Very accommodating. Boats clean and in good order. “
“The boat, Sorrel, was in great shape. I’ve sailed on boats and this was well maintained, clean, and clearly taken care of. “
“Fantastic in every regard. The captain they provided was just the best! A great sailor, so knowledgeable, and so much fun and friendly. (Thank you Ana!). The boat was perfect – new and everything functioned well. And the BVI’s are just the most magical place to sail. The staff at Sunsail was so helpful and friendly. Highly recommend Sunsail and the entire experience.”
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