Travel Deals

SAILING

Sailing in Grand Cayman

There’s no better way to experience the Caribbean than by sailing in Grand Cayman. If you thought you were in awe of the island’s crystal-clear turquoise waters before, wait until you’ve had a chance to travel them via yacht, sailboat, or catamaran. See the shimmering white shores from a distance and explore the beautiful and mesmerizing reefs below.

Cayman has fostered a strong recreational sailing community. The esteemed Cayman Islands Sailing Club is affiliated with the ISAF and the Olympics, with a school and training programme accompanying classes for younger sailors. If you are interested in Grand Cayman sailing charters, operators can accommodate scheduled services. For more information on the Cayman Island sailing community, please visit www.sailing.ky.

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From attractions to local businesses, explore a taste of what the Cayman Islands has to offer below. 

Showing 33–48 of 59

Captain Chris Charters LTD

With more than 17 years of luxury charter experience in Grand…

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Little Cayman Beach Resort

Escape to Little Cayman Beach Resort, an intimate, even romantic,…

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Tortuga Divers

Tortuga Divers are proud to offer some of the finest diving and…

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Ocean Frontiers Ltd

Ocean Frontiers specializes in scuba diving Grand Cayman's East End…

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Fish and Cruise Cayman

Fish and Cruise Cayman is a local family owned Private charter…

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Crystal Charters

Escape the crowds and discover Grand Cayman your way with Crystal…

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Cayman Snorkel Co

We are a family owned company, offering private boat charters. All…

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SURFSIDE BEACH LTD T/A SURFSIDE CHARTERS

Surfside Charters is Grand Cayman’s most luxurious sail and…

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Island Breeze Charters

We are a small, locally run, private boat charter company with…

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White Sand Water Sports

White Sand Water Sports is the Snorkel, Dive & Water Sport…

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Cayman Aggressor IV (Oceans International Ltd)

Operators of the live aboard dive yacht Cayman aggressor IV…

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Cayboss Charters

Cayboss Charters is a Caymanian-owned and operated boat charter…

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Cayman Islands Sailing Charters

Set Sail on our 37' catamaran "Be Happy" around the beautiful waters…

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Neptune's Divers

At Neptune’s Divers Cayman we specifically cater to individuals and…

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Deep Blue Divers

Deep Blue Divers Cayman is the premier dive operator and…

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BOAT CAYMAN LTD

BoatCayman is dedicated to creating memories. Memories of Cayman, of…

Watersports - Charters
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