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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. 

Cobalt Custom Charters

We offer private, luxury, custom boat charters to Stingray City and…

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Robert Soto’s Watersports

Whether you wish to hang with our local celebrity southern…

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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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Cayman Islands Sailing Charters

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

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Crystal Charters

What sets us apart from other charter boats is our flexibility to…

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Stress Relief Charters

A family owned fishing and snorkeling charter company located in…

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White Sand Water Sports

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

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Affordable Charters

Welcome to Affordable Charters! Whether you are a cruise ship…

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Seasports Diving

Cayman's best dive operation since 1974. Laid back, since way back!…

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Nautilus (Cayman) Ltd.

Nautilus is an intrinsic part of Grand Cayman's unique attractions;…

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Reel-Fin-Addict Watersports Cayman Ltd.

Reel-Fin-Addict Charters is a locally owned and operated family…

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Cayman Snorkel Co

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

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Cayman Five Star Charters Limited

As the only exclusive luxury private boat charter in Grand Cayman,…

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Reel Life Adventures LTD

We are a private charter company that specialises in fishing,…

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Get Bent Charters

Get Bent Charters offers a wide array of water sports activities…

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Mainstay Sailing

Private sailing charters aboard Caymans finest catamarans. From a…

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