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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. 

Divers Down

Since 1996 Divers Down has offered personalized services for boat…

Watersports - Diving
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Living The Dream Divers

We built Living The Dream divers from the ground up combining our…

Watersports - Diving
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Epic Divers

Epic Divers is a boutique PADI dive company that specializes in…

Watersports - Diving
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Kittiwake Shipwreck & Artificial Reef

The historic Ex-USS Kittiwake has been on the ocean floor since it’s…

Watersports - Diving
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Cobalt Custom Charters

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

Watersports - Charters
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Wall to Wall Diving Ltd.

Unhurried, Uncrowded, Unrivaled - With two large 36 ft and 32 ft…

Watersports - Diving
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Red Sail Sports

Red Sail Sports is the only premier operation delivering…

Watersports - Charters
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Fish and Cruise Cayman

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

Watersports - Charters
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Don Foster's Dive Cayman Ltd

"We are here to teach and inspire Scuba Divers to observe and…

Watersports - Diving
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SURFSIDE BEACH LTD T/A SURFSIDE CHARTERS

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

Watersports - Charters
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Reel Life Adventures LTD

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

Watersports - Charters
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Cayman Five Star Charters Limited

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

Watersports - Charters
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Get Bent Charters

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

Watersports - Charters
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Grand Cayman Ocean Charters Ltd.

GCO Charters is a private boat charter company located in the Cayman…

Watersports - Charters
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Robert Soto’s Watersports

Whether you wish to hang with our local celebrity southern…

Watersports - Charters
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Infinity Private Charters

Infinity Private Charters is a family owned and operated watersports…

Watersports - Charters
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