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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 17–32 of 59

kk's Sunshine Luxury Charters

Come let us show you the real Cayman Islands! As you step aboard our…

Watersports - Charters
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Neptune's Divers

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

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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Crystal Charters

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

Watersports - Charters
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Cayman Brac Beach Reosrt

Cayman Brac Beach Resort is a much-loved getaway for divers of all…

Watersports - Diving
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Black Tip Charters

Black Tip Charters is family owned company operated by native…

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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Divers Down

Since 1996 Divers Down has offered personalized services for boat…

Watersports - Diving
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Miss Shelene Deep Sea Fishing

Miss Shelene Deep Sea Fishing creates a unique fishing experience.…

Watersports - Charters
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Seasports Diving

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

Watersports - Diving
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Ocean Frontiers Ltd

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

Watersports - Diving
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Go Pro Cayman Ltd

Go Pro Cayman, the WORLD's LEADERS IN DIVING & MARITIME…

Watersports - Diving
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Island Breeze Charters

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

Watersports - Charters
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DiveTech Ltd.

Divetech is one of Grand Cayman's full service dive operators for…

Watersports - Diving
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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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Stress Relief Charters

A family owned fishing and snorkeling charter company located in…

Watersports - Charters
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