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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. 

Tortuga Divers

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

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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Epic Divers

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

Watersports - Diving
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BOAT CAYMAN LTD

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

Watersports - Charters
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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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Wall to Wall Diving Ltd.

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

Watersports - Diving
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Cayman Islands Sailing Charters

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

Watersports - Charters
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Ocean Frontiers Ltd

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

Watersports - Diving
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Little Cayman Beach Resort

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

Watersports - Diving
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Cayman Aggressor IV (Oceans International Ltd)

Operators of the live aboard dive yacht Cayman aggressor IV…

Watersports - Diving
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Affordable Charters

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

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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Off The Wall Divers

Personalised and full-service dive operation offering 2-tank,…

Watersports - Diving
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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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Island Vision Private Charters

Island Vision Private Charters offers private, small-group…

Watersports - Charters
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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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