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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. 

Little Cayman Beach Resort

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

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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Tortuga Divers

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

Watersports - Diving
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Robert Soto’s Watersports

Whether you wish to hang with our local celebrity southern…

Watersports - Charters
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Blue Sky Sailing (Cayman) Ltd

Blue Sky Sailing provides private sailing charters for up to 15…

Watersports - Charters
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Crazy Crab Ltd

Private boat charters in the Cayman Islands & Stingray City. A day…

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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Cayboss Charters

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

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Cayman Snorkel Co

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

Watersports - Charters
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Deep Blue Divers

Deep Blue Divers Cayman is the premier dive operator and…

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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Don Foster's Dive Cayman Ltd

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

Watersports - Diving
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Eden Rock Diving Center

Eden Rock Diving Center is the gateway to the diving and snorkeling…

Watersports - Diving
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Nautilus (Cayman) Ltd.

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

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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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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