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.

Explore More

From attractions to local businesses, explore a taste of what the Cayman Islands has to offer below. 

Cayman Diving Ltd

Cayman Diving provides the ultimate dive experience right from the…

Watersports - Diving
Read More

DiveTech Ltd.

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

Watersports - Diving
Read More

Kittiwake Shipwreck & Artificial Reef

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

Watersports - Diving
Read More

Robert Soto’s Watersports

Whether you wish to hang with our local celebrity southern…

Watersports - Charters
Read More

Mainstay Sailing

Private sailing charters aboard Caymans finest catamarans. From a…

Watersports - Charters
Read More

Seasports Diving

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

Watersports - Diving
Read More

Don Foster's Dive Cayman Ltd

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

Watersports - Diving
Read More

Cayboss Charters

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

Watersports - Charters
Read More

Fish and Cruise Cayman

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

Watersports - Charters
Read More

kk's Sunshine Luxury Charters

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

Watersports - Charters
Read More

Cayman Five Star Charters Limited

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

Watersports - Charters
Read More

SURFSIDE BEACH LTD T/A SURFSIDE CHARTERS

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

Watersports - Charters
Read More

Go Pro Cayman Ltd

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

Watersports - Diving
Read More

SeeVentures

Private charter for North Sound reef snorkeling, Sandbar, Starfish…

Watersports - Charters
Read More

Black Tip Charters

Black Tip Charters is family owned company operated by native…

Watersports - Charters
Read More

Lobster Pot Dive Center, The

5 Star PADI Dive Training Center offering everything from a beginner…

Watersports - Diving
Read More