Sailing/Sunset Cruise

Cayman BioGlow Adventures

Cayman BioGlow Adventures Discover one of Grand Cayman’s most unforgettable experiences with Cayman BioGlow Adventures — a locally owned, family-run tour company offering intimate, small-group excursions through the island’s world-famous Bioluminescent Bay.  Step aboard your private charter and let Captain Stephen Ebanks and Captain Editson Powery, two friendly and knowledgeable Caymanian guides, lead you across the calm evening waters to where the ocean comes alive with natural blue-green light.  As your boat glides into the bay, every gentle movement of the water sets off a breathtaking sparkle — millions of microscopic organisms glowing beneath [...]

Cayman BioGlow Adventures2025-11-03T13:56:34+00:00

Cayman Islands Sailing Charters

Cayman Islands Sailing Charters If you’re dreaming of the perfect day on the Caribbean Sea, Cayman Islands Sailing Charters delivers it with ease and island charm.  Step aboard, Be Happy, you have your choice of a 46 foot Leopard Catamaran or a 37-foot Prout sailing catamaran, and let Captain Ben and his friendly crew show you the very best of Grand Cayman from the water.  Known for his easygoing personality, deep local knowledge, and genuine Cayman hospitality, Captain Ben customizes every trip to fit your mood—whether that’s a romantic sunset sail, a private family adventure [...]

Cayman Islands Sailing Charters2025-10-15T19:12:28+00:00

Cayman Offshore Adventures

Cayman Offshore Adventures Whether you intend to reel in the fish of a lifetime, or simply spend the day exploring Cayman's underwater wonders- Cayman Offshore Adventures holds the key to an amazing day on the water.  All charters are private, which means you only have to share the boat with the captain, mate and whoever you choose to invite.  This boils down to being able to do what you want, when you want and for as long as you want.  Feel free to combine multiple activities into one day.  You can spend the morning [...]

Cayman Offshore Adventures2024-01-11T17:45:33+00:00

Cayman Private Charters

Cayman Private Charters Many of my passengers love to rent a luxury yacht for special events, or just for a day or two to experience the best of the best to do on the sea. Plan a stingray island stop and snorkel a few other reefs, then boat to the other side of the island for lunch. Bill, the owner, is all about excellence. His philosophy is simple - his boats are yours for the day. Cayman Private Charters professional, friendly crew and staff share Bill and Bettina's passion for providing a superior luxury [...]

Cayman Private Charters2024-01-10T16:20:49+00:00

Cayman Vibes Water Sports

Cayman Vibes Water Sports Get ready to experience Cayman’s crystal-clear waters like never before! Cayman Vibes Water Sports is a locally owned and operated company known for their friendly captains, personalized service, and unforgettable adventures on the sea.  From exhilarating jet ski tours to relaxing private charters and encounters with the world-famous Stingrays, Cayman Vibes brings the perfect balance of fun, excitement, and island hospitality.  Whether you’re exploring Starfish Point, cruising through the mangroves, or soaking up the sun at Stingray City, their experienced local team ensures every trip is safe, smooth, and full [...]

Cayman Vibes Water Sports2026-01-01T20:00:08+00:00

Get Bent Charters

Get Bent Charters Get Bent Charters is a water sports charter company located in Grand Cayman, Cayman Islands.  They offer a wide array of water sports activities for tourists and locals alike.  From deep sea fishing to reef fishing, snorkelling, swimming with the stingrays, visiting starfish point, or just touring the island by boat.  Get Bent Charters is a family owned and operated company by Caymanians whose family history on the Islands dates back generations.  All activities offered are private which allows for five star service and unmatched quality throughout the Cayman Islands water [...]

Get Bent Charters2024-01-11T17:47:19+00:00

Next Level Charters

Next Level Charters A trip on the North Sound offers the perfect combination of adventure, relaxation, and fun — and Next Level Charters takes it all to the next level! Step aboard their sleek, luxurious Nimbus T9 vessel for a private charter experience designed just for you.  Whether you’re snorkeling the coral gardens, playing with stingrays, or watching the sunset with a chilled drink in hand, this is the day you’ll remember as the best of your vacation.  Your knowledgeable and friendly captain is a U.S. Coast Guard–licensed professional who’s CPR and First Aid certified [...]

Next Level Charters2026-03-01T22:08:24+00:00

Red Sail Dinner Cruise

Red Sail Dinner Cruise One of the most beautiful Grand Cayman sights is the stunning sunset in the western sky. Red Sail Sports has a huge variety of activities to choose from, but listening to the wind in the crisp sails, the water lapping against the bow, while dining under a thousand stars makes this dinner sunset sail a favorite and memorable activity. They have four 65’ luxury catamarans, the Spirit of Calypso can accommodate up to 70 passengers but for this special evening, they limit the number to just 32 passengers to allow [...]

Red Sail Dinner Cruise2020-01-03T01:31:42+00:00

Stingray Sailing

Stingray Sailing Set sail with Stingray Sailing, one of Grand Cayman’s most loved and highly rated experiences — and a proud Passenger Pick!  Step aboard this beautiful catamaran and let the calm Caribbean breeze guide you toward Stingray City, one of the island’s most magical encounters. Known for its small-group feel and personalized attention, Stingray Sailing is perfect for families, couples, and adventurers of all ages.  What truly sets them apart? Their thoughtful touch — a lily pad designed to help small children (or anyone a bit hesitant) feel safe and comfortable as they meet [...]

Stingray Sailing2025-11-30T20:36:07+00:00

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