Sailing

GRAND CAYMAN

5 Best Sailing Tours In Grand Cayman

The Grand Cayman shortlist.

The 5 most popular sailing tours in Grand Cayman. What each trip includes, who runs it, and what it costs.

5 Best Sailing Tours In Grand Cayman

Grand Cayman Catamaran Tour to Stingray City and Rum Point

Grand Cayman Catamaran Tour to Stingray City and Rum Point - Stingray City sandbar: what you actually do in the shallows

Stingray City Catamaran Sunset Tour

Stingray City Catamaran Sunset Tour - Where you start: Safehaven Marina and the easy return

2.Stingray City Catamaran Sunset Tour

4.5

2-hour sunset catamaran to Stingray City Sandbar from Safehaven Marina with squid feeding, holding, and kiss-the-rays fun plus drinks.

“What an unforgettable adventure with Acquarius Tours! Our guides went above and beyond to make sure we all felt comfortable and had the best time. Swimming with the stingrays was pure magic — easily the highlight of our Cayman vacation. We’ll cherish these memories forever and highly recommend this tour to anyone visiting!”

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Private Luxury Catamaran Tour to Stingray City and Snorkel

Private Luxury Catamaran Tour to Stingray City and Snorkel - Stingray City: Southern Stingrays, a 3-Foot Sandbar, and Clear Guidance

3.Private Luxury Catamaran Tour to Stingray City and Snorkel

5.0

Private 39-ft catamaran in Grand Cayman for Stingray City, Starfish Point, and Rum Point, with snorkel gear, water, and a small crew.

“When out for a Half-day trip that started around morning time and it did not disappoint. The staff makes you feel at home on the catamara. Stingray city was a blast and is even better than what you see online. Would rec to anyone look for a chill fun time!”

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Private Yacht 48 ft Sting Ray City, Snorkel & Starfish Beach

Private Yacht 48 ft Sting Ray City, Snorkel & Starfish Beach - Sea Cayman Boat Charters: Where You Meet and How Boarding Works

4.Private Yacht 48 ft Sting Ray City, Snorkel & Starfish Beach

5.0

Private 48-ft Sea Ray in Grand Cayman for Stingray City, snorkeling, Starfish Beach, mangroves, and jet ski time.

“Our boat captain and crew were amazing! My youngest daughter was scared of the stingrays so he let her get on his back and eventually she was brave enough to get in the water! All thanks to the crew! They were great with kids, full of great information on the island and wildlife and made…”

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Private 4 hour Catamaran Tour

Private 4 hour Catamaran Tour - Price and value: $1,499 per group can be a great deal or an expensive splurge

5.Private 4 hour Catamaran Tour

5.0

Private 4-hour Buccaneer catamaran in Grand Cayman with custom snorkeling, Stingray City, and Starfish Point—no shared boat.

“Super fun! Boat was perfect for our group of 14. We had enough time to enjoy snorkeling and the stingrays. Beautiful day with fantastic guides!”

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