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

1.Grand Cayman Catamaran Tour to Stingray City and Rum Point

Most Popular 4.5

Luxury 65-foot catamaran day trip to Stingray City and Rum Point from Seven Mile Beach, with pickup, snorkel gear, and beach time.

“Its fun and Redsail workers are very helpful.Lots of picture taking and relaxing time after the lovely Stingray adventure.Dont be afraid they are very gentle.”

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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.

“Go!!! It’s pretty amazing! Loved swimming and interacting with the sting rays. I would recommend this highly!”

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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.

“This was a great experience. Giving 4 stars rather than 5 because one of the reasons we choose this boat at this higher price point was because we were excited about the jet ski. We actually only had use of it for less than an hour, they sharRead more”

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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.

“This experience was the perfect complement to our time in GC. The mix of snorkeling, stingray and starfish interaction, and the relaxing boat ride were just the right mix for everyone to find something to enjoy!”

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