Top 5 Sailing Trips in Grand Cayman

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

★★★★★★★★★★4.5 · 25 reviews · from $123Our pick

Review of Grand Cayman’s 5.5-hour catamaran trip to Stingray City and Rum Point, with tips on value, timing, swimming, pickup, and comfort.

“Alton made the trip memorable! He took the time to teach us about the sting rays and patient enough to get us comfortable being around them. The water was clear! Not too cold and not too hot. Drinks were available for sale on board. Spacious boat. Pick up and drop off was seamless.”

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2.Stingray City Catamaran Sunset Tour

★★★★★★★★★★4.5 · 23 reviews · from $59Best value

Review of Grand Cayman’s $59 Stingray City sunset catamaran tour, with stingray feeding, sunset views, family tips, timing, and value advice.

“Loved the two hour sunset cruise with one stop to swim with stingrays. Staff and crew were exceptional, fun and accommodating.”

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3.Private Luxury Catamaran Tour to Stingray City and Snorkel

★★★★★★★★★★5.0 · 18 reviews · from $2,250Top rated

Review of Grand Cayman’s private catamaran tour to Stingray City, Starfish Point, and Rum Point, with pricing, stops, tips, and value.

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

★★★★★★★★★★5.0 · 17 reviews · from $2,150

Review of Grand Cayman’s private 48-foot yacht tour, with Stingray City, snorkeling, Starfish Beach, crew service, costs, and booking advice.

“Nathan and Eric were fantastic. We absolutely loved the accommodations on boat and the entire family enjoyed it very much. Thank you and we will be back.”

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5.Private 4 hour Catamaran Tour

★★★★★★★★★★5.0 · 15 reviews · from $1,499

Review of Grand Cayman’s private 4-hour catamaran charter, with snorkeling, Stingray City, Starfish Point, pricing, tips, and FAQs.

“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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