Cayman Islands · SAILING

The 5 Best Sailing Trips in Grand Cayman

5 tours  ·  from $59

Sail here is a catamaran on flat water rather than a crossing. These 5 compare the reef sails, the sunset runs and the Kittiwake wreck stop on price, hours and what is poured on board.

Grand Cayman Catamaran Tour to Stingray City and Rum Point - Rum Point gives you a useful change of pace
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Grand Cayman Catamaran Tour to Stingray City and Rum Point

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

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

Cruise from Safehaven Marina to Stingray City and Rum Point on a 65-foot catamaran. You’ll stand in shallow water with southern stingrays, use included snorkeling gear, then enjoy about 2.5 hours at Rum Point. Pickup is available from four Seven Mile Beach resorts.

“Rum point is not a place you will want to swim the water is very brown and lots of seaweed there was way to much time spent at rum point”

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Stingray City Catamaran Sunset Tour - The Stingray City stop, about 45 minutes in the water
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Stingray City Catamaran Sunset Tour

2.Stingray City Catamaran Sunset Tour

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

Board the 50-foot Buccaneer Catamaran at Safehaven Marina for a two-hour sunset trip to Stingray City. Andrew, Pancho, and the crew help you feed and handle the stingrays, while non-swimmers can stay aboard. Soda, water, fruit punch, squid, life vests, and an onboard restroom are included.

“This was a fun relaxing way to visit Stingray City and avoid the crowds from the cruise ships. No frills, but an easy way to see the stingrays and enjoy a beautiful Caribbean sunset.”

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Private Luxury Catamaran Tour to Stingray City and Snorkel - Starfish Point trades action for quiet
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Private Luxury Catamaran Tour to Stingray City and Snorkel

3.Private Luxury Catamaran Tour to Stingray City and Snorkel

★★★★★★★★★★5.0 · 18 reviews Top rated

Take a private 39-foot Lagoon catamaran around Grand Cayman’s North Sound with a captain and guide. Meet Southern Stingrays in three feet of water, visit Starfish Point, snorkel the coral-rich barrier reef, and stop at Rum Point or Kaibo. Bring towels, drinks, and snacks.

“Amazing and caring crew and an incredible time on the boat. Everything was perfect from the start to the end. This was an experience of a lifetime.”

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Private Yacht 48 ft Sting Ray City, Snorkel & Starfish Beach - Why the 48-foot Sea Ray changes the day
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Private Yacht 48 ft Sting Ray City, Snorkel & Starfish Beach

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

★★★★★★★★★★5.0 · 17 reviews

Set out from Cayman Islands Yacht Club with Eric, Nate, or Cameron aboard a private 48-foot Sea Ray. Visit Stingray City, snorkel over coral in 8 to 10 feet of water, relax at Starfish Beach, and shape the four-hour trip around your group.

“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 gRead more”

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Private 4 hour Catamaran Tour - The Buccaneer Catamaran Ride
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Private 4 hour Catamaran Tour

5.Private 4 hour Catamaran Tour

★★★★★★★★★★5.0 · 15 reviews

Take the private Buccaneer catamaran from Safehaven Marina with Captain Jason and mate Deelan. Choose up to two snorkel stops, Stingray City, and Starfish Point, then set the pace for your group of up to 15.

“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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