Cayman Islands · CRUISES & BOAT TOURS

The 15 Best Boat Trips in the Cayman Islands

22 tours  ·  from $35

Half of this island only makes sense from the water. The 15 below run from a two-hour sunset sail to a full day across the North Sound, each priced and clear about how much swimming time you get.

Stingray City, Star fish Point and Snorkeling Private Boat Tour - Snorkeling with room to choose your pace
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Stingray City, Star fish Point and Snorkeling Private Boat Tour

1.Stingray City, Star fish Point and Snorkeling Private Boat Tour

★★★★★★★★★★5.0 · 174 reviews Our pick

Spend about four hours with Blue Ocean Tours visiting Stingray City, Starfish Point, and a snorkel site off Grand Cayman. Guides including Omar, Jeffrey, Dean, and Chris tailor the pace for your group, with hotel or marina pickup, snacks and drinks reported onboard, and a possible lunch stop at Rum Point.

“This tour was the highlight of our trip. Chris was a fantastic guide. He made sure we were always comfortable on the boat and enjoying our selves. We were able to see so much sea life and and beautiful scenery.”

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Private Boat Tours: Customize Your Grand Cayman Adventure! - Stingray City, the essential 45-minute stop
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Private Boat Tours: Customize Your Grand Cayman Adventure!

2.Private Boat Tours: Customize Your Grand Cayman Adventure!

★★★★★★★★★★5.0 · 118 reviews

Set your own Grand Cayman route aboard a private boat for up to six people. Captain James, Mark, and other local Caymanian captains can take you to Stingray City, reef snorkeling, Starfish Point, Rum Point, Kaibo, and Bio Bay on trips lasting two to six hours.

“It was an awesome experience! The captain was amazing and very knowledgeable about everything. It made our trip to the Cayman well worth it!”

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Half Day Private Boat Charter in Grand Cayman - Reef snorkeling at one or two chosen sites
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Half Day Private Boat Charter in Grand Cayman

3.Half Day Private Boat Charter in Grand Cayman

★★★★★★★★★★5.0 · 99 reviews

Captain Mark of Spindrift Charters takes your private group of up to six from Camana Bay into Grand Cayman’s clear coastal waters for four hours. Expect Stingray Sandbar, reef snorkeling, Starfish Point, marine-life lessons, drinks, gear, GoPro use, and a flexible route.

“Mark was great. He was waiting on us at the meetup spot with a friendly smile. He asked what we were wanting to do and we went from there. It was an amazing time spent with starfish, stingrays and we even a sea turtle. The snorkeling over the reef was stunning.”

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Stingray City Experience Plus Two Snorkeling spots Private Boat - Starting at the Cayman Islands Yacht Club
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Stingray City Experience Plus Two Snorkeling spots Private Boat

4.Stingray City Experience Plus Two Snorkeling spots Private Boat

★★★★★★★★★★5.0 · 79 reviews

Captain Humberto and the Blue Lobster Water Tours team take your private group from the Cayman Islands Yacht Club to Stingray City, Starfish Point, Rum Point, and a reef or Coral Gardens. Snorkel gear, drinks, snacks, and stingray food are included, with time and stop order adjusted to suit your group.

“Great guide! We were able to see a variety of fish in clear water and stingrays. He was flexible in our itinerary, meeting us at a dock closest to our condo in Northside and bringing us to see the stingrays after the large crowds had passed.”

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Private, Guided Boat Charters in The Cayman Islands - Stingray City with more room to breathe
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Private, Guided Boat Charters in The Cayman Islands

5.Private, Guided Boat Charters in The Cayman Islands

★★★★★★★★★★4.5 · 65 reviews

Book a private 23-foot StarCraft for up to eight people with local captains such as Liam, Mark, or Eduardo. Build your own four-hour route around Stingray City, Starfish Point, reef snorkeling, Rum Point, Kaibo, sunrise, or nighttime bioluminescence.

“It was just my husband and I and we had a great time. Liam was on time and so pleasant the entire time. I had asked to go to the stingrays, the starfish, turtles and coral gardens and indeed we did it all in a super chill Grand Cayman manor. We never felt rushed or crowded. Liam was knowledgeable and above all we felt very safe the entire time. We brought our own Snorkling masks but only because we chose to, otherwise Liam had all other gear ready for us.”

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4 hour Private Boat charter to Stingray City, Snorkeling and More - Stingray City: the moment most people book for
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4 hour Private Boat charter to Stingray City, Snorkeling and More

6.4 hour Private Boat charter to Stingray City, Snorkeling and More

★★★★★★★★★★5.0 · 47 reviews

Take a private four-hour boat from the Cayman Islands Yacht Club for Stingray City, Coral Gardens, and Starfish Beach. Your crew sets the pace, supplies snorkel gear and stingray food, and may add Rum Point, mangroves, or an evening bioluminescent bay trip.

“I would 100% recommend this trip if you have more than 5-6 people in your group! The boat was perfect for 8 people and we fit comfortably, we could've fit maybe 2-3 more. Our guide was great and very knowledgable. We went to Stingray city first, then snorkeling right near by, and ended with starfish beach. I've done Stingray City before on one of the large catamarans, and this was the way to do it. You're not dealing with a massive boat of 30+ people trying to crowd around and see the stingrays and you actually get time to enjoy it!”

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Private boat charter in Grand Cayman - Snorkeling with gear already on board
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Private boat charter in Grand Cayman

7.Private boat charter in Grand Cayman

★★★★★★★★★★5.0 · 39 reviews

Captain Justin takes your private group around Grand Cayman aboard a dual-console Boston Whaler Vantage. Build a four-hour outing around Stingray City, snorkeling, Starfish Point, a mangrove cruise, or Kaibo for lunch, with gear, drinks, a cooler, noodles, and GoPro photos included.

“Great afternoon boat trip!!! Would boom again!! Family and friends all had a wonderful time!! Thank you Justin”

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Private Boat Charter Snorkeling Stingray City or Bio Bay - The glow of Bioluminescent Bay
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Private Boat Charter Snorkeling Stingray City or Bio Bay

8.Private Boat Charter Snorkeling Stingray City or Bio Bay

★★★★★★★★★★5.0 · 36 reviews

Captain Mike of Cayboss Charters takes your private group of up to seven around Grand Cayman for a flexible 3 to 4-hour boat outing. Meet stingrays, swim at Starfish Point, visit Rum Point, or request the glowing waters of Bio Bay. Snorkel gear, water, safety equipment, and a cooler are included.

“It was amazing so surreal and enjoyable. Captain Mike was amazing. The whole family enjoyed it. The stingrays are so magnificent and the bioluminescence Bay was surreal.”

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Grand Cayman Kittiwake and Reef Sail - The USS Kittiwake stop, from the surface down
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Grand Cayman Kittiwake and Reef Sail

9.Grand Cayman Kittiwake and Reef Sail

★★★★★★★★★★4.5 · 27 reviews · from $123

Sail from Seven Mile Beach to two snorkel sites: the USS Kittiwake, sunk in 2011 with its top about 15 feet below the surface, and a living coral reef. Gear is included, drinks cost extra, and the afternoon departure leaves your morning free.

“Overall a good experience. The crew on the boat was friendly and helpful. The detractor is you really can’t see much of the Kittiwake when snorkeling. It was cloudy and too deep. When we moved to the reef fish were plentiful and only 8 feeRead more”

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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

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

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

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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Private Boat Charter in Cayman Islands - Stingray City in 30 minutes
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Private Boat Charter in Cayman Islands

11.Private Boat Charter in Cayman Islands

★★★★★★★★★★5.0 · 23 reviews

Take a private 27-foot Contender with a captain and deckhand to Stingray City, the Barrier Reef, Starfish Point, and Rum Point. The route can be adjusted for your group, with music, drinks, chips, and help in the water. Captain Oscar, Dylan, Dillon, and Al are among the crew named in guest feedback.

“We had a great captain who took us to see starfish and stingray. Highly recommend. Awesome charter with personal attention”

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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

12.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

13.Private Luxury Catamaran Tour to Stingray City and Snorkel

★★★★★★★★★★5.0 · 18 reviews

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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Party Boat Cruise - Stingray City, one hour with Grand Cayman’s famous animals
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Party Boat Cruise

14.Party Boat Cruise

★★★★★★★★★★5.0 · 18 reviews

Hire a private boat in Grand Cayman for about four hours of music, snacks, drinks, snorkeling, and stops such as Stingray City and Starfish Point. Carlos and Eric may host your group, and the route can be adjusted for your party. Pickup is available from Camana Bay.

“Carlos was an amazimg guide. He was very patient with the 6 children in our group and showed us an amazing time! My 6 year old niece says she coming back to the Cayman Islands to live when she gets older ! I think it was a trip highlight.”

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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

15.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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