Cayman Islands · GRAND CAYMAN BOAT CHARTERS

The 15 Best Private Boat Charters in Grand Cayman

22 tours  ·  from $2,000

A charter buys the hull, the captain and the schedule, quoted for the party rather than per person. The 15 below are compared on boat size, hours and what the crew throws in before you have to ask.

Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling - Stingray City: the main event in waist-deep water
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Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling

1.Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling

★★★★★★★★★★5.0 · 179 reviews Our pick

Take a private 34-foot cruiser from Yacht Drive with Captain Jason, Zach, Kenny, or another local crew member. Feed stingrays at Stingray City, snorkel over coral reefs, visit Starfish Point, and add Rum Point or a waterside lunch on longer charters.

“Captain Jason and crew were fabulous. Had to dodge some rain but they did an amazing job. Plus, they had the most incredible underwater camera and shared the most beautiful pictures.”

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Private Stingray City and Snorkeling Half Day Charter for 6 Guest - Stingray City: the hour everyone remembers
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Private Stingray City and Snorkeling Half Day Charter for 6 Guest

2.Private Stingray City and Snorkeling Half Day Charter for 6 Guest

★★★★★★★★★★5.0 · 171 reviews

Set out from Camana Bay Harbor with a captain and two-person crew for up to four hours on a private boat. Swim with southern stingrays, visit Starfish Point, snorkel at Coral Gardens, and shape the day around your group. Canyon and Mark are among the guides associated with this service.

“This tour was great. Canyon and Mark knew all the spots and how to miss the crowds. It was great to be in control of where we went and how long we stayed. They were also very patient with our 3 9-year olds. I would recommend this as the absolute best way to see Cayman.”

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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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Half-Day Private Stingray City Charter in Cayman Islands - Meeting the stingrays at the North Sound sandbar
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Half-Day Private Stingray City Charter in Cayman Islands

4.Half-Day Private Stingray City Charter in Cayman Islands

★★★★★★★★★★5.0 · 76 reviews

Spend 3.5 hours aboard a private boat from the Cayman Islands Yacht Club with up to nine companions. Captain Pryce and other Islandlife Watersports guides take you to Stingray City, Starfish Point, and a nearby reef, with snorkel gear, water, snacks, life jackets, and stingray food included.

“An absolutely wonderful day and experience with Andrew. His love of his home island and joy in sharing it with us was amazing. We would do this again!”

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Private Charter 28ft Grady White. Stingrays, Snorkeling, Starfish - Stingray City, the main event
Grand Cayman Boat Charters, Grand Cayman Tours, Private, Snorkeling, Starfish Point Tours, Tour Reviews

Private Charter 28ft Grady White. Stingrays, Snorkeling, Starfish

5.Private Charter 28ft Grady White. Stingrays, Snorkeling, Starfish

★★★★★★★★★★5.0 · 71 reviews

Take a private 28-foot Grady White from Grand Cayman to Stingray City, a coral reef, and Starfish Point. Your captain handles the boat, safety, and marine-life guidance while you choose the stops. The four-hour trip suits families and small groups, with lunch and extra snorkeling possible on the six-hour option.

“Great experience and tour with Mark and Kenny. They did a fantastic job accommodating us. Would definitely recommend.”

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Private Half-Day Charter to Stingray City, Starfish Point and Snorkeling Tour - Starfish Point: a gentler stop
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Private Half-Day Charter to Stingray City, Starfish Point and Snorkeling Tour

6.Private Half-Day Charter to Stingray City, Starfish Point and Snorkeling Tour

★★★★★★★★★★5.0 · 48 reviews

Take a private 3.5-hour boat trip from Cayman Islands Yacht Club to Stingray City, Starfish Point, and a coral-reef snorkeling stop. Captains such as Tyrell, Willis, Jonathan, and Garone tailor the outing for your group of up to six, with shade, gear, drinks, and stingray food included.

“We had a fantastic experience with Caribbean Time Watersports. Captain Willis was wonderful! The weather wasn't great leaving the seas a bit rough but we still got to do a little snorkeling. 4 of the 6 of us had been to Stingray City before but this was a way better experience. We each got to hold the stingray and it was amazing. We also got to hold some starfish at starfish point. We highly recommend this charter and this company! Enjoy.”

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Stingray City and Snorkeling Private Charter - The opening stop: meeting the stingrays
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Stingray City and Snorkeling Private Charter

7.Stingray City and Snorkeling Private Charter

★★★★★★★★★★5.0 · 47 reviews

Captain Cody and the Stay Salty team take your private group of up to six to Stingray City, starfish grounds, and clear-water snorkeling spots. The three-hour charter can be adjusted for children, cautious swimmers, cruise schedules, and quieter locations, with gear, flotation devices, water, and stingray food included.

“We had a perfect day on and in the water with Captain Eduardo! Made three stops with different goals at each, and our whole crew of 5 was super happy! Captain Eduardo helped us avoid the heaviest crowds. This was one of several excursions during our cruise, and everyone in our party says this was their favorite!”

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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

8.4 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

9.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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Half-Day Private Stingray City Charter - Grand Cayman - BTC - Coral Gardens in 8 to 10 feet of water
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Half-Day Private Stingray City Charter – Grand Cayman – BTC

10.Half-Day Private Stingray City Charter – Grand Cayman – BTC

★★★★★★★★★★5.0 · 36 reviews

Captain Glenn or Shane takes your private group of up to eight from Yacht Drive to Stingray City, Coral Gardens, the Barrier Reef, and Starfish Point. Plan on about three hours with snorkel gear, drinks, snacks, and a close look at Grand Cayman’s marine life.

“Sting Ray City lives up to the hype. Glen did a great job introducing the kids to the rays. Snorkeling at Rum Pointe was also fantastic. Great trip, very professionally done. Black Tip Charters staff was top notch.”

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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

11.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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Private Stingray City Snorkeling and BioBay Charter for 6 Guests - A short boat-charter pause before the evening
Cayman Bioluminescent Bay Tours, City Tours, Grand Cayman Boat Charters, Grand Cayman Tours, Private, Snorkeling, Stingray City Tours, Tour Reviews

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

12.Private Stingray City Snorkeling and BioBay Charter for 6 Guests

★★★★★★★★★★5.0 · 34 reviews · from $2,000Best value

Set out from Camana Bay at 2:30 pm with a private captain and two-person crew. Visit Starfish Point and Stingray City, watch the sunset, then swim through Cayman’s glowing BioBay. Snorkel gear, flotation vests, towels, showers, ice, and bottled water are provided.

“We had a fantastic and memorable time. Hunter and David were professional and we enjoyed our tour to all three locations.”

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Grand Cayman Half-Day Private Charter - Choosing the right two stops
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Grand Cayman Half-Day Private Charter

13.Grand Cayman Half-Day Private Charter

★★★★★★★★★★4.5 · 23 reviews

Spend four hours on a private Grand Cayman charter with a skipper and crew. Choose two stops, such as Stingray City and Coral Gardens, then swim, snorkel, meet stingrays, or relax on shore. Pickup, snorkeling gear, snacks, local beer, rum punch, soda, and hotel or port drop-off are included.

“Amazing! Excellent Crew. Would Highly Recommend!! Took a family of 15 and everyone had a great time!!”

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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

14.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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Private Charter Reef fishing, Stingray City, Snorkel, Mangroves - Stingray City begins the adventure
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Private Charter Reef fishing, Stingray City, Snorkel, Mangroves

15.Private Charter Reef fishing, Stingray City, Snorkel, Mangroves

★★★★★★★★★★5.0 · 16 reviews

Captain Mike’s private Cayboss Charters trip lets your group of up to seven set the pace around Grand Cayman. You can fish the reef, meet stingrays, snorkel, visit Starfish Point and Rum Point, explore mangroves, and see bioluminescence, with gear, water, ice, and a cooler included.

“We had an AMAZING time! Captain Michael was so knowledgeable and friendly. He knew all the great spots to go to and gave us an experience of a lifetime. I would hands down recommend booking a charter with him. Time went by so fast…if Read more”

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New in Grand Cayman Boat Charters

★ 5.0Private Stingray City Snorkeling and BioBay Charter for 10 Guests5 reviews

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Explore Grand Cayman

Pick a stretch of water, a cave, or a bar at the end of a dock.

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