Boat Charters in Cayman Islands: 15 on the Shortlist

1.Private, luxury, custom charters to Stingray City, Snorkeling & More

★★★★★★★★★★5.0 · 488 reviews Our pick

Take a private boat for up to eight people around Grand Cayman’s North Sound. Your captain and guide, often including Kyle, Noah, Marcel, Lars, or Andrew, can shape the trip around Stingray City, Starfish Point, Rum Point, reef snorkeling, mangroves, or Bio Bay. The boat includes snorkel gear, a cooler, Wi-Fi, Spotify, daybeds, and a freshwater shower.

“Graeme, Marcel and Noah are so awesome! We had the BEST time swimming with stingrays, holding starfish and riding on their boat! They have all 5 star reviews, never less and now I know why! So glad we booked with them, it was a perfect day!!!”

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

★★★★★★★★★★5.0 · 179 reviews

Take a private 34-foot cruiser from Yacht Drive with up to 12 people, a captain and first mate, snorkeling gear, drinks, and a restroom. Spend 3, 4, 6, or 8 hours visiting Stingray City, Starfish Point, and reef sites near Rum Point. Captains such as Jason, Zach, Kenny, and Drew can adjust the day for swimming, fishing, photos, or lunch.

“Our original charter day had to be rescheduled due to inclement weather but communication and ease for this was great. Our day on the boat was the highlight of our trip! Our three kids had the best time. The boat team pointed out all marine life while snorkeling and made it a very special experience for them. Will book again when we visit next!”

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

★★★★★★★★★★5.0 · 171 reviews

Book a four-hour private boat from Camana Bay for up to six people, with a captain and two-person crew. You can visit Starfish Point, swim with southern stingrays at Stingray City, and snorkel near Coral Gardens. Canyon and Mark are among the guides associated with this trip, which includes gear, towels, water, and a cooler.

“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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4.Half Day Private Boat Charter in Grand Cayman

★★★★★★★★★★5.0 · 99 reviews

Captain Mark takes your private group of up to six from Camana Bay for four hours on Grand Cayman’s water. Expect Stingray Sandbar, Starfish Point, one or two snorkeling sites, and a flexible plan that may include mangroves or a beach bar. Gear, water, sodas, a GoPro, and six local beers are included.

“We booked the 4 hour tour and went to starfish point, snorkeling at a reef, and stingray city. Mark was a great host. He educated us on the marine life, but also let us explore on our own. He was the perfect balance with conversation (very friRead more”

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

★★★★★★★★★★5.0 · 76 reviews

Spend 3.5 hours on a private boat from Cayman Islands Yacht Club, visiting Stingray City, Starfish Point, and a nearby reef. Captain Pryce is often requested for his easy manner, water skills, and patience with children. Snorkel gear, life jackets, water, snacks, and stingray food are provided.

“We were a family group of 9 adults. We had Pryce as our captain and guide… He was personable, friendly, and knowledgeable. This, (by far) was our favorite excursion. The boat was clean, had plenty of safety equipment and life-vests. Snorkeling masks and fins were provided as well as ice cold water. The transportation we were picked up in was air-conditioned and in excellent shape. I was very hesitant to book this excursion because I did not know anything about this company or the Cayman Islands… But please lay every worry you have to rest. This is a reputable company that took us to stingray bay, starfish point, and snorkeling…”

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

★★★★★★★★★★5.0 · 71 reviews

You’ll cruise Grand Cayman aboard a private 28-foot Grady White with a local captain, stopping at Stingray City, a coral reef, and Starfish Point. The captain provides snorkeling gear, safety help, marine life information, and local history. The four-hour trip suits groups of up to eight and can be customized.

“The tour was fun. The guides weren't the most talkative or helpful during the trip but they were friendly. Sting ray city is awesome and the guides were helpful with the kids and getting them to hold the rays.”

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7.Private, Guided Boat Charters in The Cayman Islands

★★★★★★★★★★4.5 · 65 reviews

Captain Mark, Liam, Eduardo, or another local guide takes your private group of up to eight around Grand Cayman for about four hours. Build your own route around Stingray City, Starfish Point, reef snorkeling, Rum Point, Kaibo, sunrise, or nighttime bioluminescence. Gear, lifejackets, ice, and a Bluetooth sound system are provided.

“It was a fun trip with the family. The original boat we rented was broke so they sent us a smaller boat. Was a little disappointing but still enjoyed our day”

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8.Cayman Private Luxury Charters – Stingray City, Snorkel, & More

★★★★★★★★★★5.0 · 52 reviews

Join Caymanian captains Cody, James, Mark, or other Island Charter crew members for a private Grand Cayman boat trip. Choose two to six hours of Stingray City, snorkeling, Starfish Point, a beach club stop, or bioluminescent water. Bring drinks aboard, request snorkel gear, and shape the day around your group.

“Booking this private charter was the best decision we made for our trip to Grand Cayman. Mark was our guide and I can’t thank him enough for his knowledge of the island, level of engagment during the tour, and for his commitment to Read more”

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

★★★★★★★★★★5.0 · 48 reviews

You’ll cruise Grand Cayman aboard a shaded 25-foot Sea Ray with a captain and guide such as Tyrell, Willis, John, or Jonathan. The 3.5-hour private charter visits Stingray City, Starfish Point, and a 12 to 15-foot snorkeling site, with room to adjust the plan, bring food, or request a different stop.

“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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10.Stingray City and Snorkeling Private Charter

★★★★★★★★★★5.0 · 47 reviews

Captain Cody and fellow Stay Salty Charters captains take your private group into Grand Cayman’s clear waters for stingrays, starfish, snorkeling, and fish spotting. The three-hour trip can be adjusted for children, cautious swimmers, and crowd levels, with equipment, flotation gear, water, and stingray food included.

“Eddie did a great job with our family charter. Very knowledgeable and friendly! The stingrays were the highlight!”

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

★★★★★★★★★★5.0 · 47 reviews

Spend about four hours on a private Grand Cayman boat with a captain and crew, visiting Stingray City, Coral Gardens, and Starfish Beach at your own pace. Snorkel in 8 to 10 feet of clear water, feed stingrays, or request mangroves, Rum Point, or an evening bioluminescent bay trip. Boats hold up to 10 people.

“The Sting Ray experience was great! They switched captains on us the day of, so the person I communicated with was not our driver/captain that showed up. The driver/captain was late to pick us up, the Ritz Carlton had to call them to cheRead more”

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12.Private boat charter in Grand Cayman

★★★★★★★★★★5.0 · 39 reviews

Captain Justin takes your private group of up to six from Cayman Islands Yacht Club aboard a Boston Whaler Vantage. Build a four-hour outing around Stingray City, snorkeling, Starfish Point, a mangrove cruise, or lunch at Kaibo. Water, gear, life jackets, a cooler, shower, and GoPro photos are included.

“This customized excursion was absolutely outstanding. Our party was so excited during the excursion and have raved about the personalized experience for days! Justin from Barefoot Charters was a great tour guide and ship Captain!!!”

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

★★★★★★★★★★5.0 · 36 reviews

Spend about three hours on a private Black Tip Charters boat with Captain Glenn and crew member Shane. Visit Stingray City, Coral Gardens, the Barrier Reef, and Starfish Beach, with snorkeling gear, drinks, snacks, and local island stories included. The private setup lets your group enjoy Grand Cayman at its own pace.

“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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14.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. Choose Stingray City, Starfish Point, Rum Point, or a guided bioluminescent bay visit. Snorkel gear, safety equipment, water, cooler, shower, and Bluetooth stereo are included.

“We booked this to avoid crowds and to maximize what we could see and it did not disappoint! Captain Mike was great! He knew the island well and helped us choose what to do. We knew we wanted to do Stingray City and Starfish Point. WRead more”

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

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

You’ll cruise from Camana Bay with a private captain and guide for up to six people, stopping at Starfish Point, Stingray City, and Bioluminescent Bay. Snorkel gear, flotation vests, water, towels, and onboard showers are provided. Hunter and David are named guides on one highly praised outing.

“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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