Grand Cayman · PRIVATE BOAT CHARTERS

Private Boat Charters in Grand Cayman: The 15 Best Hires

33 tours  ·  from $2,000

A charter is priced for the boat, not the head, so the sums change the moment there are four of you. These 15 compare hull size, how many hours you get and whether the crew will run the early sandbar slot.

Private, luxury, custom charters to Stingray City, Snorkeling & More - Stingray City and the Southern Stingrays
Grand Cayman Tours, Private, Private Boat Charters, Snorkeling Tours, Stingray City Tours, Tour Reviews, VIP

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

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

★★★★★★★★★★5.0 · 488 reviews Our pick

Take a private Grand Cayman boat charter for up to eight people, with stops chosen around your interests. Swim with Southern Stingrays at Stingray City, visit Starfish Point, snorkel near Rum Point, or choose an evening Bio Bay trip. Captains such as Kyle, Noah, Marcel, Lars, and Andrew are praised for safety, local insight, and family-friendly help.

“My husband and I an amazing charter on this trip. The crew was friendly, knowledgeable and accommodating. Highly recommend. Definitely got a lot out of the trip being that it was a personal charter- stingray city is a must! Don't hesitate to book this charter!”

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Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling - Snorkeling the reefs around Grand Cayman
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Private Charter 34ft Express Cruiser Stingay City Reef Snorkeling

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

★★★★★★★★★★5.0 · 179 reviews

Captain Jason and his crew take your private group around Grand Cayman aboard the 34-foot Escape Hatch. Swim with southern stingrays at Stingray City, snorkel among tropical fish, visit Starfish Point, and add Rum Point, fishing, or a waterside lunch on longer charters. The boat has shade, a flybridge, drinks, snorkeling gear, and a restroom.

“Our group of 10 for a bachelorette had the best time. Jason took us to Stingray City, Starfish Point, and two snorkeling spots - one where we even saw a huge eel. Both Jason and Kenny were MVPs and made the day very special for us. Can't recommend this trip enough!”

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Stingray City, Star fish Point and Snorkeling Private Boat Tour - Snorkeling with space to spread out
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Stingray City, Star fish Point and Snorkeling Private Boat Tour

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

★★★★★★★★★★5.0 · 174 reviews

Spend about four hours on a private boat from the Cayman Islands Yacht Club with a captain such as Omar, Dean, Jeffrey, or Chris. You’ll visit Stingray City, snorkel, stop at Starfish Point, and have time for lunch at Rum Point. Gear, drinks, snacks, and transfers may be included, while photos cost extra.

“Best part of our trip! Omar was awesome getting stingrays for our girls to hold & kiss. The kids were super nervous at first & he was very patient until they came around. It was also incredible beating the crowds watching other boats crammed full of ppl who might get 30secs with one. Going private on your own time is definitely the way to go! We also loved the snorkeling. Finishing out with tons of starfish hanging out was the perfect ending. Absolutely incredible & highly recommend. Bring extra cash for pictures. Amai was super sweet & got some great shots of our family enjoying the day.”

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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

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

★★★★★★★★★★5.0 · 171 reviews

From Camana Bay Harbor, a captain and two-person crew take your private group of up to six to Stingray City and nearby marine sites. Swim with southern stingrays, visit Starfish Point, and snorkel with gear provided. Canyon and Mark are named guides associated with the trip, while the crew adjusts the outing to your pace within four hours.

“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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Private Boat Tours: Customize Your Grand Cayman Adventure! - Choosing the right reef stop
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Private Boat Tours: Customize Your Grand Cayman Adventure!

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

★★★★★★★★★★5.0 · 118 reviews

Captain James, Mark, or another local Caymanian guide takes your private group of up to six around Grand Cayman by boat. Choose a two to six hour plan with Stingray City, snorkeling, Starfish Point, Rum Point, Kaibo Beach Club, and the glowing waters of Bio Bay. Bottled water is included, while meals and towels are not.

“James is fantastic! The experience was incredible! Every part of the evening was perfect. I would do this over and over.”

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Half Day Private Boat Charter in Grand Cayman - Stingray Sandbar, the main event
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Half Day Private Boat Charter in Grand Cayman

6.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 for four hours on Grand Cayman’s water. Expect Stingray Sandbar, Starfish Point, reef snorkeling, a GoPro, drinks, and a flexible route that can include a beach bar or restaurant.

“Total professional. Friendly, safe, communicative, first rate captain, comfortable boat. Mark is knowledgable and easy going. Perfect day on the water”

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Stingray City Experience Plus Two Snorkeling spots Private Boat - What the three to four hours look like
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Stingray City Experience Plus Two Snorkeling spots Private Boat

7.Stingray City Experience Plus Two Snorkeling spots Private Boat

★★★★★★★★★★5.0 · 79 reviews

Take a private boat from the Cayman Islands Yacht Club with captain Humberto, Shawn, or Elton. Swim with stingrays, visit Starfish Point, snorkel at Rum Point and a reef or Coral Gardens, and set the pace for your group of up to eight. Snacks, drinks, stingray food, and snorkel gear are included.

“We had a fantastic time and Umberto was excellent and great fun He showed us the amazing stingrays, star fish and 2 other super snorkelling sights Thank you Umberto for giving us amazing memories”

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Half-Day Private Stingray City Charter in Cayman Islands - From Cayman Islands Yacht Club to North Sound
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Half-Day Private Stingray City Charter in Cayman Islands

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

★★★★★★★★★★5.0 · 76 reviews

Spend 3.5 hours aboard a private Grand Cayman boat with a captain such as Pryce, Price, Luke, or Andrew. Meet stingrays at Stingray City, snorkel near the sandbar, and visit Starfish Point. Snorkel gear, life jackets, water, snacks, and stingray food are provided, with hotel transfers available.

“10 STARS !!! This was the best decision for our cruise stop in Grand Cayman! Price (our captain) was an AMAZING host- he picked up us close to the ship, and drove us directly to the boat! We went to stingray city, starfish beach, and snorkeled around the reefs. He was knowledgeable, patient, and so fun to share the experiences with. He had everything we needed on board, and the ship was comfortable for our family of all ages! Would hands down book again- we LOVED it! Thank you!!”

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Private Charter 28ft Grady White. Stingrays, Snorkeling, Starfish - At Stingray City, the animals are the main event
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Private Charter 28ft Grady White. Stingrays, Snorkeling, Starfish

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

★★★★★★★★★★5.0 · 71 reviews

Spend four hours aboard a private 28-foot Grady White with a local captain at Stingray City, a coral reef, and Starfish Point. Your captain handles the gear, explains stingray safety and marine life, and guides you in the water. The route is customizable, with a six-hour option for lunch and extra snorkeling.

“Jason and Kenny were great! We had a wonderful time! We beat the heard boats from the 5 cruise ships in port!”

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Private, Guided Boat Charters in The Cayman Islands - Stingray City, with time to get comfortable
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Private, Guided Boat Charters in The Cayman Islands

10.Private, Guided Boat Charters in The Cayman Islands

★★★★★★★★★★4.5 · 65 reviews

Take a private four-hour boat charter from Grand Cayman with a local captain such as Liam, Mark, Eduardo, or Dion. Build your own day around Stingray City, Starfish Point, reef snorkeling, Rum Point, Kaibo, or evening bioluminescence. Gear, life jackets, ice, and a Bluetooth sound system are included.

“As most people have commented about their experience, this company is unreliable. Most people were stood up, we weren’t, they communicated with us about 2 hours before the trip to cancel it citing boat issues. Thankfully we were able to find something else at short notice. But based on our experience and other people who have posted their reviews, I would not recommend it.”

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Cayman Private Luxury Charters - Stingray City, Snorkel, & More - Starfish Point keeps the day easy and family-friendly
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Cayman Private Luxury Charters – Stingray City, Snorkel, & More

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

★★★★★★★★★★5.0 · 52 reviews

Book a private Grand Cayman boat charter with Caymanian captains such as Cody, James, Mark, or Koby. Choose a 2 to 6 hour route to Stingray City, Coral Gardens, Starfish Point, a beach club, or a bioluminescent tour. The boat takes up to 8 people for $800, with snorkel gear available by request.

“Hands down the best part of our 4 day trip with a group of friends. Koby and Thomas are the coolest Captains on the sea. I never thought in a million years I would swim with a stingray. Koby and team made us feel comfortable and showed us the ropes.”

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Private Half-Day Charter to Stingray City, Starfish Point and Snorkeling Tour - Meeting the stingrays at Stingray City
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Private Half-Day Charter to Stingray City, Starfish Point and Snorkeling Tour

12.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 12 to 15-foot snorkeling site. A 25-foot Sea Ray, gear, drinks, life jackets and stingray food are included. Captains such as Tyrell, Willis, John and Jonathan can adjust the route to your group.

“Everything! The captain and first mate we’re phenomenal, well prepared, personable and extremely knowledgeable during the entire experience. 12/10 would recommend to anyone looking to charter a private experience in Grand Cayman!”

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Stingray City and Snorkeling Private Charter - Your first stop at Stingray City
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Stingray City and Snorkeling Private Charter

13.Stingray City and Snorkeling Private Charter

★★★★★★★★★★5.0 · 47 reviews

Captain Cody and the Stay Salty Charters team take your private group into Grand Cayman’s clear waters for stingrays, starfish, snorkeling, and local wildlife. The roughly three-hour trip can be shaped around your group, with captains such as Mark, Deon, Eduardo, and Eddie adjusting stops for children, non-swimmers, and guests who want quieter water.

“We had a great day out on the water with Captain Cody! As a born and raised Caymanian, he is incredibly knowledge, as well as friendly and personable. He tailored our experience to exactly what we wanted. I would highly recommend anyone looking to charter to do so with Cody!”

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4 hour Private Boat charter to Stingray City, Snorkeling and More - Starfish Beach brings a slower final stop
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4 hour Private Boat charter to Stingray City, Snorkeling and More

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

★★★★★★★★★★5.0 · 47 reviews

Spend four hours on a private Grand Cayman boat for up to 10 people, with Stingray City, Coral Gardens, Starfish Beach, and optional mangroves or Rum Point. Crews such as Jordan, Jay, Eric, Luke, and Pryce tailor the route to your group. Snorkel gear, drinks, food for the stingrays, and a restroom are included.

“We had a family group of seven and Captain Eric did a great job making sure we were all comfortable and having a great time. He tailored our trip to what we wanted to do and it worked out so well. Highly recommend.”

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Private boat charter in Grand Cayman - Snorkeling with gear already onboard
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Private boat charter in Grand Cayman

15.Private boat charter in Grand Cayman

★★★★★★★★★★5.0 · 39 reviews

Captain Justin takes your private group of up to six around Grand Cayman for four hours aboard a dual console Boston Whaler Vantage. Choose from Stingray City, snorkeling, Starfish Point, a mangrove cruise, or lunch at Kaibo. Water, soda, gear, life jackets, a cooler, shower, and GoPro photos are included.

“The BEST! Perfect day on the water with a very knowledgeable boat owner. Justin gave us a great tour of his home island! Stingrays, snorkeling, starfish-we would love to do it again!”

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