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Browse Cayman Island Boat Rentals.

Page 1 of 122 listings

Charter with captain Bibi in Grand Cayman (bigger capacity boat)
Powerboats in George Town · 35 guests

Charter with captain Bibi in Grand Cayman (bigger capacity boat)

5.0
$250/hour
Navigate your way to fun with us!
Powerboats in George Town · 9 guests

Navigate your way to fun with us!

5.0
$200+/hour
31ft Chaparral Yacht Charter from Cayman
Events in Rum Point · 10 guests

31ft Chaparral Yacht Charter from Cayman

4.9
$200+/hour
Instant Book
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
Fishing in West Bay · 12 guests

Charters with Captain Bibi on a 30ft powerboat in Grand Cayman

5.0
$225/hour
New addition! Lagoon 450 Catamaran
Sailing in George Town · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500/hour
Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands
Sailing in West Bay · 15 guests

Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands

5.0
$350/hour
40 ft Searay Sundancer in Grand Cayman
Events in George Town · 12 guests

40 ft Searay Sundancer in Grand Cayman

5.0
$350/hour
A 8-Guests Cobalt boat 252  Bowrider for Charter in George Town, Cayman Islands
Powerboats in West Bay · 8 guests

A 8-Guests Cobalt boat 252 Bowrider for Charter in George Town, Cayman Islands

5.0
$200/hour
Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands
Sailing in George Town · 20 guests

Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands

5.0
$425/hour
31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman
Powerboats in George Town · 9 guests

31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman

5.0
$300/hour
Stingray City and Snorkeling Coral Gardens
Powerboats in West Bay · 10 guests

Stingray City and Snorkeling Coral Gardens

New
$200/hour
Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands
Powerboats in George Town · 8 guests

Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands

5.0
$288+/hour
Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft
Events in West Bay · 12 guests

Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft

5.0
$225+/hour
Instant Book
45ft Sea Ray Sundancer Luxury Tour in Grand Cayman
Powerboats in George Town · 15 guests

45ft Sea Ray Sundancer Luxury Tour in Grand Cayman

New
$400/hour
 Private Yacht Charters, Enjoy The Beautiful Cayman Waters in Comfort.
Events in George Town · 8 guests

Private Yacht Charters, Enjoy The Beautiful Cayman Waters in Comfort.

5.0
$375/hour
40' Motor Yacht Charter - Friendly North Sound Exploration, Swim, Snorkel, Relax
Events in George Town · 10 guests

40' Motor Yacht Charter - Friendly North Sound Exploration, Swim, Snorkel, Relax

5.0
$250/hour
Private Custom Charter - 28ft Grady - Stingrays, snorkeling, Starfish, tubing.
Tours in West Bay · 8 guests

Private Custom Charter - 28ft Grady - Stingrays, snorkeling, Starfish, tubing.

New
$200+/hour
Private Yachting & Adventure Tours in Paradise
Events in West Bay · 25 guests

Private Yachting & Adventure Tours in Paradise

New
$350+/hour
Experience the ultimate blend of luxury and relaxation, Enjoy The Caribbean Sun
Events in George Town · 10 guests

Experience the ultimate blend of luxury and relaxation, Enjoy The Caribbean Sun

New
$350/hour
Private Boat Charter - Stingray City, Coral Gardens, Starfish Point, & many more
Powerboats in West Bay · 10 guests

Private Boat Charter - Stingray City, Coral Gardens, Starfish Point, & many more

New
$200/hour
Instant Book
The Ultimate Stingray City Tour
Tours in Rum Point · 15 guests

The Ultimate Stingray City Tour

New
$275+/hour
Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise
Sailing in West Bay · 12 guests

Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

5.0
Snoozed - Active 10 Aug 2026

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Cayman Islands Reviews

  1. Michelle

    Michelle

    31ft Chaparral Yacht Charter from Cayman

    We had an incredible time visiting Stingray City and snorkeling! From start to finish, the experience was seamless, professional, and full of unforgettable moments. The crew was friendly, knowledgeable, and clearly passionate about what they do. They made us feel safe and welcome right away, and their enthusiasm was contagious. They provided great instructions and fun facts about the stingrays, which made interacting with these amazing creatures even more special. Stingray City was everything we hoped for – surreal, thrilling, and beautiful. Getting to stand in crystal-clear water surrounded by gentle stingrays was a once-in-a-lifetime moment. Afterward, the snorkeling stop was just as amazing. The water was so clear, and we saw tons of colorful fish and coral. The guides even pointed out hidden sea life we would have missed on our own. The boat was clean, spacious, and well-equipped with everything we needed. It felt like a private, VIP experience. Whether you’re a first-timer or a seasoned snorkeler, this tour is a must-do in Grand Cayman. Highly recommend – they delivered an experience we’ll never forget!

  2. RR

    Run

    Charter with captain Bibi in Grand Cayman (bigger capacity boat)

    Captain BiBi was great and provided drinks and ice for our group of 30 people, including children and one wheelchair person. We snorkels, swim with stingray, swim with starfish and top it off with bioluminescence bay. We had a great time and we were not rush on any of the spots. Highly recommended. We would definitely do it again! Cheers!

  3. VK

    Violet

    Charter with captain Bibi in Grand Cayman (bigger capacity boat)

    Bibi was so great! We got to see so much more and with less crowds than if we booked an excursion with a big tour company. Bibi was kind, safe and very communicative about what to expect and how to stay safe at each stop. We had a range of ages with us from kids to grandparents and everyone had a great day. It was also less expensive than booking an excursion for 11 people. Definitely a great value and I would book again! I am a travel advisor and would feel confident booking Bibi for my clients. Thank you Bibi!

  4. BL

    Bradley

    Charter with captain Bibi in Grand Cayman (bigger capacity boat)

    Bibi checked every box possible, great communicator, fair value, and perfect experience. I could not have asked for more and I am very critical. He took five families (27people) today to all three spots stingray, snorkel, and starfish. We had the perfect amount of time at each place. Everyone was impressed and happy as a stingray with squid. Book him here and now, I really think you can’t do better and I researched a lot.

  5. Brett

    Brett

    Charter with captain Bibi in Grand Cayman (bigger capacity boat)

    Captain Bibi took our family of 12 on an amazing trip from Camana Bay to snorkeling, Stingray City, and Starfish Point. He is a great captain and was very informative and knowledgeable, he even helped our little ones catch fish at the stops! Definitely recommend, 5 stars and do not miss!!

  6. Suzanne

    Suzanne

    Charter with captain Bibi in Grand Cayman (bigger capacity boat)

    Captain Bibi is the best boat captain in Grand Cayman. He is truly a stingray whisperer and knows the best places to go for whatever you want to see. We saw (and kissed) stingrays. Saw turtles, starfish and lots of other fish. He dropped us at a lovey restaurant and we still made it back to the cruise ship in plenty of time. See you next time.