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George Town, Cayman Islands Boat Rentals - 2025

Page 1 of 111 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
New addition! Lagoon 450 Catamaran
Sailing in George Town · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500/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
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
 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
Instant Book
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
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
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
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
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

George Town Reviews

  1. r

    ron martin

    Navigate your way to fun with us!

    We booked a private trip for Bio Bay with Dillan. The entire trip was amazing. Dillan was very personable and great at communicating, and he even offered to pick us up at Rum Point which was much closer to where we stayed. The boat was beyond nice, and the stereo system in the boat was unbelievable. We started by first going to Starfish Point where we had plenty of time to see the starfish and sunset, then we were the first boat to arrive at Bio Bay, and Bio Bay was a highlight of our trip. We could not say enough good things about our trip with Dillan and would highly recommend it to anyone!

  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. Ricardo

    Ricardo

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

    We had a beautiful private tour of the island, filled with various adventures. Our guide was very helpful and knowledgeable about the area. My fiancé and I loved the experience and definitely recommend it!

  5. AE

    Alyssa

    Navigate your way to fun with us!

    Captain D was super responsive from beginning to end. He was willing to work with us on our itinerary. He and his First Mate, Jaron, were knowledgeable and very accommodating. They got as excited as we did when a fish was on and made every effort to keep getting bigger fish. We had a GIANT barracuda on within the first 30 minutes of our cruise and continued with some Jack fish, Mahi-Mahi and a shark! Great day, we will recommend and use Captain D again.

  6. 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.