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Browse Cayman Island Boat Rentals.

Page 1 of 118 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
$250hour
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
$225hour
New addition! Lagoon 450 Catamaran
Sailing in George Town · 35 guests

New addition! Lagoon 450 Catamaran

5.0
$500hour
31 Foot SeaRay from Cayman
Powerboats in Rum Point · 10 guests

31 Foot SeaRay from Cayman

5.0
$220hour
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
$375hour
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
$200hour
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

New
$300hour
Snorkeling in West Bay, Grand Cayman
Events in George Town · 85 guests

Snorkeling in West Bay, Grand Cayman

5.0
$1,000day
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
$300hour
40 ft Searay Sundancer in Grand Cayman
Events in George Town · 12 guests

40 ft Searay Sundancer in Grand Cayman

New
$325hour
28ft Grady White. Private Charter, Stingrays, snorkeling, Starfish and more!
Powerboats in West Bay · 8 guests

28ft Grady White. Private Charter, Stingrays, snorkeling, Starfish and more!

3.0
$225hour
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
$300hour
43FT Wellcraft Portifino in Grand Cayman
Powerboats in George Town · 8 guests

43FT Wellcraft Portifino in Grand Cayman

New
$325hour
33ft Express. Private Charter, Stingray City, Coral Reef Snorkeling, Starfish.
Tours in West Bay · 12 guests

33ft Express. Private Charter, Stingray City, Coral Reef Snorkeling, Starfish.

5.0
$225-$250hour
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
$250hour
Private Boat Cruise - Your Day Your Way
Powerboats in West Bay · 50 guests

Private Boat Cruise - Your Day Your Way

New
$300hour
The Ultimate Stingray City Tour
Tours in Rum Point · 15 guests

The Ultimate Stingray City Tour

New
$275-$300hour
Navigate your way to fun with us onboard 27ft Pursuit Dual Console Boat!
Fishing in George Town · 9 guests

Navigate your way to fun with us onboard 27ft Pursuit Dual Console Boat!

New
$300hour

Top Destinations Nearby

Cayman Islands Reviews

  1. 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.

  2. DP

    Daniella

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

    Wonderful host. Bibi was knowledgeable and spent time explaining each destination to us. We were given complimentary pop, water & drinks. There was even a washroom on board! We did not feel rushed at all. He was an amazing captain and host. I cannot wait for next time!

  3. JK

    Jill

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

    Ciral and Winston provided a fun day on the water for our family and friends. We fed stingrays, visited starfish point, and enjoyed some snorkeling. They provided water and sodas, while we brought sandwiches and snacks. It was great to have a small boat experience. Thank you, Ciral and Winston, for a fantastic day!

  4. PP

    Patrick

    Snorkeling in West Bay, Grand Cayman

    I rented a boat for over 40 people. The whole experience was excellent. If I ever go back to Grand Cayman, I would do it again.

  5. AA

    Allison

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

    We had a great day with Bibi and Julius, we were a group of 11 - 3 generations. All had a good time- the guys were knowledgeable and kind. Great with the sting rays.

  6. Lorie

    Lorie

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

    GREAT time! Bibi went above and beyond what we asked for. Communication was great and easy to find. Stingray Island was absolute blast with our group. You might pay a little more, but well worth it to book your own private boat and not be on an excursion with 100 other people.