We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

05/03/2024  ± 2 days

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 · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500hour
31 Foot SeaRay from Cayman
Powerboats in Rum Point · 8 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
$425hour
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
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
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
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
43FT Wellcraft Portifino in Grand Cayman
Powerboats in George Town · 8 guests

43FT Wellcraft Portifino in Grand Cayman

New
$325hour
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
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
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

Top Destinations Nearby

Cayman Islands Reviews

  1. LD

    Lisa

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

    Absolute perfect day with Bibi!! He let us make our own itinerary and stay at each place as long as we wanted. He made our experience so memorable! Thank you Bibi!!

  2. JH

    Jason

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

    Great time- we were able to hit five different stops plus a quick dinner. Highly recommend booking with Bibi!

  3. 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.

  4. Christy

    Christy

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

    Captain BiBi made our private charter the best experience! The attention to detail and safety was amazing. We will be back BiBi !!

  5. Emily

    Emily

    Snorkeling in West Bay, Grand Cayman

    GREAT experience!! We had 18 people, and the boat and crew were perfect. We literally couldn’t have asked for a better boat or crew. Thank you Jedd, Elvis, and Jordan!

  6. 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!