Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Cayman Islands Boat Rentals & Yacht Charters - 2026

All the Cayman Islands Listings

Page 1 of 225 listings

Cruise, Chill & Soak Up Paradise – Private Boat Tour Experience
Powerboats in George Town · 9 guests

Cruise, Chill & Soak Up Paradise – Private Boat Tour Experience

4.9
$200+/hour
31ft Chaparral Yacht Charter from Cayman
Events in George Town · 10 guests

31ft Chaparral Yacht Charter from Cayman

4.9
$200+/hour
Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
Sailing in West Bay · 20 guests

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

5.0
$400/hour
Lagoon 450F Catamaran
Sailing in George Town · 30 guests

Lagoon 450F Catamaran

5.0
$500/hour
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
Fishing in George Town · 12 guests

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

5.0
$225/hour
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
40 ft Searay Sundancer in Grand Cayman
Events in George Town · 12 guests

40 ft Searay Sundancer in Grand Cayman

5.0
$350/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
Offshore Thrills on a 32ft Regulator – Reel in the Adventure!
Fishing in George Town · 10 guests

Offshore Thrills on a 32ft Regulator – Reel in the Adventure!

New
$400/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
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
45ft Sea Ray Sundancer Luxury Tour in Grand Cayman
Powerboats in George Town · 15 guests

45ft Sea Ray Sundancer Luxury Tour in Grand Cayman

5.0
$400/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
Snorkeling in West Bay, Grand Cayman
Powerboats in George Town · 85 guests

Snorkeling in West Bay, Grand Cayman

5.0
$250/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
48ft Sea Ray Sundancer Private Charter in Grand Cayman, Cayman Islands
Events in George Town · 14 guests

48ft Sea Ray Sundancer Private Charter in Grand Cayman, Cayman Islands

New
$525/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
Wildlife Tour in West Bay - Swim and Snorkel With Stingrays!
Tours in West Bay · 80 guests

Wildlife Tour in West Bay - Swim and Snorkel With Stingrays!

New
$1,800/day
Grand Cayman Reef Snorkeling Tour – Private Boat Experience
Tours in West Bay · 12 guests

Grand Cayman Reef Snorkeling Tour – Private Boat Experience

New
$250/hour
Grand Cayman Stingray City, Snorkel & Starfish Point Beach Visit
Powerboats in West Bay · 10 guests

Grand Cayman Stingray City, Snorkel & Starfish Point Beach Visit

New
$225/hour
46ft Newton Private Boat Cruise In Cayman Islands - Your Day Your Way!
Powerboats in West Bay · 45 guests

46ft Newton Private Boat Cruise In Cayman Islands - Your Day Your Way!

New
$300/hour
2008 Wellcraft Scarab Boat for Eco & Fishing Charters!
Powerboats in North Sound Estates · 8 guests

2008 Wellcraft Scarab Boat for Eco & Fishing Charters!

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

The Ultimate Stingray City Tour

New
$275+/hour
Private Luxury Charter to Stingray City in Grand Cayman
Tours in George Town · 8 guests

Private Luxury Charter to Stingray City in Grand Cayman

New
$300/hour

Top Destinations Nearby

Cayman Islands Reviews

  1. LL

    Laura

    Lagoon 450F Catamaran

    5 stars all around! Boat is beautiful and clean! We had a wonderful time with Capt Dean and Dulian. Will 100% book this experience with them next time we are in GC.

  2. JB

    Jordan

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

    Bibi and his boat were perfect for our very large group. We had plenty of room, and so much flexibility that isn’t offered on bigger party boats. He was kind, punctual, and informative. It was a stress free day - exactly what you want on the island.

  3. r

    ron martin

    Cruise, Chill & Soak Up Paradise – Private Boat Tour Experience

    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!

  4. AE

    Alyssa

    Cruise, Chill & Soak Up Paradise – Private Boat Tour Experience

    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.

  5. DE

    Dana

    Cruise, Chill & Soak Up Paradise – Private Boat Tour Experience

    Dillan was fantastic at communication before our trip. We did a bio bay/starfish point evening charter and then a 5 hour morning sting ray city/snorkel charter with him. His boat was well maintained and clean. He was professional and knowledgeable. We had a fantastic experience and would recommend him to anyone!

  6. TM

    Tina

    Cruise, Chill & Soak Up Paradise – Private Boat Tour Experience

    Booked for a 6 hour tour. Visited stingray city (a must), snorkeled, looked at million dollar homes(so fun) had a great lunch then ended the day with a stop at Starfish beach. It was a fabulous day. On a side note, left my wallet on the boat and Dillan brought it to us even after we told him we would meet him. We actually booked a day fishing with them after this trip, would recommend 100%!