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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,137 Reviews)

Page 44 of 141 • 3,369 listings

Premium Islamorada Boat Rental | 29' Grady-White Freedom
Powerboats in Islamorada · 8 guests

Premium Islamorada Boat Rental | 29' Grady-White Freedom

5.0
$125+/hour
Awesome and Spacious Sea Ray 55’ 2009 Motor Yacht Rental in Fajardo, Puerto Rico
Events in Fajardo · 12 guests

Awesome and Spacious Sea Ray 55’ 2009 Motor Yacht Rental in Fajardo, Puerto Rico

5.0
$800/hour
Sunfish Boat Tours- Bonita Springs, Estero Bay, Fort Myers Beach
Tours in Bonita Springs · 6 guests

Sunfish Boat Tours- Bonita Springs, Estero Bay, Fort Myers Beach

5.0
$130/hour
😎☀️Wedding/Bachelors/ Birthday Yacht 😎☀️ !
Powerboats in Bávaro · 80 guests

😎☀️Wedding/Bachelors/ Birthday Yacht 😎☀️ !

4.0
Superowner
Best of 2026
$100/hour
Explore Miami with the Sea Ray 29ft Deck Boat - 2022!
Powerboats in Miami Beach · 10 guests

Explore Miami with the Sea Ray 29ft Deck Boat - 2022!

New
Superowner
Best of 2026
$260/hour
Limited Availability
40ft Fort Lauderdale Tiki Party Boat | BYOB, Bathroom, Up to 22
Events in Fort Lauderdale · 22 guests

40ft Fort Lauderdale Tiki Party Boat | BYOB, Bathroom, Up to 22

5.0
$319+/hour
39 ft Nor Tech Center Console Rental in Captiva Island
Powerboats in Captiva · 6 guests

39 ft Nor Tech Center Console Rental in Captiva Island

5.0
$200/hour
All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths
Caribbean · 12 guests

All-inclusive Luxury Private Charter - Power Cat - St Martin/Anguilla/St Barths

5.0
$2,218+/day
Discover Luxury: 60ft Azimut Flybridge In Miami!
Events in Miami Beach · 13 guests

Discover Luxury: 60ft Azimut Flybridge In Miami!

New
Superowner
Best of 2026
$306/hour
Instant Book
68' Galeon Motor Yacht for Up to 13 people
Events in Key Biscayne · 13 guests

68' Galeon Motor Yacht for Up to 13 people

New
Superowner
Best of 2026
$1,181/hour
Elegant 2018 Sea Ray 48 Motor Yacht in Miami for 13 Guests
Events in Miami · 13 guests

Elegant 2018 Sea Ray 48 Motor Yacht in Miami for 13 Guests

New
Superowner
Best of 2026
$200/hour
Instant Book
Party Boat San Juan Bay Swim & Cruise Day Tours - Groups from 7 to 12 passengers
Events in San Juan · 12 guests

Party Boat San Juan Bay Swim & Cruise Day Tours - Groups from 7 to 12 passengers

New
$599/hour
 26’ Sea Ray Sundeck for 11 people, In Miami, Florida
Powerboats in Miami · 11 guests

26’ Sea Ray Sundeck for 11 people, In Miami, Florida

5.0
Superowner
$100/hour
Fort Lauderdale Largest Pontoon Charter - 53' - Up to 49 Guests
Powerboats in Fort Lauderdale · 49 guests

Fort Lauderdale Largest Pontoon Charter - 53' - Up to 49 Guests

5.0
$650/hour
Fishing charter in a 46' private yacht Panama City,  Panama
Events in Panama City · 16 guests

Fishing charter in a 46' private yacht Panama City, Panama

5.0
$475/hour
Instant Book
 56' Aicon Motor Yacht to Saona Island and Natural Pool for 15 People
Events in Bávaro · 12 guests

56' Aicon Motor Yacht to Saona Island and Natural Pool for 15 People

New
$455/hour
Beautiful Azimut Italian yacht 55’ Flybridge
Events in Dania Beach · 12 guests

Beautiful Azimut Italian yacht 55’ Flybridge

5.0
$290+/hour
Enjoy 52ft Formula Yacht in Miami
Events in Miami · 13 guests

Enjoy 52ft Formula Yacht in Miami

New
Superowner
Best of 2026
$260/hour
Instant Book
60 Amazing Sea Ray in Miami, Florida!
Events in Miami Beach · 12 guests

60 Amazing Sea Ray in Miami, Florida!

5.0
Superowner
$240/hour
2023 NEW Custom 43 Limited Edition | Ultra Luxury with Wifi
Powerboats in Cartagena · 8 guests

2023 NEW Custom 43 Limited Edition | Ultra Luxury with Wifi

5.0
$188/hour
⭐⭐⭐Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience
Events in Miami · 13 guests

⭐⭐⭐Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience

5.0
$210/hour
Instant Book
Enjoy 21ft Monterey in Cape Coral (minimum 3 days rental)
Powerboats in Cape Coral · 8 guests

Enjoy 21ft Monterey in Cape Coral (minimum 3 days rental)

5.0
$175+/day
Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana
Powerboats in Punta Cana · 18 guests

Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana

4.6
Superowner
$190/hour
Full Day Aboard MV Hydra Luxury Power Catamaran
Powerboats in St. Thomas · 12 guests

Full Day Aboard MV Hydra Luxury Power Catamaran

5.0
$1,795/day

Caribbean Reviews

  1. KL

    Kris

    Premium Islamorada Boat Rental | 29' Grady-White Freedom

    We had an incredible experience renting from Serge! From start to finish, the process was simple and seamless. Serge was professional, responsive, and extremely accommodating—he made sure everything was clear and easy for us, which we really appreciated. The boat itself was exactly what we were looking for: clean, in great condition, and ran perfectly. It was the perfect setup for getting a group of friends out on the water together. We’re already looking forward to our next outing and fully intend to rent with Serge again in the future. Highly recommend!

  2. RO

    Rebecca

    Premium Islamorada Boat Rental | 29' Grady-White Freedom

    The GW was perfect for us. We needed a boat large enough to take out 7 people but also capable of being comfortable for our elderly family members. The boat was very clean and taken care of. Todd was helpful at the dock with showing how to work everything. We had a great day on the water. I would certainly rent again the next time we come down to the Keys for vacation.

  3. Laura

    Laura

    Sunfish Boat Tours- Bonita Springs, Estero Bay, Fort Myers Beach

    Perfect boat day with Nick. He provided detailed instructions for pick up and drop off and was on time. The boat was clean and comfortable for our party of 4. Nick provided a cooler with ice, waters, beach chairs and toys. He even had can koozie’s to keep our drinks cold. I also appreciated his attention to safety. We will definitely book with Nick again.

  4. Joseph

    Joseph

    39 ft Nor Tech Center Console Rental in Captiva Island

    We had an awesome day out on the water with Captain Rob on his NorTech 340. He took us to Sanibel, Ft. Myers Beach, and then up the Caloosahatchee River for lunch. The boat was super clean, fast, and comfortable—and definitely a head-turner. Rob was great—super easygoing, knew the area really well, and made the whole trip fun and relaxed. He pointed out cool spots along the way and gave us some local history that made it more than just a boat ride. If you’re looking for a fun day on the water with a solid captain and an incredible boat, I’d definitely recommend him. We’ll be booking with him again for sure.

  5. KH

    Katie

    39 ft Nor Tech Center Console Rental in Captiva Island

    Rob was an amazing captain—knowledgeable, friendly, and fun! The boat was perfect, and he took us to great spots as visitors. We saw SO many dolphins that bigger tour groups even started following us! Truly an unforgettable trip. Can’t recommend him enough!

  6. Amanda

    Amanda

    39 ft Nor Tech Center Console Rental in Captiva Island

    Robert was quick to respond to all of my questions and communicate about our trip. Even with bad weather coming our way, he touched base to make sure we knew what the day would look like and checked to make sure we were okay with going on the boat ride. From the start of the trip until the end we had a great experience. We were looking to tour Sanibel island in hopes of moving there. Robert and his son Alec were knowledgeable about the spots to go, areas to avoid, great fishing areas etc. the boat was extremely well cared for, great ride and exactly as pictures show. Ice/cooler we’re provided for our group. Looking forward to using his services in the future.