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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,223 Reviews)

Page 44 of 142 • 3,390 listings

Stunning 65' Luxury Azimut for any Occasion
Events in Punta Cana · 25 guests

Stunning 65' Luxury Azimut for any Occasion

5.0
Superowner
Best of 2026
$599/hour
Beautiful 57' Lagoon Sailing Catamaran
Sailing in Road Town · 12 guests

Beautiful 57' Lagoon Sailing Catamaran

5.0
$900/hour
Private Charter boat 41ft Center Console for 20 People in Cartagena
Powerboats in Cartagena · 20 guests

Private Charter boat 41ft Center Console for 20 People in Cartagena

5.0
Superowner
$720/day
120'  SPECIAL WEEKDAY PROMOTION 🛥️🌴with jacuzzi
Events in Miami · 26 guests

120' SPECIAL WEEKDAY PROMOTION 🛥️🌴with jacuzzi

5.0
Superowner
$700/hour
💥 55' Azimut + 1 FREE Extra Hour in Cartagena, Colombia 💥
Events in Cartagena · 18 guests

💥 55' Azimut + 1 FREE Extra Hour in Cartagena, Colombia 💥

New
Superowner
Best of 2026
$162/hour
Instant Book
36' Twin Vee Ocean Cat for 12 People in Charlotte Amalie - Full/Half Day Charter
Powerboats in St. Thomas · 12 guests

36' Twin Vee Ocean Cat for 12 People in Charlotte Amalie - Full/Half Day Charter

5.0
$213/hour
Limited Availability
40' Stefan Decker in El Cortecito
Events in El Cortecito · 40 guests

40' Stefan Decker in El Cortecito

4.0
Superowner
Best of 2026
$17/hour
Limited Availability
Luxury 42' Regal Flybridge | Miami Skyline, Sandbar & Sunset Cruises
Events in Miami · 13 guests

Luxury 42' Regal Flybridge | Miami Skyline, Sandbar & Sunset Cruises

5.0
$175/hour
Spend Half Day on the Water with 31' Powerboat in St. Thomas w/Holiday Discount
Powerboats in St. Thomas · 12 guests

Spend Half Day on the Water with 31' Powerboat in St. Thomas w/Holiday Discount

4.6
$213/hour
🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025 Winners TOTALLY PRIVATE 🎉
Powerboats in Uvero Alto · 150 guests

🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025 Winners TOTALLY PRIVATE 🎉

4.0
Superowner
Best of 2026
$50/hour
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
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
😎☀️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
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
$2,221+/day
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
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
Fishing Trip San Juan Bay - Bertram 70' Sportfisherman Yacht
Fishing in San Juan · 6 guests

Fishing Trip San Juan Bay - Bertram 70' Sportfisherman Yacht

New
$700+/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

Caribbean Reviews

  1. KC

    Kristen

    Stunning 65' Luxury Azimut for any Occasion

    Book this trip immediately! This was my first time booking on this site and I could not be more thrilled with my experience. This team took great care of my group of 13 and helped to make our outing the trip of a lifetime. The team communicated well from the moment I sent my inquiry, and they were punctual and attentive. Our captain was amazing and took us to see some amazing parts of DR. The team also helped us with barbecuing and kept our beverages flowing. Hoping to make my way back to DR and I will absolutely book with this team again!

  2. JJ

    Jasmine

    36' Twin Vee Ocean Cat for 12 People in Charlotte Amalie - Full/Half Day Charter

    We had the best time! Scott and his queen AKA the co-captain, were such a great time. They made us feel comfortable immediately and made sure we enjoyed every minute we had out on the water. The boat was clean and spacious and is perfect for a group celebration. I look forward to the next visit! I will definitely want to book again.

  3. David

    David

    Luxury 42' Regal Flybridge | Miami Skyline, Sandbar & Sunset Cruises

    Private dock. Outstanding communication, answered texts within minutes. The best yacht I have been on yet with getmyboat. This is a 2020 Regal. Everything is new and in perfect condition. 2 bathrooms and interior air conditioning. Powerful sound system. Underwater color changing lights. The price is very reasonable. I recommend taking the yacht out one hour prior to sunset. Go down the Miami River and see the vintage Miami Vice scenes. Then take the yacht out towards the downtown area and see the city lights, cruise ships, and islands. High recommend a drop of at Joia Beach for dinner. Harvy the owner and his brother are a fantastic team. Calm relaxed and friendly.

  4. KB

    Ken

    Spend Half Day on the Water with 31' Powerboat in St. Thomas w/Holiday Discount

    Our afternoon with Rowan was a complete delight. He was incredibly knowledgeable of the area, friendly and funny,tailored the itinerary to our needs, and provided us with an experience, including swimming with the giant sea turtles, that each of a family members will remember always. His boat was fast, comfortable and perfect for a swim, snorkel and beach adventure in St. Thomas and nearby St. John.

  5. 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!

  6. 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.