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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,137 Reviews)

Page 43 of 141 • 3,369 listings

Sunset Cruise & Swim San Juan Bay Party Boat - Big Group from 7-12 passangers
Powerboats in San Juan · 12 guests

Sunset Cruise & Swim San Juan Bay Party Boat - Big Group from 7-12 passangers

5.0
$599/hour
Sailing and motor Catamaran for Cruising and Celebrations🎉Best 2025 Awards 🎉
Sailing in Uvero Alto · 30 guests

Sailing and motor Catamaran for Cruising and Celebrations🎉Best 2025 Awards 🎉

3.5
Superowner
Best of 2026
$100/hour
35' Sea Ray 320 Sundancer Yacht Charter for 12 Guests in Miami, Florida
Events in Miami · 12 guests

35' Sea Ray 320 Sundancer Yacht Charter for 12 Guests in Miami, Florida

5.0
$160+/hour
Luxury 41ft Island Boat for 20 Guests | Cartagena Private Charter
Powerboats in Cartagena · 20 guests

Luxury 41ft Island Boat for 20 Guests | Cartagena Private Charter

5.0
$778/day
Limited Availability
Marco Island Luxury Prestige 550 Flybridge Yacht With Flybridge 59ft
Events in Marco Island · 13 guests

Marco Island Luxury Prestige 550 Flybridge Yacht With Flybridge 59ft

4.9
$400/hour
55' Azimut + 2 FREE Jetskis in Miami, Florida
Events in Miami Beach · 13 guests

55' Azimut + 2 FREE Jetskis in Miami, Florida

5.0
Superowner
Best of 2026
$365/hour
Sleek & Stylish 23ft SeaRay: Your Dream Cruiser Awaits!
Powerboats in Boynton Beach · 8 guests

Sleek & Stylish 23ft SeaRay: Your Dream Cruiser Awaits!

5.0
$85+/hour
Meridian 381 Flybridge Yacht for Charter
Events in Miami Beach · 13 guests

Meridian 381 Flybridge Yacht for Charter

5.0
$155/hour
80ft Ferretti Jacuzzi Incredible Luxury Yacht In Miami!
Events in Miami · 26 guests

80ft Ferretti Jacuzzi Incredible Luxury Yacht In Miami!

4.6
Superowner
$500/hour
🏆BEST 2025🏆Family Party Boat with Slide for from 1 to 100 people in Punta Cana
Tours in Punta Cana · 100 guests

🏆BEST 2025🏆Family Party Boat with Slide for from 1 to 100 people in Punta Cana

3.7
Superowner
Best of 2026
$50/hour
Limited Availability
Key West 261 Billistic Center Console in Lighthouse Point
Powerboats in Lighthouse Point · 10 guests

Key West 261 Billistic Center Console in Lighthouse Point

5.0
$95+/hour
75' Aicon Luxury Motor Yacht In Miami, Florida!
Events in Miami · 26 guests

75' Aicon Luxury Motor Yacht In Miami, Florida!

4.5
Superowner
$400/hour
VanDutch 55 Motor Yacht Charter Anguilla | St Barths | St Martin
Events in Crocus Hill · 15 guests

VanDutch 55 Motor Yacht Charter Anguilla | St Barths | St Martin

5.0
$850/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
5⭐️ 2025 NEW 27FT FOUR WINNS HDO8 PARTY CRUISE BOAT W/RESTROOM
Powerboats in Sunny Isles Beach · 6 guests

5⭐️ 2025 NEW 27FT FOUR WINNS HDO8 PARTY CRUISE BOAT W/RESTROOM

5.0
$79+/hour
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
$602/hour
Beautiful 57' Lagoon Sailing Catamaran
Sailing in Road Town · 12 guests

Beautiful 57' Lagoon Sailing Catamaran

5.0
$900/hour
120'  SPECIAL WEEKDAY PROMOTION 🛥️🌴with jacuzzi
Events in Miami · 26 guests

120' SPECIAL WEEKDAY PROMOTION 🛥️🌴with jacuzzi

5.0
Superowner
$700/hour
Affordable Miami Deck Boat - 23' Hurricane | Sandbars, Cruising & Fun
Powerboats in Miami · 6 guests

Affordable Miami Deck Boat - 23' Hurricane | Sandbars, Cruising & Fun

New
$138/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
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
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

Caribbean Reviews

  1. Eric

    Eric

    Luxury 41ft Island Boat for 20 Guests | Cartagena Private Charter

    Victor was great in answering questions we had. The boat was nice and very clean. Edward and the captain were super cool and great! They negotiated prices for us gave us history on the islands and took us to the parties! I recommend you letting them negotiate prices for any water activities!! Hell of a good time! Cannot recommend them enough! NYC-NJ-Medellin had a blast in the Rosario islands 💪🏾👍🏽👌🏾🙌🏾

  2. DJ

    Derick

    🏆BEST 2025🏆Family Party Boat with Slide for from 1 to 100 people in Punta Cana

    Excellent private party boat. The crew was accommodating and fun. The fresh seafood was good and music keep the party going. Great photo opportunities as well. There is a photographer on the boat but comes with additional charges for access to his pics. You can take your own as well so there are options.

  3. Thomas

    Thomas

    5⭐️ 2025 NEW 27FT FOUR WINNS HDO8 PARTY CRUISE BOAT W/RESTROOM

    My wife and I had a great experience. The boat was the perfect size, and we really appreciated how Captain Alex consistently checked in to make sure we were good. Even before the trip, David reached out personally to answer any questions and address any concerns. They truly went above and beyond with their hospitality, making sure we had water and an amazing time.

  4. VL

    Valerie

    5⭐️ 2025 NEW 27FT FOUR WINNS HDO8 PARTY CRUISE BOAT W/RESTROOM

    We had a wonderful time on our recent outing with friends! The boat is brand new, extremely comfortable, and well-equipped. There were USCG-approved life jackets available for everyone on board, including the kids, which made us feel very safe. The trip started on time, and both the captain and the owner were fantastic, professional, friendly, and welcoming. A major bonus was the clean onboard bathroom, which was especially helpful for the kids. Parking was also, convenient and free. It was a fantastic experience, and I would absolutely recommend this service to others. We’re already planning to book again:)

  5. 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!

  6. 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.