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.

Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 31 of 141 • 3,368 listings

82ft  Luxury Sunseeker Predator with 2 Jet Skis included
Events in Miami · 13 guests

82ft Luxury Sunseeker Predator with 2 Jet Skis included

New
Superowner
Best of 2026
$500/hour
Popular 25' Private Party Cruise in Fort Lauderdale - 12 Passengers
Powerboats in Fort Lauderdale · 12 guests

Popular 25' Private Party Cruise in Fort Lauderdale - 12 Passengers

5.0
$171/hour
***1 HR FREE***35ft Luxury Party Boat by Bentley Yachts
Events in Miami Beach · 10 guests

***1 HR FREE***35ft Luxury Party Boat by Bentley Yachts

4.2
Superowner
$177+/hour
2020 Sea Water Pontoon Boat Rental in Miami Beach, Florida
Powerboats in Sunny Isles Beach · 10 guests

2020 Sea Water Pontoon Boat Rental in Miami Beach, Florida

4.8
Superowner
Best of 2026
$200/hour
Two level boat with slide Party Catamaran
Powerboats in El Cortecito · 100 guests

Two level boat with slide Party Catamaran

4.5
Superowner
Best of 2026
$100/hour
2020 21ft Sportsman Open Platinum 212
Powerboats in Boynton Beach · 6 guests

2020 21ft Sportsman Open Platinum 212

5.0
$95/hour
Casa de Campo Pearson 40' for Fishing And Beach Trips!
Events in La Romana · 9 guests

Casa de Campo Pearson 40' for Fishing And Beach Trips!

New
$1,300/day
Punta Cana Deep Sea Fishing – Private 4H Charter from Cap Cana
Fishing in Punta Cana · 8 guests

Punta Cana Deep Sea Fishing – Private 4H Charter from Cap Cana

1.0
$171/hour
Instant Book
Luxury 51ft Sea Ray Private Yacht Charter in Miami | Up to 13 Guests
Events in Miami · 13 guests

Luxury 51ft Sea Ray Private Yacht Charter in Miami | Up to 13 Guests

5.0
$140/hour
Luxury 55ft Flybridge Yacht in Biscayne Bay
Events in Miami · 13 guests

Luxury 55ft Flybridge Yacht in Biscayne Bay

5.0
$180/hour
Private Key West Charter: Sandbar, Snorkel, Sunset & Reef
Powerboats in Key West · 8 guests

Private Key West Charter: Sandbar, Snorkel, Sunset & Reef

5.0
$142+/hour
Yacht Celebration!/AC Walk-In Restroom & Kitchen on Board!
Powerboats in Miami · 12 guests

Yacht Celebration!/AC Walk-In Restroom & Kitchen on Board!

5.0
$69+/hour
New Luxury Bentley Pontoon for 10 People in Miami Beach, Florida
Powerboats in Sunny Isles Beach · 10 guests

New Luxury Bentley Pontoon for 10 People in Miami Beach, Florida

5.0
$100/hour
Awesome Sea Ray Sundancer 51’ Yacht for Charter
Events in Fajardo · 10 guests

Awesome Sea Ray Sundancer 51’ Yacht for Charter

5.0
$600/hour
KIMBARA 🏆THE BEST YACHT & CREW IN CATALINA ISLAND 🏝️ 😎☀️
Water Sports in La Romana · 70 guests

KIMBARA 🏆THE BEST YACHT & CREW IN CATALINA ISLAND 🏝️ 😎☀️

5.0
Superowner
Best of 2026
$15/hour
Luxury Voyage – 55ft Sea Ray 330 Motor Yacht Charter, Miami River
Events in Miami · 13 guests

Luxury Voyage – 55ft Sea Ray 330 Motor Yacht Charter, Miami River

5.0
Superowner
Best of 2026
$100/hour
Instant Book
Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.
Sailing in Nassau · 26 guests

Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.

4.4
$607+/hour
🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025 Awards TOTALLY PRIVATE 🎉
Powerboats in Ensanche La Fé · 100 guests

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

5.0
Superowner
Best of 2026
$150/hour
Exclusive Private boat rental to any occasion in punta cana🥳
Events in El Cortecito · 30 guests

Exclusive Private boat rental to any occasion in punta cana🥳

New
Superowner
Best of 2026
$10/hour
Sea Ray 33ft Motor Yacht for 13 people
Events in Miami · 13 guests

Sea Ray 33ft Motor Yacht for 13 people

5.0
Superowner
Best of 2026
$80/hour
Best Seawater Pontoon Boat Rental in Miami for up to 10 peoples
Powerboats in Miami · 10 guests

Best Seawater Pontoon Boat Rental in Miami for up to 10 peoples

5.0
Superowner
Best of 2026
$200/hour
Enjoy Miami In Beautiful Azimut 44ft!!!
Events in Miami Beach · 13 guests

Enjoy Miami In Beautiful Azimut 44ft!!!

5.0
Superowner
Best of 2026
$142+/hour
Party Like Never Before: Your Exclusive Full-Day Yacht Bash in Punta Cana!
Events in Punta Cana · 80 guests

Party Like Never Before: Your Exclusive Full-Day Yacht Bash in Punta Cana!

2.7
Superowner
Best of 2026
$15/hour
Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla
Caribbean · 28 guests

Luxury Private Charter - 50ft Pajot Catamaran | St Martin - Anguilla

5.0
$3,100/day

Caribbean Reviews

  1. CS

    Camila

    Two level boat with slide Party Catamaran

    We had a wonderful experience on Dolly’s boat! The boat was big and clean, and the slide was a fun addition! The crew was extremely attentive to us and made sure we had the best time snorkeling and at the natural pool. The fruit served was fresh and the drinks were cold, and the dance they did with us at the end was so fun! Would definitely recommend this group for a private catamarán tour in punta Cana!

  2. GT

    Greg

    Private Key West Charter: Sandbar, Snorkel, Sunset & Reef

    David was a great host. No surprise charges and very accommodating in all aspects. Captain Dustin and Christina were very knowledgeable on local spots to avoid the wind and were great to hang out with for the day. We would highly recommend spending a day touring with them.

  3. Ashley

    Ashley

    Awesome Sea Ray Sundancer 51’ Yacht for Charter

    Hands down our favorite part of the trip to Puerto Rico was a day at sea on Sandra’s boat! Everything was amazing! The boat is really nice and spacious. The music sounded great, the captain was very accommodating and overall we had the best time! Will def book again next time we’re in Puerto Rico!

  4. SS

    Shahdad

    Awesome Sea Ray Sundancer 51’ Yacht for Charter

    If you are looking for an awesome day on the water, with a beautiful yacht and awesome crew don't hesitate on booking with Sandra! Communication was excellent before our arrival, location was clear and this made for a perfect day on the water. Our captain Omar and Sergio were great guys! Made for great memories on our trip to PR. Thank you! A+

  5. CS

    Cara

    Awesome Sea Ray Sundancer 51’ Yacht for Charter

    10/10 would recommend. We chartered this boat for a morning trip to Icacos. From the moment I sent an inquiry, Sandra and her team were communicative and answered every question. On the day of our trip, our crew was amazing and attentive. Everyone was so nice. Our bachelorette had a great time! We all loved the floating mat and playing our music with access to the Bluetooth.

  6. CS

    CaSondra

    Awesome Sea Ray Sundancer 51’ Yacht for Charter

    My group had an amazing time! We were celebrating my daughter’s 21st birthday and the crew assisted immensely in making our experience unforgettable! I would recommend this boat to everyone! Everything was clean, prepared, and just as presented online! The customer service was exceptional from communication the day prior to ensure a seamless experience from arrival to departure.