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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,615 Reviews)

Page 56 of 1483,530 listings

Charter Sea Ray in Charlotte Amalie
Events in St. Thomas · 12 guests

Charter Sea Ray in Charlotte Amalie

5.0
$875+/day
40 ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40 ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/hour
Saona Island Private Group
Powerboats in La Altagracia · 80 guests

Saona Island Private Group

New
Superowner
Best of 2026
$800/day
Inshore 3/4 Day Fishing Charter in Naples, Florida with Captain Tim
Fishing in Naples · 6 guests

Inshore 3/4 Day Fishing Charter in Naples, Florida with Captain Tim

New
$134/hour
37ft Luxury Yacht in Los Corales, Dominican Republic
Events in Bávaro · 12 guests

37ft Luxury Yacht in Los Corales, Dominican Republic

5.0
$225+/hour
Explore the beautiful Miami with Sea Ray 33ft Yacht
Events in Miami · 11 guests

Explore the beautiful Miami with Sea Ray 33ft Yacht

New
Superowner
Best of 2026
$90/hour
*ONLY NIGHT* Cartagena Bay... for parties with DJs For 35 passengers
Events in Cartagena · 35 guests

*ONLY NIGHT* Cartagena Bay... for parties with DJs For 35 passengers

5.0
Superowner
$550/hour
AMAZING YACHT IN UVERO ALTO BOOK NOW 🥳🏝️🥂
Powerboats in Uvero Alto · 80 guests

AMAZING YACHT IN UVERO ALTO BOOK NOW 🥳🏝️🥂

New
Superowner
Best of 2026
$16/hour
STUNNING 70’ AZIMUT IN MIAMI
Events in Miami Beach · 12 guests

STUNNING 70’ AZIMUT IN MIAMI

New
$875+/hour
Bayliner Element XR7 - Better than just a pontoon!
Powerboats in Sunny Isles Beach · 12 guests

Bayliner Element XR7 - Better than just a pontoon!

5.0
$150/hour
Fourwinns Motor Yacht for 12 people in Miami
Events in Miami · 12 guests

Fourwinns Motor Yacht for 12 people in Miami

5.0
$180/hour
62' Azimut Flybridge Monday to Friday 1 Free Jeskit one hour.
Events in Miami · 12 guests

62' Azimut Flybridge Monday to Friday 1 Free Jeskit one hour.

New
$100+/hour
Private Boat to Soufriere to visit Waterfall and Volcanic Mud Bath 31’ Boat
Powerboats in Rodney Bay · 10 guests

Private Boat to Soufriere to visit Waterfall and Volcanic Mud Bath 31’ Boat

5.0
$165+/hour
Axopar 38' For Swimming, Snorkeling and Relaxing at Palomino & Icacos Island
Events in Fajardo · 12 guests

Axopar 38' For Swimming, Snorkeling and Relaxing at Palomino & Icacos Island

New
$399/hour
Hydra Sport 35 Speed boat Available in Fajardo, Puerto Rico
Events in Fajardo · 10 guests

Hydra Sport 35 Speed boat Available in Fajardo, Puerto Rico

1.0
$250/hour
Private Snorkeling and Sightseeing Tour with Formula 31’ Boat
Powerboats in Rodney Bay · 10 guests

Private Snorkeling and Sightseeing Tour with Formula 31’ Boat

5.0
$140+/hour
2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar
Fishing in Marathon · 6 guests

2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar

5.0
$125+/hour
75' SunSeeker - Yacht Rental in Nassau, Florida
Events in Nassau · 12 guests

75' SunSeeker - Yacht Rental in Nassau, Florida

4.7
$2,021+/hour
Experience the Fort Lauderdale Finest with Sea Ray 250 SDX Outboard Bowrider
Powerboats in Fort Lauderdale · 12 guests

Experience the Fort Lauderdale Finest with Sea Ray 250 SDX Outboard Bowrider

New
$145/hour
Full Day Private 36' Power Catamaran Charter for 12 People in USVI
Powerboats in St. Thomas · 12 guests

Full Day Private 36' Power Catamaran Charter for 12 People in USVI

5.0
$1,450/day
Sea-Doo Fish Pro Sport 170 Jetski for Rent – Ready to Ride & Reel!
Water Sports in Boynton Beach · 3 guests

Sea-Doo Fish Pro Sport 170 Jetski for Rent – Ready to Ride & Reel!

5.0
$50+/hour
Proline 30ft Cuddy Cabin for Miami Biscayne Bay Cruising
Tours in Miami · 5 guests

Proline 30ft Cuddy Cabin for Miami Biscayne Bay Cruising

New
$88/hour
Discover Luxury: 70ft Sea Ray w/ Hot Tub in Miami!
Events in Miami Beach · 13 guests

Discover Luxury: 70ft Sea Ray w/ Hot Tub in Miami!

New
Superowner
Best of 2026
$400/hour
75 Azimut Power Mega Yacht - The Luxury Yacht
Events in Miami Beach · 12 guests

75 Azimut Power Mega Yacht - The Luxury Yacht

3.5
Superowner
$700/hour

Caribbean Reviews

  1. ad

    alexander

    Charter Sea Ray in Charlotte Amalie

    Couldn’t have been happier with the boat ,captain and mate! Wonder boat that’s super comfortable and spacious. Captain and crew were fantastic and went above and beyond to make sure we had the best time possible I couldn’t recommend them enough!

  2. George

    George

    Charter Sea Ray in Charlotte Amalie

    In one word, AMAZING! The boat is well-kept and clean with plush leather seating. The sound system was great with just the right amount of bass to make the experience come alive. Dana and Danielle are the perfect team between great conversation, knowledge of the sites and islands, accommodating and hospitable, and super responsive. On a scale of 1 (“Hec No” to 10 (“Hec, absolutely, and positively YES”, we give Dana a 10 on booking again, recommend to a friend, and how well we loved the experience.

  3. SJ

    Sidney

    Charter Sea Ray in Charlotte Amalie

    We had an amazing time on our day out. The Captain was punctual and very polite. We truly enjoyed cruising the ocean, visiting, various beaches, learning island history, and snorkeling with the ocean life. Overall I would highly recommend booking your yacht experience with this company.

  4. SS

    Shaun

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    This was our first time sailing and Captain Dan was amazing 🤩. He is very knowledgeable and accommodating. We sat up front on a couple of bean bags which was perfect and very comfortable. We will definitely do this again. Oh and we saw 👀dolphins 🐬 too. 🙌

  5. Kathy

    Kathy

    40 ft Jeanneau Sloop Charter in Fort Lauderdale

    It was a great choice! Captain Dan welcomed us and prepared us so we would have a most enjoyable and safe trip! We toured beautiful areas, sailed along the coast and a great ocean adventure! We dropped anchor for a swim and lunch and had great conversation !! Thank you and we will be back!

  6. NH

    Nicole

    37ft Luxury Yacht in Los Corales, Dominican Republic

    This was a huge highlight of our trip!! The snorkeling was awesome and the water is incredibly beautiful. Our crew was very helpful in ensuring everyone had a terrific time. They also arranged transportation for us from our hotel and I would highly suggest doing the grilled lobster lunch - it was delicious!!!