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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(23,726 Reviews)

Page 27 of 1283,058 listings

Cruise in Comfort: Sea Ray 46ft for Rent in Fort Lauderdale
Events in Fort Lauderdale · 13 guests

Cruise in Comfort: Sea Ray 46ft for Rent in Fort Lauderdale

5.0
Superowner
Best of 2026
$225/hour
2022 Yamaha 252XE in Pompano Beach, FL
Powerboats in Pompano Beach · 12 guests

2022 Yamaha 252XE in Pompano Beach, FL

5.0
Superowner
Best of 2026
$112+/hour
Custom Daily Tours Aboard 30’ Grady White in Fajardo
Powerboats in Fajardo · 7 guests

Custom Daily Tours Aboard 30’ Grady White in Fajardo

5.0
Superowner
$275/hour
Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands
Sailing in George Town · 20 guests

Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands

5.0
$425/hour
30’ Hydra for your perfect day!
Powerboats in Fajardo · 9 guests

30’ Hydra for your perfect day!

5.0
Superowner
$275/hour
Luxury 70ft Azimut Flybridge Yacht – Ultimate Charter Experience!
Events in Miami Beach · 13 guests

Luxury 70ft Azimut Flybridge Yacht – Ultimate Charter Experience!

New
Superowner
Best of 2026
$1,045/hour
Instant Book
Bentley Cruise SE 23' Tritoon with Mercury 150 Horsepower Engine!
Powerboats in Bonita Springs · 15 guests

Bentley Cruise SE 23' Tritoon with Mercury 150 Horsepower Engine!

5.0
$440+/day
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
PUNTA CANA BOAT RIDE TURN UP ENTERTAINMENT SUNSET PARTY AND MORNING ADVENTURES
Events in La Altagracia · 60 guests

PUNTA CANA BOAT RIDE TURN UP ENTERTAINMENT SUNSET PARTY AND MORNING ADVENTURES

4.7
Superowner
Best of 2026
$13/hour
BEST IN CLASS All Inclusive Catamaran Charters
Sailing in Nassau · 20 guests

BEST IN CLASS All Inclusive Catamaran Charters

5.0
$1,080/hour
62ft Azimut Flybridge – Private Miami Yacht Charter + Jetski Included
Events in Miami · 13 guests

62ft Azimut Flybridge – Private Miami Yacht Charter + Jetski Included

New
Superowner
$200/hour
5-Star Luxury Boat : B-DAY PARTY TOTALLY PRIVATE 🎉
Events in Bávaro · 70 guests

5-Star Luxury Boat : B-DAY PARTY TOTALLY PRIVATE 🎉

New
Superowner
Best of 2026
$17/hour
32ft intrepid for private Charter in Nassau Bahamas
Powerboats in Nassau · 15 guests

32ft intrepid for private Charter in Nassau Bahamas

5.0
$250/hour
55' Sea Ray Sundancer Yacht for 13 people
Events in Miami · 13 guests

55' Sea Ray Sundancer Yacht for 13 people

4.4
Superowner
Best of 2026
$120/hour
Instant Book
27ft Sea Ray 270 SDX Bowrider Celebration Cruise No Hidden Fees
Powerboats in Miami · 12 guests

27ft Sea Ray 270 SDX Bowrider Celebration Cruise No Hidden Fees

New
Superowner
Best of 2026
$75/hour
Instant Book
Sea ray 42FT enjoy our Luxury yacht in Miami, FREE JESTKI when you book 4Hours
Events in Miami · 13 guests

Sea ray 42FT enjoy our Luxury yacht in Miami, FREE JESTKI when you book 4Hours

4.0
$100/hour
Swanky Private Escape to Rose Island for up to 10 lucky souls!
Events in Nassau · 10 guests

Swanky Private Escape to Rose Island for up to 10 lucky souls!

5.0
$375/hour
37ft Monterey - Miami tours and swimming fun experiences
Events in Miami · 13 guests

37ft Monterey - Miami tours and swimming fun experiences

5.0
Superowner
Best of 2026
$90+/hour
105' Dominator Mega Yacht | 1 Hour Jet Ski Included | Miami Beach
Events in Miami Beach · 13 guests

105' Dominator Mega Yacht | 1 Hour Jet Ski Included | Miami Beach

5.0
$1,425/hour
Instant Book
Go Snorkeling or just Cruise for fun in Leeward Settlement
Powerboats in Leeward Settlement · 25 guests

Go Snorkeling or just Cruise for fun in Leeward Settlement

5.0
$400/hour
Deal of the Week! Azimut 46ft Yacht for Rent in Cartagena, Colombia
Events in Cartagena · 14 guests

Deal of the Week! Azimut 46ft Yacht for Rent in Cartagena, Colombia

5.0
Superowner
Best of 2026
$515/hour
Instant Book
Boat rental of 27' Proline in Panama City, Panama
Powerboats in Panama City · 8 guests

Boat rental of 27' Proline in Panama City, Panama

5.0
$225/hour
🥂AMAZING PRIVATE YACHT🥂
Powerboats in La Romana · 50 guests

🥂AMAZING PRIVATE YACHT🥂

5.0
Superowner
Best of 2026
$50/hour
Come Boat with us in Delray Beach $295 per hour!
Events in Delray Beach · 6 guests

Come Boat with us in Delray Beach $295 per hour!

5.0
Superowner
$295/hour

Caribbean Reviews

  1. RH

    Rineisha

    37ft Monterey - Miami tours and swimming fun experiences

    We had an amazing time on this yacht! We loved that everything was bundled into one single fee calculated upfront, so there were no hidden charges or surprise costs at the end. The price was very affordable. The boat looked just like the pictures. Captain Carlos was excellent, and he even surprised us with a free bottle of prosecco! He had another gentleman on board helping him out (not sure if he was a co-captain or translating, but he was also amazing). The ride was super smooth, and both guys were incredibly helpful the entire time. Highly recommend booking with them!

  2. Sam

    Sam

    Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands

    Don’t miss this chance to have the time of your life with Captain Dean! From greeting to finish, he was very attentive to all of us. We had kids 3,6 and 9. He was able to accommodate all of them plus the Adults. His Crew Art was amazing!!! He was so knowledgeable around the region and helped us threw out the whole tour! The best part of the trip was going to Stingrays and Star fish point without all the crazy crowds in the privacy of your own sail boat. So if you are in town, please don’t miss your chance with captain Dean! Thanks Capt! We look forward to seeing you again soon!!!

  3. ss

    susan

    Luxury Beneteau Sense 55 Sailing Yacht Rental in George Town, Cayman Islands

    The sailboat was immaculate and Capt. Dean was gracious and entertaining. We had a group of 7 with 3 seniors. Capt. Dean was accommodating to help and made it an easy and entertaining day. This is my 7th trip to the island, the weather wasn't great but they made it an amazing experience. Will definitely book with him in the future.

  4. Burton

    Burton

    Bentley Cruise SE 23' Tritoon with Mercury 150 Horsepower Engine!

    Thanks for a wonderful experience Justin. This ranks as one of our best days ever, and it all started with the service you provide. We appreciate you so much for making your boat available, walking us through the details, being responsive and flexible... and simply setting the stage for a beautiful day out on the water. You were first class in our book and we will defiantly use your services again. I would recommend Justin to anyone and suggest you give him a try... especially if you're looking for a hassle free, no worries... BEST DAY EVER!

  5. AG

    Andrea

    PUNTA CANA BOAT RIDE TURN UP ENTERTAINMENT SUNSET PARTY AND MORNING ADVENTURES

    This trip was amazing from beginning to end! Everyone on boat was super helpful and fun ! The boat was decorated beautifully for my family. The DJ played great music that kept me and my family dancing. They took us to see the dolphins and snorkeling and ended with a great beach party were all the boats lined up and everyone jumped in water and danced ! I will definitely use them again ! Not only was it a great time but me and my family felt safe and comfortable the whole time ! Highly recommend!

  6. BB

    Brandy

    BEST IN CLASS All Inclusive Catamaran Charters

    We had Captain Fox and Jaclyn. They were both fantastic. Attentive to every detail. Food was great, we had the beef and fish burger bar, along with the fruit, meat and cheese plate, salad, pasta salad, and dessert. There was always something to eat if you wanted. The water toys were perfect to lounge and enjoy the water, along with jumping from top deck, its higher than you think so quite a little thrill. We also included a jet ski which I highly recommend, a lot of fun to add to the experience along with the famous swimming with the pigs. Even if you don’t think you’re interested, try it, we had several people with us who were on the fence whether or not they wanted to and after they did they were shocked how much they enjoyed the experience. The trick is to lure the pigs into the water and make them swim before giving them their treat. Also, we did not bring shoes because we left them on the boat but the worst thing about swimming with the pigs was the sharp rocky reef to get the pigs out far enough to swim, had I known we would have took some sort of sandal or water shoe to help from slicing your feet. Over all day was amazing. Most importantly Jaclyn was very sweet, she was little shy, but warmed up, but she was never lacking in anything we needed. Captain Fox was awesome, and fun. They both had warm personalities that made our group feel at ease and we were able to laugh and have fun with them too. Thank you both for creating a day we’ll never forget!