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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,562 Reviews)

Page 50 of 1353,227 listings

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten
Caribbean · 12 guests

Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

5.0
$1,500/day
105’ Aqua Mega Yacht with Jacuzzi | Ultimate Luxury Charter!
Events in Miami · 13 guests

105’ Aqua Mega Yacht with Jacuzzi | Ultimate Luxury Charter!

New
Superowner
Best of 2026
$1,150/hour
24ft Cobia 237 Center Console for rent in Big Pine RV park
Fishing in Big Pine Key · 8 guests

24ft Cobia 237 Center Console for rent in Big Pine RV park

5.0
$100/hour
Nassau Private Boat Tour | Rose Island, Swimming Pigs & Snorkeling
Powerboats in Nassau · 6 guests

Nassau Private Boat Tour | Rose Island, Swimming Pigs & Snorkeling

5.0
$200/hour
Come Boat with us in Lighthouse Point onboard 33' Chaparral!
Events in Lighthouse Point · 6 guests

Come Boat with us in Lighthouse Point onboard 33' Chaparral!

5.0
Superowner
$295/hour
Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft
Events in West Bay · 12 guests

Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft

5.0
$225+/hour
Premium 29' Grady-White Freedom Center Console In Key Largo
Powerboats in Key Largo · 8 guests

Premium 29' Grady-White Freedom Center Console In Key Largo

5.0
$775+/day
SPRING BREAK TIME🛥🔥 VIP Luxury Catamaran Party Sailing-Swimming in Punta Cana
Events in Bávaro · 150 guests

SPRING BREAK TIME🛥🔥 VIP Luxury Catamaran Party Sailing-Swimming in Punta Cana

3.8
$167/hour
40ft Intrepid Power Boat Rental US Virgin Islands Trip
Powerboats in St. Thomas · 12 guests

40ft Intrepid Power Boat Rental US Virgin Islands Trip

5.0
$228+/hour
Enjoy This Beautiful 60” Searay! with FREE HOUR
Events in Miami · 12 guests

Enjoy This Beautiful 60” Searay! with FREE HOUR

4.0
$155/hour
Enjoy Miami on our 82ft Milagros Power Mega Yacht!
Events in Miami Beach · 13 guests

Enjoy Miami on our 82ft Milagros Power Mega Yacht!

New
Superowner
Best of 2026
$1,900/hour
72'/22M Mangusta Available Now In Nassau, Bahamas
Events in Nassau · 13 guests

72'/22M Mangusta Available Now In Nassau, Bahamas

5.0
$810+/hour
Azimut 105 ‘ ! Get On Board With Us And Have The Greatest Time!!!
Events in Miami · 26 guests

Azimut 105 ‘ ! Get On Board With Us And Have The Greatest Time!!!

3.0
Superowner
$575/hour
Starcraft Deck Boat in Miami - Perfect for Biscayne Bay Cruising
Powerboats in North Miami Beach · 8 guests

Starcraft Deck Boat in Miami - Perfect for Biscayne Bay Cruising

New
$100/hour
Sea Ray 56' Luxe Yacht: Your seaside escape awaits!
Events in Cartagena · 20 guests

Sea Ray 56' Luxe Yacht: Your seaside escape awaits!

3.0
$3,263/day
Best Boat Experience for yor Vacations !!!
Events in Punta Cana · 120 guests

Best Boat Experience for yor Vacations !!!

New
Superowner
Best of 2026
$17/hour
Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin
Events in Key West · 12 guests

Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

5.0
$200+/hour
Instant Book
Private Party Boat 🎉Best 2025 Awards 🎉 Puerto plata ambar cove
Powerboats in Barrio Las Yaguitas · 90 guests

Private Party Boat 🎉Best 2025 Awards 🎉 Puerto plata ambar cove

New
Superowner
Best of 2026
$350/hour
 4-Hour Luxury Dinner Cruise on a 30’ Scarab Yacht
Powerboats in Boynton Beach · 10 guests

4-Hour Luxury Dinner Cruise on a 30’ Scarab Yacht

5.0
$150/hour
Instant Book
Limited Availability
88ft Princess Luxury Jacuzzi Charter Miami 🌊✨
Events in Miami Beach · 13 guests

88ft Princess Luxury Jacuzzi Charter Miami 🌊✨

5.0
$952+/hour
Punta Cana Signature Experience: Snorkeling, Sandbar, Open Bar & Entertainment😎
Powerboats in Punta Cana · 150 guests

Punta Cana Signature Experience: Snorkeling, Sandbar, Open Bar & Entertainment😎

New
Superowner
Best of 2026
$15/hour
Enjoy 55’ Azimut Luxury Yacht Charter in Miami!
Events in Miami · 13 guests

Enjoy 55’ Azimut Luxury Yacht Charter in Miami!

New
Superowner
Best of 2026
$400/hour
Host A Party On A 40ft Pontoon For Up To 38 Guests In Miami!
Powerboats in Miami · 38 guests

Host A Party On A 40ft Pontoon For Up To 38 Guests In Miami!

4.5
$675/hour
Impressive 40' Tiara Motor Yacht Charter in Punta Cana
Events in Bávaro · 10 guests

Impressive 40' Tiara Motor Yacht Charter in Punta Cana

5.0
$1,600/day

Caribbean Reviews

  1. IM

    Ingrid

    Azimut 105 ‘ ! Get On Board With Us And Have The Greatest Time!!!

    Initially I had booked with Axel on a different charter and unfortunately the captain had left overseas before we were able to experience the boat reservation. Thankfully Axel was able to accommodate us with a different vessel and we still got to experience an amazing time. The captain Nicole and her crew Luisana and they were very sweet and super fun. We were off to a great start until at one point the boat’s generator lost power and we had to go back to the marina to get it fixed. We were worried that we might not be able to continue our charter but Nicole and Luisana kept the vibes going and accomodated to us while we waited for the mechanic to fix the problem. Fortunately, they resolved the issue we were able to get back on the waters and still enjoy the rest of our experience and added an extra hour to our charter! We appreciate everything that was done to help make our experience a memorable one!

  2. DC

    DeAvionne

    Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

    Garth's boat was an amazing experience! My friends and I had such an enjoyable sail, thanks to Ross and Byron, who made us feel so welcome and comfortable. Their exceptional service ensured that our trip was tailored to the activities we wanted to do, and they truly went above and beyond. The boat was absolutely beautiful, and the captains felt like family by the end of the trip. We can’t wait to sail with them again whenever we’re back in SXM!

  3. LD

    Laura

    Private Custom Charter, Stingray City, Coral Reef Snorkeling, Starfish 34ft

    We had a wonderful day aboard Escape Hatch with Captain Jason! Boat is a bit older, but the ability to beat the crowds and adjust the schedule was totally worth it. Additionally, Jason knew all the local secrets so we had all the string rays in our private area even though a few other boats were nearby. Cheers!

  4. BG

    Bob

    Premium 29' Grady-White Freedom Center Console In Key Largo

    The boat trip was excellent. I was able to take my friends out on a wonderful fishing trip and we managed to do very well. This is not my first time renting a boat in the keys, but I will admit, this was easily the nicest boat that I have ever rented. In addition the boat was very comfortable for the long fishing trip. I was also pleased to see that there was a bathroom on the boat which I am not used to as I usually rent center consoles for my fishing trips. Also, the back bench that folds down was very nice to keep the ack deck clear for fishing. Another feature that I really liked about this boat was the fact that it was very fast and efficient. I was able to do a lot of boating without having to re fuel. The roof is also an excellent feature as it can get very hot I the blazing hot sun. The boat was excellent and the guys were very kind and the boat was clean as a whistle, full of fuel, and ready to go for my trip. The owners were kind enough to be able to accommodate me as I wanted to leave at 4:00Am for my fishing trip. This trip created memories for a lifetime. Thank you SergeRon.

  5. SS

    Sergio

    Premium 29' Grady-White Freedom Center Console In Key Largo

    Really nice boat! From the get go I knew that Grady Whites had a good reputation but this was a spectacular trip. Communication and pick up was seamless. The boat itself was amazing! I always knew Grady Whites were good boats but this boat was perfect. Spacious, smooth, fast and a lot of fun. Went fishing offshore with a great captain and landed a 20LB Queen Snapper, a bunch of Mahi and Tuna. Ended the trip with a beautiful sunset cruise with my wife and 2 kids and another couple. Highly recommended and will do it again soon!

  6. Jordan

    Jordan

    Premium 29' Grady-White Freedom Center Console In Key Largo

    This is a very luxurious boat! If you’re looking for power, comfort, and luxury, this boat definitely delivers. We rented it for 3 days and did offshore fishing, inshore fishing, and snorkeling adventures from it. This is not your typical listing when it comes to rental boats. The boat was immaculate and extremely comfortable with great amenities onboard. It has a saltwater pump and hose that pull ocean water for easy cleanup and a freshwater tank, pump, and hose. There’s also a little cabin with a toilet onboard. Also, the owners were fantastic to deal with. Check in and check out were seamless. Everything worked exactly as it should. This boat is definitely worth the money if you are looking for something nice and want to enjoy all that the keys have to offer. I would definitely rent it again!