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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,917 Reviews)

Page 51 of 140 • 3,346 listings

Private Pink Luxury Yacht in Montego Bay
Events in Montego Bay · 12 guests

Private Pink Luxury Yacht in Montego Bay

5.0
$769/hour
41ft Private Party Boat | Up to [X] | Bathroom | Rosario Islands, Cholón & Barú
Powerboats in Cartagena · 20 guests

41ft Private Party Boat | Up to [X] | Bathroom | Rosario Islands, Cholón & Barú

New
$109/hour
Negril Private Catamaran Cruise with Snorkeling & Drinks
Sailing in West End · 120 guests

Negril Private Catamaran Cruise with Snorkeling & Drinks

New
$509/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
VIP Island Cruise – 65ft Power Cat Marine Catamaran to Saona or Catalina
Powerboats in Bávaro · 12 guests

VIP Island Cruise – 65ft Power Cat Marine Catamaran to Saona or Catalina

New
Superowner
Best of 2026
$600/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
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
Speedboat Coast Sightseeing Tour – Willemstad, Curaçao
Powerboats in Willemstad · 12 guests

Speedboat Coast Sightseeing Tour – Willemstad, Curaçao

New
$150/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
Princess 60 Motor Yacht Experience On Palomino or Icacos Islands
Events in Fajardo · 12 guests

Princess 60 Motor Yacht Experience On Palomino or Icacos Islands

New
$700/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
Enjoy Bimini in 50ft Capelli Tempest in Miami Beach!
Powerboats in Bal Harbour · 13 guests

Enjoy Bimini in 50ft Capelli Tempest in Miami Beach!

New
Superowner
Best of 2026
$675+/hour
35ft Contender Side Console
Powerboats in Nassau · 8 guests

35ft Contender Side Console

New
$650/hour
Private Yacht Charter to Cuna de Los Nidos with Crew!
Powerboats in Bávaro · 99 guests

Private Yacht Charter to Cuna de Los Nidos with Crew!

2.3
Superowner
Best of 2026
$15/hour
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
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
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
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
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
51ft Sea Ray 460 Sundancer Half-Day Charter in Grace Bay, Turks and Caicos
Events in The Bight Settlement · 12 guests

51ft Sea Ray 460 Sundancer Half-Day Charter in Grace Bay, Turks and Caicos

5.0
$850/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
**NEW** Sea Ray Sundeck 28ft Sport Deck Boat Up To 10 People In Miami Beach
Powerboats in Miami Beach · 10 guests

**NEW** Sea Ray Sundeck 28ft Sport Deck Boat Up To 10 People In Miami Beach

5.0
Superowner
$170/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
Prestige 65 ft Luxury Hatch Experience
Events in Miami · 15 guests

Prestige 65 ft Luxury Hatch Experience

3.0
Superowner
$300/hour

Caribbean Reviews

  1. 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!

  2. 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.

  3. 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!

  4. 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!

  5. Andre

    Andre

    Enjoy This Beautiful 60” Searay! with FREE HOUR

    Amazing experience! Listing was accurate and the host showed great flexibility. Ensured that I was accommodated. Thoroughly enjoyed my time. My captain and deck hand were exceptional. Captain Paulo and Sway were incredible! Thank you for being so flexible and easy going. It was a last minute booking like within 90 min and they made it Happen. I will be back.

  6. BL

    Bill

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

    We booked a charter with Carlos. He responded quickly and with a great price. Captain Mikey picked us up on time and the boat was so clean and nice. He took us to three old lighthouses off the coast where we enjoyed the clear water and sunshine. We enjoyed the entire trip and got some great photos. Thanks guys for a wonderful day out in the Keys. Bill n Vicki.