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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,584 Reviews)

Page 39 of 1463,482 listings

Sunset Cruise in San Juan Puerto Rico
Sailing in San Juan · 6 guests

Sunset Cruise in San Juan Puerto Rico

5.0
Superowner
$353/hour
Puerto Plata-private And Luxury VIP Party Yachts
Powerboats in Puerto Plata · 100 guests

Puerto Plata-private And Luxury VIP Party Yachts

New
Superowner
Best of 2026
$50/hour
30-foot Sea Ray | Cruise in style in our beautiful city!
Powerboats in Miami · 12 guests

30-foot Sea Ray | Cruise in style in our beautiful city!

5.0
$125/hour
Private 28 feet boat  Natural Pool SAONA or Catalina Island
Powerboats in Los Melones · 7 guests

Private 28 feet boat Natural Pool SAONA or Catalina Island

5.0
$80/hour
43' Modern and Fully Loaded Tiara Yacht in Fajardo
Events in Fajardo · 10 guests

43' Modern and Fully Loaded Tiara Yacht in Fajardo

5.0
$305+/hour
36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run
Events in Marathon · 12 guests

36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run

5.0
$220+/hour
🏝 5-Star Luxury Private Yacht: All-Inclusive Captain & Crew TOTALLY PRIVATE 🎉
Powerboats in Punta Cana · 100 guests

🏝 5-Star Luxury Private Yacht: All-Inclusive Captain & Crew TOTALLY PRIVATE 🎉

4.7
Superowner
Best of 2026
$117/hour
Punta Cana - PRIVATE SMALL GROUP (CAT PAUSE)
Sailing in Bávaro · 15 guests

Punta Cana - PRIVATE SMALL GROUP (CAT PAUSE)

5.0
$250/hour
Boat Rental - 24' Sundancer Pontoon In Miami!
Powerboats in Miami · 8 guests

Boat Rental - 24' Sundancer Pontoon In Miami!

4.4
$70+/hour
57ft Marquiz,, Luxury Yacht in Naples with Captain and Mate
Events in Naples · 13 guests

57ft Marquiz,, Luxury Yacht in Naples with Captain and Mate

5.0
$720/hour
Spanish Wells,Eleuthera Harbour Island, Swimming Pigs, Rays,Swings, Turtles
Powerboats in Spanish Wells · 16 guests

Spanish Wells,Eleuthera Harbour Island, Swimming Pigs, Rays,Swings, Turtles

5.0
$200/hour
CATAMARAN BOAT RENTAL IN CARTAGENA
Powerboats in Cartagena · 11 guests

CATAMARAN BOAT RENTAL IN CARTAGENA

5.0
$80/hour
Limited Availability
Sea Ray Sundancer 48' - Bachelorette Party Yacht and Jetski
Events in Miami · 13 guests

Sea Ray Sundancer 48' - Bachelorette Party Yacht and Jetski

4.8
$60+/hour
Instant Book
ENJOY UNLIMITED OPEN BAR TOUR 🏝️ PRIVATE CHARTER😎☀️
Events in Uvero Alto · 70 guests

ENJOY UNLIMITED OPEN BAR TOUR 🏝️ PRIVATE CHARTER😎☀️

3.7
Superowner
Best of 2026
$17/hour
32ft Intrepid Charters USVI and BVI Day Trips!
Powerboats in St. Thomas · 10 guests

32ft Intrepid Charters USVI and BVI Day Trips!

5.0
$1,100/day
New! San Juan Day Beach Party Boat | Live Boricua!
Powerboats in San Juan · 12 guests

New! San Juan Day Beach Party Boat | Live Boricua!

4.9
$499/hour
Gorgeous 62' Azimut Luxury Yacht in Miami
Events in Miami · 13 guests

Gorgeous 62' Azimut Luxury Yacht in Miami

5.0
Superowner
$200/hour
41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0
$450/hour
New! San Juan Beach Party Boat | Live Boricua!
Powerboats in San Juan · 10 guests

New! San Juan Beach Party Boat | Live Boricua!

5.0
$499/hour
Deal of the Week! Sea Ray Sundancer 62 Ft Yacht for Rent in Cartagena, Colombia.
Events in Cartagena · 18 guests

Deal of the Week! Sea Ray Sundancer 62 Ft Yacht for Rent in Cartagena, Colombia.

5.0
Superowner
Best of 2026
$653/hour
Luxury 43ft Yacht in Miami | Captain Included | Party & Sunset Cruises
Events in Miami · 12 guests

Luxury 43ft Yacht in Miami | Captain Included | Party & Sunset Cruises

New
$250/hour
Rampage Motor Boat Charter in Cartagena, Colombia
Events in Cartagena · 12 guests

Rampage Motor Boat Charter in Cartagena, Colombia

5.0
$113+/hour
35ft Meridian Yacht - Private Charter - Dania Beach / Fort Lauderdale
Events in Dania Beach · 12 guests

35ft Meridian Yacht - Private Charter - Dania Beach / Fort Lauderdale

5.0
$125+/hour
Instant Book
Guided Offshore Fishing Trips in Boca Raton, Florida!
Fishing in Boca Raton · 6 guests

Guided Offshore Fishing Trips in Boca Raton, Florida!

4.9
$150/hour

Caribbean Reviews

  1. Rob

    Rob

    Punta Cana - PRIVATE SMALL GROUP (CAT PAUSE)

    What a great day on the Catamaran. The crew was excellent and very friendly. Loved the tour of the coast and snorkeling stops. Boat easily accomodated 10 of us.

  2. Hunter

    Hunter

    New! San Juan Day Beach Party Boat | Live Boricua!

    We had such a lovely, special experience on the boat celebrating my brother's bachelor party! It was really cool to see Old San Juan from the water and then take a dip. The experience was thoughtfully curated, and I would definitely recommend it.

  3. TW

    Tasha

    New! San Juan Day Beach Party Boat | Live Boricua!

    The boat is exactly as pictured and took us to the best spot! Our captain Edgar was awesome and very knowledgeable of the San Juan area! Just make sure you receive and fill out your waiver beforehand and check arrival and departure location as we were sent both..

  4. HP

    Hersal

    New! San Juan Beach Party Boat | Live Boricua!

    Captain was amazing showed us around and explained different sites again. Will definitely book again when in town.

  5. SF

    Samantha

    57ft Marquiz,, Luxury Yacht in Naples with Captain and Mate

    We had the absolute best afternoon on the boat. It is even more spectacular than the pictures. Plenty of space for our group of 10 in both the shade and in the sun. Mike and Jill were amazing and incredibly attentive. Cannot wait to get back out!

  6. BK

    Brian

    Sunset Cruise in San Juan Puerto Rico

    Sailing with Jimbo was the highlight of our trip to San Juan! Can’t say enough about the whole experience. Jimbo gave great historical insights, was an engaging storyteller and most importantly was a great Captain that made the sail both exciting and safe. 10/10 would book again.