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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,137 Reviews)

Page 49 of 141 • 3,369 listings

32ft Intrepid Power Boat Rental US Virgin Islands Trip
Powerboats in St. Thomas · 7 guests

32ft Intrepid Power Boat Rental US Virgin Islands Trip

5.0
$185+/hour
65ft Neptune Motor Yacht to Explore Miami!
Events in Miami · 13 guests

65ft Neptune Motor Yacht to Explore Miami!

New
Superowner
Best of 2026
$300/hour
Charter One of the Best Boats in South Florida!
Events in Deerfield Beach · 10 guests

Charter One of the Best Boats in South Florida!

5.0
$350/hour
Enjoy Miami in 85ft Baia Pather with Jacuzzi
Events in Miami Beach · 13 guests

Enjoy Miami in 85ft Baia Pather with Jacuzzi

New
Superowner
Best of 2026
$463+/hour
27ft Of Pure Joy and fun at Lake Boca
Powerboats in Pompano Beach · 10 guests

27ft Of Pure Joy and fun at Lake Boca

5.0
$120+/hour
🥇☀️ Power Catamaran Rental in Cabarete🥇☀️
Powerboats in Cabarete · 60 guests

🥇☀️ Power Catamaran Rental in Cabarete🥇☀️

New
Superowner
Best of 2026
$113/hour
33ft luxury speedboat with bathroom and professional crew - Island hopping
Powerboats in Cartagena · 12 guests

33ft luxury speedboat with bathroom and professional crew - Island hopping

5.0
$500/day
23 ft Boat Sightseeing Tour-Optional Tubing/Snorkeling/Full-day Peanut Island
Powerboats in Boynton Beach · 6 guests

23 ft Boat Sightseeing Tour-Optional Tubing/Snorkeling/Full-day Peanut Island

5.0
$150+/hour
EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER 🏝
Events in La Romana · 150 guests

EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

New
Superowner
Best of 2026
$17/hour
Enjoy Miami in our 64ft Azimut Flybridge Power Mega Yacht
Events in Miami Beach · 13 guests

Enjoy Miami in our 64ft Azimut Flybridge Power Mega Yacht

New
Superowner
Best of 2026
$400/hour
Exclusive Day Sail on a Private Beneteau Oceanis 440 Sailboat
Sailing in Gros Islet · 10 guests

Exclusive Day Sail on a Private Beneteau Oceanis 440 Sailboat

5.0
$557/day
Private Yacht Charter for 6 Person in Fort Lauderdale, Florida
Powerboats in Fort Lauderdale · 6 guests

Private Yacht Charter for 6 Person in Fort Lauderdale, Florida

5.0
$150+/hour
Limited Availability
90' Azimut Mega Yacht with Jacuzzi & 1 Free Hour Jet Ski | Miami Beach
Events in Miami Beach · 12 guests

90' Azimut Mega Yacht with Jacuzzi & 1 Free Hour Jet Ski | Miami Beach

New
$1,100/hour
Instant Book
S/Y Timshel Day and Term Charters, Grenada and Grenadines
Sailing in Saint George's · 6 guests

S/Y Timshel Day and Term Charters, Grenada and Grenadines

5.0
$660/day
Catamaran Party and Snorkel Cruise in Montego Bay! DJ Included
Powerboats in Montego Bay · 20 guests

Catamaran Party and Snorkel Cruise in Montego Bay! DJ Included

New
Superowner
$867/hour
Jamaicas Most Luxurious Yacht Charter, All Inclusive Signature Package
Events in Montego Bay · 12 guests

Jamaicas Most Luxurious Yacht Charter, All Inclusive Signature Package

5.0
$797/hour
New 50ft Sea Ray Motor Yacht
Events in Miami Beach · 13 guests

New 50ft Sea Ray Motor Yacht

5.0
$150/hour
Catamaran in Punta Cana Dominican Republic
Travel in Bávaro · 20 guests

Catamaran in Punta Cana Dominican Republic

5.0
$2,395/day
Fort Lauderdale Sandbar Boat Experience | 26ft Chris-Craft Deck Boat
Powerboats in Fort Lauderdale · 12 guests

Fort Lauderdale Sandbar Boat Experience | 26ft Chris-Craft Deck Boat

5.0
$129+/hour
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 10 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

5.0
$135+/hour
Midnight Express 39 Luxurious Island Tour
Powerboats in Nassau · 16 guests

Midnight Express 39 Luxurious Island Tour

5.0
$500/hour
Stunning 48ft Sea Ray Sedan Bridge Yacht in Miami Florida for 13 Guests
Events in Miami · 13 guests

Stunning 48ft Sea Ray Sedan Bridge Yacht in Miami Florida for 13 Guests

New
$200+/hour
82ft Sunseeker Predator Power Mega Yacht in Miami!!
Events in Miami · 13 guests

82ft Sunseeker Predator Power Mega Yacht in Miami!!

New
Superowner
Best of 2026
$400/hour
Powerboat Beach Party Nassau Bahamas
Powerboats in Nassau · 16 guests

Powerboat Beach Party Nassau Bahamas

5.0
$875/hour

Caribbean Reviews

  1. Laurel

    Laurel

    32ft Intrepid Power Boat Rental US Virgin Islands Trip

    Captain Dan and Captain Brian were professional, pleasant and informative. We thoroughly enjoyed our day. The boat was nice and they made great recommendations. Communication was good before and during trip. I highly recommend their charter for a private cruising excursion while in St. Thomas!

  2. ED

    Emilia

    27ft Of Pure Joy and fun at Lake Boca

    We had the most incredible day aboard thus boat! From the moment we stepped on deck everything was flawless. Captian Chirs was professional, friendly and attentive to every detail - He really made us feel like VIPs! The boat itself was spacious, clean and well maintained. Our Captian navigated expertly, taking us to all the hot spots we wanted to go. The scenic views, music and water toys were exceptional. The itinerary was tailored perfectly for my friends and I. This experience exceeded my expectations. Perfect for a special occasion, day of indulgence or a family outing. Will definalty be booking again.

  3. AT

    Andrew

    S/Y Timshel Day and Term Charters, Grenada and Grenadines

    Our day aboard the Timshel was the highlight of our trip. The intimacy of the statue park and private beach experience are unmatched. The best way to see the west side of the island. Would recommend this to anyone traveling to Grenada. I plan to book again upon returning.

  4. Ebony

    Ebony

    S/Y Timshel Day and Term Charters, Grenada and Grenadines

    This is an experience you won’t regret. If you are thinking about it just do it. Margaret is the best hostess, very knowledgeable about the history of the island. We were also served fresh food from Margaret’s garden as well as some grilled chicken and mahi mahi, delicious! We also got a guided snorkel tour of the under water sculpture park. We had the best time!

  5. CZ

    Chris

    Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

    Captain Paul gave our family one of the most memorable experiences of our entire Florida Keys trip. From the moment we stepped on the boat, he was friendly, knowledgeable, and focused on making sure everyone had a great time. The day was the perfect mix of sightseeing, exploring, relaxing, and even a little fishing. We caught several mangrove snapper, and Liam even landed a barracuda, which was the highlight of his vacation. Along the way, we encountered a few unexpected challenges, but Paul stayed calm, positive, and professional, making sure our family was taken care of and still having fun. To top it all off, he filleted our catch and prepared fresh sashimi right on the boat. It doesn’t get much fresher than that. What could have been just another day on the water turned into an adventure our family will be talking about for years. If you’re looking for a captain who genuinely cares about his guests and goes above and beyond to create an unforgettable experience, Captain Paul is your guy.

  6. MM

    Megan

    Midnight Express 39 Luxurious Island Tour

    We had such a wonderful day. The crew was both fun and professional. We booked for a bachelorette party and it was a perfect day! The captain took us to such beautiful places and we stopped at a fun restaurant for lunch. Would recommend to anyone!!