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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,137 Reviews)

Page 55 of 141 • 3,369 listings

Luxury 70ft Azimut | Your Perfect Day on the Miami water!
Events in Miami · 13 guests

Luxury 70ft Azimut | Your Perfect Day on the Miami water!

New
Superowner
Best of 2026
$200/hour
50ft Flybridge Yacht | Relax, Celebrate & Explore in Miami
Events in Miami · 13 guests

50ft Flybridge Yacht | Relax, Celebrate & Explore in Miami

New
Superowner
Best of 2026
$120/hour
50ft Maxum Flybridge Yacht Charter on the Miami River with Captain, 12 Guests
Events in Miami · 13 guests

50ft Maxum Flybridge Yacht Charter on the Miami River with Captain, 12 Guests

New
Superowner
Best of 2026
$120/hour
Cruise in Style Aboard our 50’ Maxum Yacht in Miami!
Events in Miami · 13 guests

Cruise in Style Aboard our 50’ Maxum Yacht in Miami!

New
Superowner
Best of 2026
$160/hour
⛵️ GREAT WHITE — 50’ CATAMARAN UP TO 42 GUEST
Events in Miami Beach · 42 guests

⛵️ GREAT WHITE — 50’ CATAMARAN UP TO 42 GUEST

1.0
Superowner
$700+/hour
Enjoy Luxury Regal 40ft Yacht –  in Miami!
Events in Miami · 13 guests

Enjoy Luxury Regal 40ft Yacht – in Miami!

New
Superowner
Best of 2026
$250/hour
27ft Double-Deck Pontoon w/ Water Slide – The Ultimate Party Boat!
Powerboats in Miami · 12 guests

27ft Double-Deck Pontoon w/ Water Slide – The Ultimate Party Boat!

New
Superowner
Best of 2026
$235/hour
Enjoy Miami in new 48ft Sea Ray Fly Motor Yacht
Events in Miami · 13 guests

Enjoy Miami in new 48ft Sea Ray Fly Motor Yacht

New
Superowner
Best of 2026
$175/hour
Luxury and comfort aboard a 60ft Azimut Yacht
Events in Miami · 13 guests

Luxury and comfort aboard a 60ft Azimut Yacht

New
Superowner
Best of 2026
$450/hour
Enjoy Miami in 39ft Formula Motor Yacht
Events in Aventura · 13 guests

Enjoy Miami in 39ft Formula Motor Yacht

New
Superowner
Best of 2026
$260/hour
Luxury 70ft Ferretti Yacht Experience in Miami!
Events in Miami · 13 guests

Luxury 70ft Ferretti Yacht Experience in Miami!

New
Superowner
Best of 2026
$450/hour
Miami Luxury Charter – 52ft Formula Motor Yacht for 13 Guests
Events in Miami · 13 guests

Miami Luxury Charter – 52ft Formula Motor Yacht for 13 Guests

New
Superowner
Best of 2026
$150/hour
All inclusive sailing charters, half day full day fishing week long sunset sail
Sailing in Charlotte Amalie · 12 guests

All inclusive sailing charters, half day full day fishing week long sunset sail

5.0
$250/hour
37ft Luxury Yacht in Los Corales, Dominican Republic
Events in Bávaro · 12 guests

37ft Luxury Yacht in Los Corales, Dominican Republic

5.0
$225+/hour
Catamaran Timaiao V, Crew included.  Saint Vincent and the Grenadines
Sailing in St. Andrew · 6 guests

Catamaran Timaiao V, Crew included. Saint Vincent and the Grenadines

5.0
$725+/night
22' Center console for fun, beach, lunch on the water, sight seeing!
Powerboats in Cape Coral · 4 guests

22' Center console for fun, beach, lunch on the water, sight seeing!

5.0
$125/hour
40' Tiara Motor Yacht Charter In La Romana
Events in La Romana · 10 guests

40' Tiara Motor Yacht Charter In La Romana

5.0
$1,530/day
🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata
Events in Barrio Las Yaguitas · 60 guests

🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata

1.0
$170/hour
Key West 67' Luxury Power Catamaran | 6 Cabins, Jet Ski, Parties & Getaways
Events in Key West · 12 guests

Key West 67' Luxury Power Catamaran | 6 Cabins, Jet Ski, Parties & Getaways

5.0
$888+/hour
65' Deluxe Flybridge Motor Yacht
Events in Miami · 13 guests

65' Deluxe Flybridge Motor Yacht

New
Superowner
$190/hour
Explore the beautiful Miami with Sea Ray 33ft Yacht
Events in Miami · 11 guests

Explore the beautiful Miami with Sea Ray 33ft Yacht

New
Superowner
Best of 2026
$90/hour
Airship 31ft RIB take up to 8 people in Miami Beach
Powerboats in Miami Beach · 8 guests

Airship 31ft RIB take up to 8 people in Miami Beach

5.0
$250/hour
Hydra Sport 35 Speed boat Available in Fajardo, Puerto Rico
Events in Fajardo · 10 guests

Hydra Sport 35 Speed boat Available in Fajardo, Puerto Rico

1.0
$250/hour
Experience Miami's Iconic Waterfront: 2-Hour Private Sunset Tour for 8
Powerboats in Miami · 8 guests

Experience Miami's Iconic Waterfront: 2-Hour Private Sunset Tour for 8

New
Superowner
$385/hour

Caribbean Reviews

  1. EW

    Emily

    Airship 31ft RIB take up to 8 people in Miami Beach

    Boat and service were great, everything was in perfect condition and was a perfect boat for our group. The owners were super helpful and got us all set up with everything we needed. Thank you!

  2. NH

    Nicole

    37ft Luxury Yacht in Los Corales, Dominican Republic

    This was a huge highlight of our trip!! The snorkeling was awesome and the water is incredibly beautiful. Our crew was very helpful in ensuring everyone had a terrific time. They also arranged transportation for us from our hotel and I would highly suggest doing the grilled lobster lunch - it was delicious!!!

  3. AM

    Anthony

    22' Center console for fun, beach, lunch on the water, sight seeing!

    We decided to take a second trip in 3 days with captain Keith while on vacation. This trip Keith was able to take us around to smaller islands and sand bars to explore on shore and hit some local fishing spots. The boys loved it and we were able to see plenty of dolphins while cruising around the intercoastal. He was very knowledgeable and endured the game of 1000 questions from our 8 year old, answering and talking g to him the entire time with a smile on his face!! It was great that Keith was able to pick us up at the marina we were staying at. Would definitely recommend him as a captain for the day.

  4. TR

    Tim

    Key West 67' Luxury Power Catamaran | 6 Cabins, Jet Ski, Parties & Getaways

    Great communication throughout! Boat and crew were first class!!! You will not be disappointed!!!

  5. KK

    Kimberly