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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 32 of 141 • 3,368 listings

Awesome Sea Ray Sundancer 51’ Yacht for Charter
Events in Fajardo · 10 guests

Awesome Sea Ray Sundancer 51’ Yacht for Charter

5.0
$600/hour
KIMBARA 🏆THE BEST YACHT & CREW IN CATALINA ISLAND 🏝️ 😎☀️
Water Sports in La Romana · 70 guests

KIMBARA 🏆THE BEST YACHT & CREW IN CATALINA ISLAND 🏝️ 😎☀️

5.0
Superowner
Best of 2026
$15/hour
Luxury Voyage – 55ft Sea Ray 330 Motor Yacht Charter, Miami River
Events in Miami · 13 guests

Luxury Voyage – 55ft Sea Ray 330 Motor Yacht Charter, Miami River

5.0
Superowner
Best of 2026
$100/hour
Instant Book
Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.
Sailing in Nassau · 26 guests

Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.

4.4
$607+/hour
🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025 Awards TOTALLY PRIVATE 🎉
Powerboats in Ensanche La Fé · 100 guests

🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025 Awards TOTALLY PRIVATE 🎉

5.0
Superowner
Best of 2026
$150/hour
Exclusive Private boat rental to any occasion in punta cana🥳
Events in El Cortecito · 30 guests

Exclusive Private boat rental to any occasion in punta cana🥳

New
Superowner
Best of 2026
$10/hour
Sea Ray 33ft Motor Yacht for 13 people
Events in Miami · 13 guests

Sea Ray 33ft Motor Yacht for 13 people

5.0
Superowner
Best of 2026
$80/hour
Best Seawater Pontoon Boat Rental in Miami for up to 10 peoples
Powerboats in Miami · 10 guests

Best Seawater Pontoon Boat Rental in Miami for up to 10 peoples

5.0
Superowner
Best of 2026
$200/hour
Enjoy Miami In Beautiful Azimut 44ft!!!
Events in Miami Beach · 13 guests

Enjoy Miami In Beautiful Azimut 44ft!!!

5.0
Superowner
Best of 2026
$142+/hour
Luxury Catamaran Trips in St Maarten and Surrounding Islands
Caribbean · 22 guests

Luxury Catamaran Trips in St Maarten and Surrounding Islands

5.0
$475/hour
2025 Yamaha AR250 Naples, FL
Powerboats in Naples · 12 guests

2025 Yamaha AR250 Naples, FL

5.0
Superowner
Best of 2026
$425+/day
💥50ft Sunseeker + 2 FREE Jetskis in Miami, Florida💥
Events in Miami Beach · 13 guests

💥50ft Sunseeker + 2 FREE Jetskis in Miami, Florida💥

New
Superowner
Best of 2026
$190/hour
Instant Book
Private 36" Yacht Charter to Islas del Rosario (Up to 12 People)
Powerboats in Cartagena · 12 guests

Private 36" Yacht Charter to Islas del Rosario (Up to 12 People)

4.5
$100/hour
Montego Bay Luxury Yacht | Water Sports, DJ, Finger Food, Snorkeling Adventure!
Events in Montego Bay · 28 guests

Montego Bay Luxury Yacht | Water Sports, DJ, Finger Food, Snorkeling Adventure!

5.0
$667/hour
Get 1 Hr Free! Beautiful 45' Sea Ray Sundancer In Miami
Events in Miami · 13 guests

Get 1 Hr Free! Beautiful 45' Sea Ray Sundancer In Miami

5.0
Superowner
$210/hour
Azimut 70ft Yacht (INCLUDE FLOATING ISLAND) 😎
Events in Miami · 13 guests

Azimut 70ft Yacht (INCLUDE FLOATING ISLAND) 😎

5.0
$250+/hour
ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura
Sailing in Nassau · 40 guests

ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

5.0
$960/hour
Private Party Yacht Getaway To Rose Island - Silverton 362 Fly Bridge
Events in Nassau · 12 guests

Private Party Yacht Getaway To Rose Island - Silverton 362 Fly Bridge

5.0
$375/hour
Offshore Thrills on a 32ft Regulator – Reel in the Adventure!
Fishing in George Town · 10 guests

Offshore Thrills on a 32ft Regulator – Reel in the Adventure!

New
$400/hour
Enjoy Miami In Luxury 80ft Azimut S8 Mega Yacht
Events in Miami · 13 guests

Enjoy Miami In Luxury 80ft Azimut S8 Mega Yacht

New
Superowner
Best of 2026
$650/hour
Instant Book
Explore Miami River Aboard Sea Ray 290 Amberjack 31ft, Miami, Florida
Events in Miami · 11 guests

Explore Miami River Aboard Sea Ray 290 Amberjack 31ft, Miami, Florida

5.0
Superowner
Best of 2026
$75+/hour
Instant Book
NEW 45' FARLINE SQUADRON - LUXURY YACHTING IN THE HEART OF EDGEWATER / VENETIAN!
Events in Miami · 13 guests

NEW 45' FARLINE SQUADRON - LUXURY YACHTING IN THE HEART OF EDGEWATER / VENETIAN!

5.0
$215+/hour
Beneteau Oceanis 41 for sailing adventures in San Blas Islands
Sailing in Guna Yala Comarca · 3 guests

Beneteau Oceanis 41 for sailing adventures in San Blas Islands

New
$700/day
Private (Rose Island,Snorkeling,Turtles) Half Day Charter
Powerboats in Nassau · 8 guests

Private (Rose Island,Snorkeling,Turtles) Half Day Charter

5.0
$169/hour

Caribbean Reviews

  1. LE

    Lauren

    Montego Bay Luxury Yacht | Water Sports, DJ, Finger Food, Snorkeling Adventure!

    I had an absolutely amazing yacht experience celebrating my birthday in Jamaica! From the very beginning, communication was fast and seamless. The staff was welcoming, accommodating, and incredibly professional. They truly knew how to set the party vibes and made the entire experience so much fun! The decorations were beautiful, and the food was absolutely exceptional. Everything exceeded my expectations, and I honestly couldn’t have asked for a better birthday celebration. I would definitely book again the next time I’m in Jamaica, and I highly recommend this experience to anyone looking for an unforgettable time. You will NOT be disappointed! 10/10 experience!

  2. Hermes

    Hermes

    Private 36" Yacht Charter to Islas del Rosario (Up to 12 People)

    Excellent trip , easy communication. Boat runs great and pretty comfortable . Highly recommended

  3. Ashley

    Ashley

    Awesome Sea Ray Sundancer 51’ Yacht for Charter

    Hands down our favorite part of the trip to Puerto Rico was a day at sea on Sandra’s boat! Everything was amazing! The boat is really nice and spacious. The music sounded great, the captain was very accommodating and overall we had the best time! Will def book again next time we’re in Puerto Rico!

  4. SS

    Shahdad

    Awesome Sea Ray Sundancer 51’ Yacht for Charter

    If you are looking for an awesome day on the water, with a beautiful yacht and awesome crew don't hesitate on booking with Sandra! Communication was excellent before our arrival, location was clear and this made for a perfect day on the water. Our captain Omar and Sergio were great guys! Made for great memories on our trip to PR. Thank you! A+

  5. CS

    Cara

    Awesome Sea Ray Sundancer 51’ Yacht for Charter

    10/10 would recommend. We chartered this boat for a morning trip to Icacos. From the moment I sent an inquiry, Sandra and her team were communicative and answered every question. On the day of our trip, our crew was amazing and attentive. Everyone was so nice. Our bachelorette had a great time! We all loved the floating mat and playing our music with access to the Bluetooth.

  6. CS

    CaSondra

    Awesome Sea Ray Sundancer 51’ Yacht for Charter

    My group had an amazing time! We were celebrating my daughter’s 21st birthday and the crew assisted immensely in making our experience unforgettable! I would recommend this boat to everyone! Everything was clean, prepared, and just as presented online! The customer service was exceptional from communication the day prior to ensure a seamless experience from arrival to departure.