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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(23,830 Reviews)

Page 23 of 1283,064 listings

Explore The Gulf of America in Bonita Springs & FMB on Our 21ft Searay Bowrider!
Powerboats in Bonita Springs · 11 guests

Explore The Gulf of America in Bonita Springs & FMB on Our 21ft Searay Bowrider!

5.0
$60+/hour
Experience Azimut Jumbo 100ft with jacuzzi!!
Events in Miami · 13 guests

Experience Azimut Jumbo 100ft with jacuzzi!!

5.0
Superowner
Best of 2026
$1,050/hour
 Azimut 90FT — Miami’s Ultimate Luxury Charter
Events in Miami Beach · 13 guests

Azimut 90FT — Miami’s Ultimate Luxury Charter

5.0
Superowner
Best of 2026
$1,250/hour
European-Style Saxdor 270 GTO Rental in Miami!
Events in Miami · 10 guests

European-Style Saxdor 270 GTO Rental in Miami!

5.0
$148+/hour
Instant Book
Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
$45+/hour
Cruiser Yacht 38 GLS Luxury Charter Day Boat! RATE IS ALL INCLUSIVE!
Events in Naples · 12 guests

Cruiser Yacht 38 GLS Luxury Charter Day Boat! RATE IS ALL INCLUSIVE!

5.0
$550+/hour
Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷
Sailing in Fajardo · 6 guests

Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

4.9
$995/day
Catamaran For Groups in Puerto Plata
Powerboats in Barrio Las Yaguitas · 60 guests

Catamaran For Groups in Puerto Plata

5.0
Superowner
Best of 2026
$200/hour
6 Person 22' Mako Center Console Rental in Key Largo
Powerboats in Key Largo · 6 guests

6 Person 22' Mako Center Console Rental in Key Largo

5.0
$75/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
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
Luxury 50' Sea Ray Yacht Rental in South Beach Miami - All-Inclusive Packages
Events in Miami Beach · 13 guests

Luxury 50' Sea Ray Yacht Rental in South Beach Miami - All-Inclusive Packages

5.0
Superowner
$350/hour
Luxury Regal 23’ – Your Private Day Escape in Fort Lauderdale
Powerboats in Fort Lauderdale · 9 guests

Luxury Regal 23’ – Your Private Day Escape in Fort Lauderdale

5.0
$120/hour
Luxury Cabin Cruiser Yacht for Charter
Events in Montego Bay · 14 guests

Luxury Cabin Cruiser Yacht for Charter

5.0
$400/hour
Private Sailing Full Day Charter - Fajardo, Puerto Rico
Sailing in Fajardo · 6 guests

Private Sailing Full Day Charter - Fajardo, Puerto Rico

5.0
$1,995/day
Experience Miami: 24FT NAUTIC STAR! Inquire Now!
Powerboats in North Bay Village · 8 guests

Experience Miami: 24FT NAUTIC STAR! Inquire Now!

5.0
Superowner
Best of 2026
$150/hour
🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉
Events in Verón · 100 guests

🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉

4.8
Superowner
Best of 2026
$50/hour
48 FT Searay Flybridge
Events in Miami · 13 guests

48 FT Searay Flybridge

5.0
Superowner
Best of 2026
$120/hour
Exclusive Vip Cruise In  Punta Cana
Powerboats in Macao · 80 guests

Exclusive Vip Cruise In Punta Cana

5.0
Superowner
Best of 2026
$70/hour
Miami Bay Islands & Celebrity Homes - Private Luxury Motor Yacht
Events in Miami Beach · 10 guests

Miami Bay Islands & Celebrity Homes - Private Luxury Motor Yacht

5.0
Superowner
$179+/hour
🛥🤩🔥VIP EXPERIENCE CATAMARAN for bacherolette-birhday party Power in Sosúa
Events in Sosúa · 150 guests

🛥🤩🔥VIP EXPERIENCE CATAMARAN for bacherolette-birhday party Power in Sosúa

4.8
$170/hour
Glacier Bay 2740 Renega Explore the stunning islands of Icacos, Palominos, Lobos
Powerboats in Fajardo · 6 guests

Glacier Bay 2740 Renega Explore the stunning islands of Icacos, Palominos, Lobos

5.0
$185/hour
Incredible 45' Sea Ray in Haulover sandbar!!
Events in Sunny Isles Beach · 13 guests

Incredible 45' Sea Ray in Haulover sandbar!!

5.0
$115+/hour
LUXURY MIAMI BOAT EXPERIENCE 🌴 | 1 FREE HOUR  | NO HIDDEN FEES
Events in Miami · 12 guests

LUXURY MIAMI BOAT EXPERIENCE 🌴 | 1 FREE HOUR | NO HIDDEN FEES

5.0
$70/hour
Instant Book

Caribbean Reviews

  1. NP

    Nicholas

    6 Person 22' Mako Center Console Rental in Key Largo

    Although he has an awkward stare you can tell he has a kind heart and really enjoys taking care of his customers. I would definitely use him again and the snorkeling down in the keys is really unforgettable.

  2. OK

    Olena

    Glacier Bay 2740 Renega Explore the stunning islands of Icacos, Palominos, Lobos

    Fantastic experience from start to finish! Captain Tito was friendly, professional, and incredibly accommodating. We spent the day at Icacos relaxing, swimming, snorkeling, and enjoying a delicious homemade lunch. Seeing sea turtles near Palomino was an added bonus. Everything was easy, enjoyable, and well organized. Highly recommend for anyone looking for a great day on the water in Puerto Rico! ⭐⭐⭐⭐⭐

  3. TT

    Thorarinn

    Luxury Regal 23’ – Your Private Day Escape in Fort Lauderdale

    Antonio was very easy to communicate with and everything was on time and as expected. Boat is nice and easy, perfect for a small group of people. Would highly recommend to anyone.

  4. MM

    Melissa A.

    LUXURY MIAMI BOAT EXPERIENCE 🌴 | 1 FREE HOUR | NO HIDDEN FEES

    We had the most AMAZING experience celebrating my birthday on this boat! From the moment we arrived, everything was perfect-----the boat was beautiful, the speakers and sound system were incredible, the weather was amazing, and we had everything we needed from ice to a clean bathroom and such great energy the entire trip. It truly made my birthday one to remember. Our captain was kind, patient, professional, and so accommodating. One of our friends was stuck in traffic and he graciously waited for them without ever making us feel rushed or stressed. That level of care meant so much. Thank you for helping make my day feel so special and memorable. I’ve already sent the booking link to 4 different friends who are planning to book too. Highly, highly recommend

  5. IL

    Iryna

    Let's go Sailing in Miami!

    What an amazing day we had celebrating my dad's birthday! We spent the day sailing and trying out paddle boarding, and Captain Rod made the experience even more enjoyable with his friendliness and great service. The food we ordered was absolutely delicious too!

  6. WD

    Wayne

    Let's go Sailing in Miami!

    Steve and Rodrigo were great start to finish! Our goal was to build on our sailing experience, and they are both great teachers, letting us take the helm as much as we wanted and providing tons of useful insight. Not to mention they're both good guys, and we'd absolutely recommend them for any kind of outing you have in mind.