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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,192 Reviews)

Page 11 of 141 • 3,378 listings

Private Luxury Bali 40ft Catamaran – Sail to Vieques’ Secluded Beaches
Sailing in Humacao · 12 guests

Private Luxury Bali 40ft Catamaran – Sail to Vieques’ Secluded Beaches

5.0
$170/hour
Set Sail in Style: 23ft Rinker Q3 Bowrider for 12 People in Ft Lauderdale FL
Powerboats in Fort Lauderdale · 12 guests

Set Sail in Style: 23ft Rinker Q3 Bowrider for 12 People in Ft Lauderdale FL

5.0
Superowner
$49+/hour
Private 37' Searay Sundancer with Lunch and Open Bar
Events in Montego Bay · 7 guests

Private 37' Searay Sundancer with Lunch and Open Bar

4.9
$680/hour
 50’ Sedan Bridge - Miami River
Events in Miami · 13 guests

50’ Sedan Bridge - Miami River

4.8
Superowner
Best of 2026
$120/hour
Lux Catamaran Fountaine Pajot 40ft
Sailing in Leeward Settlement · 10 guests

Lux Catamaran Fountaine Pajot 40ft

New
$714+/hour
Explore & Enjoy the Gulf & Back Bay Waters of Bonita on Our 22ft Godfrey Pontoon
Powerboats in Bonita Springs · 12 guests

Explore & Enjoy the Gulf & Back Bay Waters of Bonita on Our 22ft Godfrey Pontoon

5.0
$340+/day
Miami’s Magic Unfolds Aboard a 45ft Azimut, Your Gateway to Seaside Glamour!
Events in Miami Beach · 13 guests

Miami’s Magic Unfolds Aboard a 45ft Azimut, Your Gateway to Seaside Glamour!

5.0
Superowner
Best of 2026
$200/hour
Instant Book
Free 1 Hours Jetski Sea Ray Sundancer 48' - Bachelorette Party Yacht and Jetski
Events in Miami · 13 guests

Free 1 Hours Jetski Sea Ray Sundancer 48' - Bachelorette Party Yacht and Jetski

4.7
$60+/hour
Instant Book
50' Flybridge Sea Ray - $100 OFF from Monday - Fridays!
Events in Miami · 13 guests

50' Flybridge Sea Ray - $100 OFF from Monday - Fridays!

5.0
Superowner
Best of 2026
$190/hour
Instant Book
55' Sunseeker Camargue for 13 Guests in Miami
Events in Miami Beach · 13 guests

55' Sunseeker Camargue for 13 Guests in Miami

5.0
Superowner
Best of 2026
$160/hour
Pershing 90ft Mega Luxury Yacht
Events in North Bay Village · 13 guests

Pershing 90ft Mega Luxury Yacht

5.0
Superowner
$875/hour
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/hour
Charter 45ft Cruising Catamaran In Christchurch, Barbados
Sailing in Welches · 26 guests

Charter 45ft Cruising Catamaran In Christchurch, Barbados

5.0
$250/hour
45' Luxury Yacht Charter | Rose Island, Turtles & Snorkeling
Events in Nassau · 15 guests

45' Luxury Yacht Charter | Rose Island, Turtles & Snorkeling

5.0
$525/hour
Lobster Lunch 🦞 Luxury Private Charter Punta Cana
Events in Bávaro · 25 guests

Lobster Lunch 🦞 Luxury Private Charter Punta Cana

4.9
$167/hour
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Stock Island · 13 guests

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

5.0
Superowner
$238+/hour
Instant Book
50' Azimut Flybridge
Events in Miami · 13 guests

50' Azimut Flybridge

5.0
Superowner
Best of 2026
$120/hour
“Exclusive Escape, Unlimited Adventure on our Yacht”
Events in Miami · 13 guests

“Exclusive Escape, Unlimited Adventure on our Yacht”

4.9
$250/hour
80ft Azimut Yacht Charter – Luxury in Miami
Events in Miami Beach · 13 guests

80ft Azimut Yacht Charter – Luxury in Miami

5.0
Superowner
Best of 2026
$700/hour
Instant Book
Party, Cruise thru Fort Lauderdale Stopping at Sandbars and Island Hopping
Powerboats in Fort Lauderdale · 6 guests

Party, Cruise thru Fort Lauderdale Stopping at Sandbars and Island Hopping

4.9
$345/day
Limited Availability
Enjoy Luxury Catamaran for Islands, Sunsets and Night Events
Sailing in Cartagena · 20 guests

Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

5.0
Superowner
$220+/hour
Breathtaking 65' SeaRay Yacht Rental - Immaculate!
Events in Fajardo · 12 guests

Breathtaking 65' SeaRay Yacht Rental - Immaculate!

4.9
$225+/hour
Spacious Double Decker Pontoon Available In Guatape
Powerboats in Guatapé · 30 guests

Spacious Double Decker Pontoon Available In Guatape

5.0
$80/hour
Yamaha Deluxe 19ft Jet Boat in Boca Raton | Captain Included.
Powerboats in Boca Raton · 6 guests

Yamaha Deluxe 19ft Jet Boat in Boca Raton | Captain Included.

5.0
$80+/hour

Caribbean Reviews

  1. SN

    Sherry

    Breathtaking 65' SeaRay Yacht Rental - Immaculate!

    The boat we chartered (The Ivy) was exactly as advertised and very impressive. Communication all along the way was steller. If you want a very special day and memories that last a lifetime, this is the boat for you. You and your guests will feel like the rich and famous for a day. As one other review stated, you do spend most of your time beached near a small island while you enjoy swimming and lounging. Given that, we asked for a full day charter that stopped at two small islands.

  2. LM

    Luis

    Breathtaking 65' SeaRay Yacht Rental - Immaculate!

    Great family outing! A memorable day for all. Zach and his staff (Stephanie) were very responsive throughout the process. Stephanie was in touch throughout for any questions, however minor. She was at dock at start/end on day of trip to confirm all went as planned. Captain/crew referrals were also very good, both Juan/Joshua were great hosts while on board. Any comments I can leave for future folk are minor and have to do with not doing this regularly so new to nuances of process - (a) boat fee is separate from captain/crew which are paid on site before departure, (b) there is added cleaning/fuel fees after booking, (c) rooms in boat are off limits if not overnight stay, (d) maximum capacity for boat is 15 inclusive of captain/crew making for 13 max in booking party. Overall, great folks running this service - thank you for great memories that will stay with us for a long time - look forward to booking you again in future.

  3. HG

    Hernan

    Private Luxury Bali 40ft Catamaran – Sail to Vieques’ Secluded Beaches

    We had an absolutely amazing experience with Captain Hugo and Marian! From start to finish, they were incredibly personable, welcoming, and made us feel right at home. Leading up to the charter, their communication was outstanding…they were proactive, responsive, and made everything seamless and stress-free. On the day of the charter, they truly went above and beyond, especially with our children. They were attentive, engaging, and made sure the kids were not only having fun but also safe and well cared for. That meant the world to us as parents. Their energy, professionalism, and genuine care made this experience unforgettable. We’ll absolutely be booking with them again and bringing more friends along next time we visit. Highly recommend!

  4. LH

    Larriyan

    Private 37' Searay Sundancer with Lunch and Open Bar

    I booked the yacht for my birthday. The staff exceeded my expectations. I was surprised with decorations and a cake. The staff is beyond friendly and prompt. There’s a professional photographer on board and the photos are great. The food was delicious & the drinks were definitely bottomless; chefs kiss! Thanks again for the wonderful hospitality!

  5. LA

    Luisa

    Private 37' Searay Sundancer with Lunch and Open Bar

    Omg I had soooo much fun! The highlight of my trip to Jamaica!!! One of My best yacht experiences up to now. The captain was great, the servers, the photographer. Everyone was so nice and really went above and beyond. This experience really exceeded my expectations. We had such a great time! It was worth every dime! Everything was perfect I don’t have not one complaint only great things and great memories 💛💚❤️

  6. CM

    Corey

    Private 37' Searay Sundancer with Lunch and Open Bar

    A first class excursion! An overall amazing crew and boat. This was one of the highlights to our Jamaican vacation. An amazing tour of the coastline, with fun stops for snorkeling and water games along the way. You will not be disappointed. Thank you!!