Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,588 Reviews)

Page 27 of 1453,479 listings

FULL DAY TOURS | Private Swimming with Pigs in Exuma! A Taste of Paradise
Tours in Rolleville · 14 guests

FULL DAY TOURS | Private Swimming with Pigs in Exuma! A Taste of Paradise

5.0
$3,350/day
Instant Book
2025 Yamaha AR250 Key Biscayne, FL
Powerboats in Key Biscayne · 12 guests

2025 Yamaha AR250 Key Biscayne, FL

5.0
Superowner
Best of 2026
$117+/hour
Enjoy Miami In Sundancer 37ft Motor Yacht!!!
Events in Miami · 12 guests

Enjoy Miami In Sundancer 37ft Motor Yacht!!!

5.0
$87+/hour
40 foot Sea Ray available for your perfect day on the water
Events in Fort Lauderdale · 6 guests

40 foot Sea Ray available for your perfect day on the water

5.0
$200/hour
Awesome Private Double Deck Party Pontoon with Slide in Fort Lauderdale
Powerboats in Fort Lauderdale · 13 guests

Awesome Private Double Deck Party Pontoon with Slide in Fort Lauderdale

5.0
$275/hour
All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts
Sailing in Saint Martin · 6 guests

All-inclusive Luxury Private Charter - Sailing Cat - St Martin/Anguilla/St Barts

5.0
$2,938/day
Party Like Never Before: Your Exclusive Full-Day Yacht Bash in Punta Cana!
Events in Punta Cana · 80 guests

Party Like Never Before: Your Exclusive Full-Day Yacht Bash in Punta Cana!

2.7
Superowner
Best of 2026
$15/hour
ENJOY MIAMI IN 52FT AZIMUT 2020!!!
Events in Miami Beach · 13 guests

ENJOY MIAMI IN 52FT AZIMUT 2020!!!

4.7
Superowner
Best of 2026
$200/hour
Explore Paradise on a Private Catamaran – Perfect for Groups! 🐬
Events in La Romana · 48 guests

Explore Paradise on a Private Catamaran – Perfect for Groups! 🐬

New
$120+/hour
Spacious 54' Sea Ray Sundancer Motor Yacht for 13 guests from Miami
Events in Miami · 13 guests

Spacious 54' Sea Ray Sundancer Motor Yacht for 13 guests from Miami

4.9
Superowner
Best of 2026
$120/hour
BEST IN CLASS All Inclusive Catamaran Charters
Sailing in Nassau · 20 guests

BEST IN CLASS All Inclusive Catamaran Charters

5.0
$1,080/hour
Boston Whaler 27' Center Console for Rent in Key Largo
Powerboats in Key Largo · 10 guests

Boston Whaler 27' Center Console for Rent in Key Largo

4.6
$100/hour
Best Ride On The Water - 24' Chaparral Bowrider
Powerboats in Fort Lauderdale · 9 guests

Best Ride On The Water - 24' Chaparral Bowrider

5.0
Superowner
$65+/hour
Enjoy Bimini in 50ft Capelli Tempest in Miami Beach!
Powerboats in Bal Harbour · 13 guests

Enjoy Bimini in 50ft Capelli Tempest in Miami Beach!

New
Superowner
Best of 2026
$675+/hour
Limited Availability
Sea Ray 60' Private Yacht! Get 1 Hr Free Monday-thursday 13 Passengers Max
Events in Miami · 12 guests

Sea Ray 60' Private Yacht! Get 1 Hr Free Monday-thursday 13 Passengers Max

4.9
Superowner
Best of 2026
$287/hour
Miami’s Best Views: Skyline & Celebrity Homes Cruise|Sea Ray 37"⚓️
Events in Miami · 10 guests

Miami’s Best Views: Skyline & Celebrity Homes Cruise|Sea Ray 37"⚓️

5.0
$160/hour
6 Hours Private Anguilla Adventure with Schaefer V33 Yacht
Events in Sandy Ground · 9 guests

6 Hours Private Anguilla Adventure with Schaefer V33 Yacht

New
$1,653/day
DISCOVERY PUNTA DE LOS NIDOS ISLAND 🏝️ PRIVATE CHARTER😎☀️BOOK NOW
Events in Punta Cana · 80 guests

DISCOVERY PUNTA DE LOS NIDOS ISLAND 🏝️ PRIVATE CHARTER😎☀️BOOK NOW

5.0
Superowner
Best of 2026
$17/hour
65FT WARRIOR FLYBRIDGE in Miami!!
Events in Florida · 13 guests

65FT WARRIOR FLYBRIDGE in Miami!!

New
Superowner
Best of 2026
$384+/hour
Sea Ray Sundancer 37" Private Cruise⚓️ Complementary Champagne🍾🥂
Events in Miami · 10 guests

Sea Ray Sundancer 37" Private Cruise⚓️ Complementary Champagne🍾🥂

5.0
$150/hour
45' Flybridge Yacht in Miami! Enjoy 1hr FREE Monday-Thursday!!
Events in Miami · 13 guests

45' Flybridge Yacht in Miami! Enjoy 1hr FREE Monday-Thursday!!

5.0
$110+/hour
Monterey 30 Sports Yacht in Sunny Isles Beach, Florida!
Powerboats in Sunny Isles Beach · 10 guests

Monterey 30 Sports Yacht in Sunny Isles Beach, Florida!

5.0
$180/hour
2025 Yamaha AR250 Delray Beach, FL
Powerboats in Delray Beach · 12 guests

2025 Yamaha AR250 Delray Beach, FL

5.0
Superowner
Best of 2026
$92+/hour
Wellcraft 30 Boat Adventure In Fajardo, Puerto Rico
Powerboats in Fajardo · 8 guests

Wellcraft 30 Boat Adventure In Fajardo, Puerto Rico

New
$184+/hour

Caribbean Reviews

  1. KU

    Kayla

    Sea Ray 60' Private Yacht! Get 1 Hr Free Monday-thursday 13 Passengers Max

    What an incredible experience from start to finish! Captain Ralph and Rachel were absolutely amazing. Captain Ralph made everyone feel safe, comfortable, and welcome while also making the trip fun and enjoyable. His professionalism, knowledge, and positive energy truly set the tone for the entire experience. Rachel was an exceptional host! She was attentive, friendly, organized, and went above and beyond to make sure every guest felt taken care of. Her warm personality and attention to detail made the experience feel even more special. Together, they created an atmosphere that was relaxing, memorable, and full of great vibes. You can tell they genuinely care about their guests and take pride in what they do. If you’re looking for an unforgettable day on the water, I highly recommend booking with Captain Ralph and Rachel. They made this experience one we’ll be talking about for a long time! Thank you both for such an amazing time; we can’t wait to sail with you again! ⛵️✨💙

  2. CT

    Carolina

    Sea Ray 60' Private Yacht! Get 1 Hr Free Monday-thursday 13 Passengers Max

    BETSSYWas a beautiful yacht, better than we expected! 🌊 Captain Steven and our beautiful steward took care of me and the family. The yacht was so clean and well taken care of. We were a party of 12 and had more than enough room. We had a jet ski, floating mat, and adult pool to use while at sandbar! Jet ski book with your reservation. I definitely recommend Richard and his yachts! I think I found my boat rental go to from now on! Thanks again for everything 💙

  3. RB

    Ric

    2025 Yamaha AR250 Key Biscayne, FL

    It's been a bucket list item to take a boat down into the keys. We had great weather for it and very calm conditions. The boat was perfect and these guys were great to work with

  4. MS

    Melissa

    FULL DAY TOURS | Private Swimming with Pigs in Exuma! A Taste of Paradise

    We had an absolutely wonderful time on our tour! Captain was very accommodating b/c we had to reschedule our time due. We were delayed overnight in Miami due to weather & Captain Rufus went over & above to make sure we would still get our tour in! I highly recommend Captain Rufus & his mate Preston was great as well

  5. Richard

    Richard

    FULL DAY TOURS | Private Swimming with Pigs in Exuma! A Taste of Paradise

    Capt Rufus and First Mate Preston are an amazing team! Capt Rufus is a 25 year veteran of the Bahamian Navy and has been navigating the waters since the Pablo Escobar plane crash in 1986! They treat you like family and have all of the connections with everyone. Very accommodating and we can’t wait to travel with them again!

  6. KL

    Keelee

    Awesome Private Double Deck Party Pontoon with Slide in Fort Lauderdale

    AMAZING ALL AROUND. Booked this for a 13 person bachelorette party. From the initial inquiry to the actual booking to the day of reservation. Everything about the booking was smooth. Andrew was extremely accommodating through out the process. We also had the best captain - Captain Josh! Since this was a destination bachelorette party, we let Josh take rein of the itinerary/route. He knew exactly how to get our PontoonParty started: anchored on the intercoastal, setting up the lilypad, playing music - overall just putting us in the environment we wanted to be in. The boat party was the highlight of the trip and I'm so glad I booked with Andrew. Side note - they have everything you need: coolers, water, ice, bluetooth soundsystem/speakers, lilypad, water floats, etc. The perfect recipe for a great day on the water!