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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,134 Reviews)

Page 4 of 141 • 3,366 listings

Weekday Party Pontoon!! Prices Per Person! Max 40 Guests!!
Powerboats in Miami · 45 guests

Weekday Party Pontoon!! Prices Per Person! Max 40 Guests!!

4.9
Superowner
Best of 2026
$357+/hour
Instant Book
⭐⭐⭐50ft Cranchi Fly-Private Yacht Charter ,Cruise Miami & Key Biscayne in Style
Events in Miami · 13 guests

⭐⭐⭐50ft Cranchi Fly-Private Yacht Charter ,Cruise Miami & Key Biscayne in Style

5.0
$190/hour
Instant Book
Private Full Day-Luxury Boat Rental-Rosario Islands-𝙎𝙀𝘼 𝙇𝘼 𝙑𝙄𝙀 1 o 2
Events in Cartagena · 8 guests

Private Full Day-Luxury Boat Rental-Rosario Islands-𝙎𝙀𝘼 𝙇𝘼 𝙑𝙄𝙀 1 o 2

5.0
$590/day
41’ Silverton Flybridge $100 OFF or FREE Hour from Monday-Thursday!
Events in Miami · 13 guests

41’ Silverton Flybridge $100 OFF or FREE Hour from Monday-Thursday!

4.9
Superowner
Best of 2026
$90/hour
New 2024 20ft Pontoon – Miami Beach Sandbar Cruise + Drone Video
Powerboats in Miami · 7 guests

New 2024 20ft Pontoon – Miami Beach Sandbar Cruise + Drone Video

5.0
Superowner
Best of 2026
$100/hour
Instant Book
Yacht Adventure⭐️⭐️⭐️⭐️⭐️Fun Memories, Captain & Crew Included
Events in El Cortecito · 100 guests

Yacht Adventure⭐️⭐️⭐️⭐️⭐️Fun Memories, Captain & Crew Included

4.6
Superowner
Best of 2026
$15/hour
Enjoy "IBIZA" 37ft Monterey Yacht | Experience Miami: Big Discounts Available!
Events in Miami · 13 guests

Enjoy "IBIZA" 37ft Monterey Yacht | Experience Miami: Big Discounts Available!

5.0
Superowner
Best of 2026
$98/hour
Instant Book
🏆BEST 2026🏆 Luxurious & elegant yacht designed for maximum comfort rent me!
Events in Punta Cana · 300 guests

🏆BEST 2026🏆 Luxurious & elegant yacht designed for maximum comfort rent me!

4.8
Superowner
Best of 2026
$15/hour
SeaRay 52'Captain/Fuel/Ice/Water Included Boca/Deerfield/Pompano/Fort Lauderdale
Events in Pompano Beach · 13 guests

SeaRay 52'Captain/Fuel/Ice/Water Included Boca/Deerfield/Pompano/Fort Lauderdale

5.0
Superowner
Best of 2026
$350/hour
37ft Private Miami Party Yacht | Sandbar & Celebration Cruise 🎉🌊
Events in Miami · 12 guests

37ft Private Miami Party Yacht | Sandbar & Celebration Cruise 🎉🌊

4.9
Superowner
Best of 2026
$50/hour
Instant Book
26’ Sundeck  Enjoy a beautiful private boat experience in Miami. The best deal🎉
Powerboats in Miami · 10 guests

26’ Sundeck Enjoy a beautiful private boat experience in Miami. The best deal🎉

4.9
$50+/hour
Unforgettable Boat Adventure in Caicos Islands on Hurricane Sun Deck Boat!
Tours in The Bight Settlement · 10 guests

Unforgettable Boat Adventure in Caicos Islands on Hurricane Sun Deck Boat!

5.0
$250+/hour
Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain
Powerboats in Key West · 12 guests

Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain

5.0
$95+/hour
Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!
Events in Ocho Rios · 25 guests

Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!

5.0
Superowner
$395/hour
50FT Sundancer Yacht🚢! FREE Jet Ski or GET $100 Off Monday-Thursday!
Events in Miami · 13 guests

50FT Sundancer Yacht🚢! FREE Jet Ski or GET $100 Off Monday-Thursday!

5.0
Superowner
Best of 2026
$109/hour
Instant Book
Azimut 53ft Flybridge Motor Yacht In Miami
Events in Miami Beach · 13 guests

Azimut 53ft Flybridge Motor Yacht In Miami

5.0
Superowner
Best of 2026
$254/hour
Instant Book
Private Charter Leopard 43 Catamaran in St Lucia
Sailing in Rodney Bay · 20 guests

Private Charter Leopard 43 Catamaran in St Lucia

5.0
$1,500/day
Great 37' cruiser for a fun day on the water!!
Events in Miami · 12 guests

Great 37' cruiser for a fun day on the water!!

5.0
$120+/hour
Pleasure Private Tours on Rose Island and Gilligan Island, Swimming Pigs
Powerboats in Nassau · 10 guests

Pleasure Private Tours on Rose Island and Gilligan Island, Swimming Pigs

5.0
$150/hour
SAIL AWAY IN LUXURY! 50 FT Sea Ray! GET 1 HR FREE Monday-Thursday!
Events in Miami · 12 guests

SAIL AWAY IN LUXURY! 50 FT Sea Ray! GET 1 HR FREE Monday-Thursday!

5.0
Superowner
Best of 2026
$109/hour
NEW spacious boat 2023 24ft Tritoon Party Layout BYOB
Powerboats in Fort Lauderdale · 12 guests

NEW spacious boat 2023 24ft Tritoon Party Layout BYOB

5.0
Superowner
$75+/hour
🌊 Luxury 68ft Azimut Flybridge Yacht 🛥️ | Jet Skis 🏄 | 📍Miami Beach Marina
Events in Miami · 13 guests

🌊 Luxury 68ft Azimut Flybridge Yacht 🛥️ | Jet Skis 🏄 | 📍Miami Beach Marina

4.8
Superowner
$275/hour
Instant Book
37ft Monterey Yacht In Miami
Events in Miami · 13 guests

37ft Monterey Yacht In Miami

4.9
Superowner
Best of 2026
$115/hour
Instant Book
65ft Viking Flybridge Yacht in Miami!
Events in Miami Beach · 13 guests

65ft Viking Flybridge Yacht in Miami!

5.0
Superowner
Best of 2026
$210+/hour
Instant Book

Caribbean Reviews

  1. AN

    Ann

    Private Charter Leopard 43 Catamaran in St Lucia

    We were a group of 18 persons and we all had a great time. There was plenty of drinks from non alcoholic to alcoholic. We included a stop at the mud baths and waterfall. The staff were accommodating and friendly.

  2. GS

    Gizelle

    Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!

    ⭐ Another Amazing Experience with Captain Vaughn! This was my second time booking a boat trip, and once again, I was not disappointed! We booked this trip for a special birthday celebration, and I must admit, I was a little skeptical about the weather leading up to the trip, but Captain Vaughn was confident that it would be a beautiful day, and I trusted his judgment. I’m so glad I did because everything worked out perfectly! Everyone had an amazing time filled with laughter, relaxation, and great vibes. Captain Vaughn and his team were accommodating, professional, and made sure we were comfortable throughout the entire trip. It was truly a memorable day, and I couldn’t have asked for a better experience. Two bookings later, and he continues to exceed my expectations! I highly recommend Captain Vaughn to anyone looking for an unforgettable boat experience. Thank you again, Captain, and I look forward to booking with you again! 🚤🌊🎉

  3. tara

    tara

    Pleasure Private Tours on Rose Island and Gilligan Island, Swimming Pigs

    Frank’s communication was great before and during the tour. We had kids with us and he helped navigate a day that worked on our schedule. Would definitely recommend him.

  4. SN

    Shawn

    65ft Viking Flybridge Yacht in Miami!

    We had such a great experience from beginning to end. The entire booking process was smooth, communication was sooooo easy, and everything was handled professionally. Captain Joel and Pao were amazing and truly helped make my birthday feel so special. They were attentive, welcoming, hospitable, and made sure we were comfortable and taken care of throughout the entire trip. Everything felt easy and stress-free, which allowed us to just enjoy ourselves. Thank you so much for such a great experience. We would absolutely book again and would definitely recommend requesting Captain Joel and Pao!!!!!!!!!!!!! 10 stars!!!

  5. CF

    Ciro

    50FT Sundancer Yacht🚢! FREE Jet Ski or GET $100 Off Monday-Thursday!

    Great service. I booked last minute and they made it very easy for me. Richard received us personally, and Jesus was a great captain. Everything was great and great value for the money. Thank you guys!

  6. DD

    Donna

    Pleasure Private Tours on Rose Island and Gilligan Island, Swimming Pigs

    Great Experience! My husband and I chartered Frank for a four hour trip. First trip to the Bahamas, and we were looking for a sightseeing small boat cruise. Captain Frank was very knowledgeable, he took us in areas away from the crowds. We had a very informative entertaining cruise. He even pulled into an island beach bar where we could get a beverage. We would highly recommend booking with Frank.