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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(25,192 Reviews)

Page 25 of 141 • 3,382 listings

46ft Sea Ray 450 Sundancer for 13 Guests at Venetian Marina, Downtown Miami
Events in Miami · 13 guests

46ft Sea Ray 450 Sundancer for 13 Guests at Venetian Marina, Downtown Miami

5.0
$150/hour
Caribbean Escape: Charter 27' Beneteau Flyer 750WA with Captain in St Maarten
Caribbean · 8 guests

Caribbean Escape: Charter 27' Beneteau Flyer 750WA with Captain in St Maarten

5.0
$150+/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
Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Naples
Powerboats in Naples · 8 guests

Your Perfect Day on the Water Starts Here 219FS Key West in SWFL Naples

5.0
$85/hour
45' Sea Ray Flybridge
Events in Miami · 13 guests

45' Sea Ray Flybridge

5.0
Superowner
Best of 2026
$200/hour
Limited Availability
Incredible 45' Sea Ray Yacht for 13 Guests in Haulover sandbar!!
Events in Sunny Isles Beach · 13 guests

Incredible 45' Sea Ray Yacht for 13 Guests in Haulover sandbar!!

5.0
$115+/hour
Sunseeker 60 Sport Luxury Yacht Rental in Fajardo, Puerto Rico
Events in Fajardo · 13 guests

Sunseeker 60 Sport Luxury Yacht Rental in Fajardo, Puerto Rico

4.1
$375+/hour
Puerto Plata Private Catamaran Excursion – BBQ & Open Bar
Powerboats in Sosúa · 60 guests

Puerto Plata Private Catamaran Excursion – BBQ & Open Bar

5.0
$829/day
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
Enjoy this friendly 32" Boston Whaler 320 Vantage for the day!
Powerboats in North Bay Village · 6 guests

Enjoy this friendly 32" Boston Whaler 320 Vantage for the day!

5.0
$130/hour
🥂AMAZING PRIVATE YACHT🥂
Powerboats in La Romana · 50 guests

🥂AMAZING PRIVATE YACHT🥂

5.0
Superowner
Best of 2026
$50/hour
ENJOY MIAMI IN 37FT SUNDANCER!!!
Events in Miami · 11 guests

ENJOY MIAMI IN 37FT SUNDANCER!!!

5.0
Superowner
Best of 2026
$150/hour
EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER 🏝
Events in Punta Cana · 150 guests

EXCLUSIVE ISLAND CRUISE ENTERTAINMENT MUSIC DANCE PARTY CAPTAIN CHARTER 🏝

New
Superowner
Best of 2026
$15/hour
Godfrey Sweetwater 2486 SFL Lounge with a 200HP engine
Powerboats in Iona · 14 guests

Godfrey Sweetwater 2486 SFL Lounge with a 200HP engine

5.0
$550/day
82' Sunseeker Predator Mega Yacht!!!
Events in Fajardo · 12 guests

82' Sunseeker Predator Mega Yacht!!!

5.0
$400+/hour
Visit Icacos Island - Private Trip Pursuit 28' Center Console
Powerboats in Fajardo · 6 guests

Visit Icacos Island - Private Trip Pursuit 28' Center Console

5.0
Superowner
Best of 2026
$125/hour
Enjoy Miami In 40' Axopar Power Yacht!!!
Events in Miami Beach · 13 guests

Enjoy Miami In 40' Axopar Power Yacht!!!

New
Superowner
Best of 2026
$260/hour
Enjoy the best experience in a comfortable 29' Mako boat
Powerboats in Fajardo · 6 guests

Enjoy the best experience in a comfortable 29' Mako boat

5.0
$139+/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
MasterCraft X35 - Experience the Ultimate Miami Wakesurfing & Water Sports
Tours in North Bay Village · 10 guests

MasterCraft X35 - Experience the Ultimate Miami Wakesurfing & Water Sports

5.0
Superowner
$260+/hour
Pontoon Boat !! Enjoy Paradise Like A Local!
Powerboats in Key West · 10 guests

Pontoon Boat !! Enjoy Paradise Like A Local!

5.0
$90/hour
27' Suncatcher Elite - The Most Badass Party Pontoon in Fort Lauderdale, Florida
Powerboats in Fort Lauderdale · 12 guests

27' Suncatcher Elite - The Most Badass Party Pontoon in Fort Lauderdale, Florida

4.8
$95/hour
Saint Kitts Private Boat Charter
Tours in Basseterre · 55 guests

Saint Kitts Private Boat Charter

5.0
$300/hour
2022 Yamaha 252XE in Key largo, FL
Powerboats in Key Largo · 12 guests

2022 Yamaha 252XE in Key largo, FL

5.0
Superowner
Best of 2026
$575+/day

Caribbean Reviews

  1. RC

    Ramon

    Puerto Plata Private Catamaran Excursion – BBQ & Open Bar

    Trip was awesome. They were patient with us and fed us during the trip. We were able to see live fish and coral. Had fun

  2. LS

    Leah

    Incredible 45' Sea Ray Yacht for 13 Guests in Haulover sandbar!!

    A must do in Miami! Andy was very efficient in communication and flexible with payment methods. The boat has everything you need on board and Captain Abel kindly took us to see billionaires bunker and then gave us swim time in some of the bluest waters in Miami! Thank you!

  3. MA

    MICHELLE

    82' Sunseeker Predator Mega Yacht!!!

    Zack was wonderful in helping make this process less complicated. Leo was an absolute godsend in making the process easy and making our day seamless. Customer service was too notch and the vessel was great. It was spacious enough for my guests and cozy enough to make laughing and having fun with each other possible. We had a blast.

  4. Justin

    Justin

    82' Sunseeker Predator Mega Yacht!!!

    From start to finish this was exactly what we wanted! We booked 36hours before charter and they delivered every thing we requested from food to sea toys!!! The staff was exceptional from start to finish, I don’t think i ever poured my own drink! The boat is very luxurious but still feels comfortable. We will be back!!

  5. Brianna

    Brianna

    Enjoy the best experience in a comfortable 29' Mako boat

    Great experience, super nice and knowledgeable. They provided light snacks for us and local beers which was perfect. They helped us on and off the boat and pretty much with anything we needed including taking all our pictures. Awesome crew would definitely recommend.

  6. TB

    Tori

    Enjoy the best experience in a comfortable 29' Mako boat

    We booked this trip for my bachelorette party and it was the greatest boat day we’ve had! Joel and Bradley were an excellent team and were very thoughtful of our experience! They wanted us to have fun and they were both very fun and made our day great! The boat was nice and in great condition and they even prepared a little lunch and snack platter for us! All day they asked us what we needed and grabbed our drinks, helped us in and out of the boat and gave us detailed info about what we were driving past or where we were! Highly recommend Joel for your boat adventure, he’s truly seeking to give you the best fun day ever!!