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
(23,675 Reviews)

Page 35 of 1273,038 listings

30' Sea Ray Motor Yacht in Coral Gables | Cruise in style in our beautiful city!
Powerboats in Miami · 12 guests

30' Sea Ray Motor Yacht in Coral Gables | Cruise in style in our beautiful city!

5.0
$155/hour
Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/hour
*ONLY NIGHT* sailing in Cartagena Bay for parties with DJs For 25 passengers
Events in Cartagena · 25 guests

*ONLY NIGHT* sailing in Cartagena Bay for parties with DJs For 25 passengers

5.0
Superowner
$330/hour
Schaefer V33 Luxury Speedboat - Charter from Marigot, Saint Martin
Events in Saint Martin · 8 guests

Schaefer V33 Luxury Speedboat - Charter from Marigot, Saint Martin

5.0
$1,630/day
Cranchi 51’ Luxury Yacht – Miami Bay Party Cruise + 1 Hr Free!
Events in Miami · 13 guests

Cranchi 51’ Luxury Yacht – Miami Bay Party Cruise + 1 Hr Free!

3.0
$59+/hour
47ft Sunseeker Yacht - Snorkeling, Pigs, Paddle Board, Beach Bars, Food & Drink
Events in Nassau · 12 guests

47ft Sunseeker Yacht - Snorkeling, Pigs, Paddle Board, Beach Bars, Food & Drink

5.0
$400+/hour
Rampage Motor Boat Charter in Cartagena, Colombia
Events in Cartagena · 12 guests

Rampage Motor Boat Charter in Cartagena, Colombia

5.0
$113+/hour
2025 Yamaha AR250 Hollywood, FL
Powerboats in Hollywood · 12 guests

2025 Yamaha AR250 Hollywood, FL

5.0
Superowner
Best of 2026
$117+/hour
ENJOY UNLIMITED OPEN BAR TOUR 🏝️ PRIVATE CHARTER😎☀️
Events in Uvero Alto · 70 guests

ENJOY UNLIMITED OPEN BAR TOUR 🏝️ PRIVATE CHARTER😎☀️

3.7
Superowner
Best of 2026
$17/hour
Guided Offshore Fishing Trips in Boca Raton, Florida!
Fishing in Boca Raton · 6 guests

Guided Offshore Fishing Trips in Boca Raton, Florida!

4.9
$150/hour
Sunset Cruise in San Juan Puerto Rico
Sailing in San Juan · 6 guests

Sunset Cruise in San Juan Puerto Rico

5.0
Superowner
$353/hour
Open catamaran in La Romana , Casa de Campo
Events in La Romana · 40 guests

Open catamaran in La Romana , Casa de Campo

New
$1,750/day
Brand New Starcraft Ex 22 Tritoon – 12‑Guest Cruise Hollywood Beach
Powerboats in Hollywood · 12 guests

Brand New Starcraft Ex 22 Tritoon – 12‑Guest Cruise Hollywood Beach

New
Superowner
$49+/hour
High Demand
110ft Mega Yacht With Jacuzzi In Miami, Florida!!
Events in Miami Beach · 20 guests

110ft Mega Yacht With Jacuzzi In Miami, Florida!!

4.4
Superowner
$500/hour
💥 2 FREE JETSKI*💥 Azimut 60ft Yacht (INCLUDE FLOATING MAT) 😎
Events in Miami · 13 guests

💥 2 FREE JETSKI*💥 Azimut 60ft Yacht (INCLUDE FLOATING MAT) 😎

5.0
$240+/hour
🗺️ Blue Baby Alert!🗺️ SEA RAY 40Ft YACHT! 1 Hr Free M-F
Events in Miami · 13 guests

🗺️ Blue Baby Alert!🗺️ SEA RAY 40Ft YACHT! 1 Hr Free M-F

5.0
$140+/hour
Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths
Caribbean · 12 guests

Luxury Private Charters Sint Maarten | St Martin - Anguilla - St Barths

5.0
$950/day
🏆🥳 2 Level Boat Shade, Seating and Slide🏆🥳
Powerboats in Bávaro · 100 guests

🏆🥳 2 Level Boat Shade, Seating and Slide🏆🥳

5.0
Superowner
Best of 2026
$100/hour
Enjoy 2690 Hurricane Deck Boat in Cape Coral, Florida  (minimum 3 days rental)
Powerboats in Cape Coral · 12 guests

Enjoy 2690 Hurricane Deck Boat in Cape Coral, Florida (minimum 3 days rental)

4.9
$268+/day
CATAMARAN BOAT RENTAL IN CARTAGENA
Powerboats in Cartagena · 11 guests

CATAMARAN BOAT RENTAL IN CARTAGENA

5.0
$80/hour
Take it Easy Catamaran in Casa de Campo
Powerboats in La Romana · 35 guests

Take it Easy Catamaran in Casa de Campo

5.0
$3,810/day
Private 28 feet boat  Natural Pool SAONA or Catalina Island
Powerboats in Los Melones · 7 guests

Private 28 feet boat Natural Pool SAONA or Catalina Island

5.0
$128/hour
Deal of the Week! Sea Ray Sundancer 62 Ft Yacht for Rent in Cartagena, Colombia.
Events in Cartagena · 18 guests

Deal of the Week! Sea Ray Sundancer 62 Ft Yacht for Rent in Cartagena, Colombia.

5.0
Superowner
Best of 2026
$642/hour
Instant Book
Luxury 72' Sunseeker Manhattan Mega Yacht in Miami Beach, Florida
Events in Miami Beach · 13 guests

Luxury 72' Sunseeker Manhattan Mega Yacht in Miami Beach, Florida

5.0
$525+/hour

Caribbean Reviews

  1. MM

    Madison

    💥 2 FREE JETSKI*💥 Azimut 60ft Yacht (INCLUDE FLOATING MAT) 😎

    my friends and i had an amazing time and the staff was incredibly communicative and kind!! one of the easiest, stress-free boating experiences I’ve had in miami and will definitely be booking through ale & get my boat again!!

  2. David

    David

  3. BG

    Bryan

    110ft Mega Yacht With Jacuzzi In Miami, Florida!!

    The team communicates well leading up to and during the trip and they also went out other way to make sure we had everything we needed during the trip. The trip was on schedule leaving and returning. The ship could use a few updates (fresh paint & fixing a few things), but overall it was a great experience and I would book again. The itinerary and the views were amazing.

  4. PC

    Peter

    Sailing Hobie Cat Rental in Noord, Aruba

    Lisa was a great host as she welcomed us and got us squared away with the 16 ft Hobie Cat w/jib! The whole experience was incredible and we got some great speed on the Hobie Cat. It was a high wind day (25-30 mph) and we couldn’t have asked for a better time on the water. Lisa was gracious, helpful, and fun!

  5. al

    amir

    Rampage Motor Boat Charter in Cartagena, Colombia

    This boat is a great price for a boat with a lot of space, air conditioning, a bathroom and room to lay out on the front. The owner Edwin is very communicative and a pleasure to work as well as his captain and staff. Going to Cholon was the highlight of our Cartagena vacation!

  6. BK

    Brian

    Sunset Cruise in San Juan Puerto Rico

    Sailing with Jimbo was the highlight of our trip to San Juan! Can’t say enough about the whole experience. Jimbo gave great historical insights, was an engaging storyteller and most importantly was a great Captain that made the sail both exciting and safe. 10/10 would book again.