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Caribbean Boat Rentals & Yacht Charters - 2026

4.8
(24,239 Reviews)

Page 44 of 1323,154 listings

 26’ Sea Ray Sundeck for 11 people, In Miami, Florida
Powerboats in Miami · 11 guests

26’ Sea Ray Sundeck for 11 people, In Miami, Florida

5.0
Superowner
$100/hour
Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad
Powerboats in Marathon · 6 guests

Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

5.0
$150/hour
Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas
Sailing in St. Thomas · 6 guests

Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas

5.0
$220/hour
Enjoy Miami in 85ft Baia Pather with Jacuzzi
Events in Miami Beach · 13 guests

Enjoy Miami in 85ft Baia Pather with Jacuzzi

New
Superowner
Best of 2026
$463+/hour
Private Party Sunset Drinks & Snacks in San Juan
Fishing in San Juan · 5 guests

Private Party Sunset Drinks & Snacks in San Juan

5.0
$134/hour
Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana
Powerboats in Punta Cana · 18 guests

Cap Cana Private yacht sandbar & snorkel - Cap Cana, Punta Cana

4.6
Superowner
$190/hour
42' Meridian Motor Yacht Rental in Casa de Campo, La Romana
Events in La Romana · 14 guests

42' Meridian Motor Yacht Rental in Casa de Campo, La Romana

New
$2,235/day
Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience
Events in Miami · 13 guests

Miami Escape – 60ft Azimut Flybridge Luxury Yacht Experience

5.0
$220/hour
Luxury Yacht Party On Board 57’ Fairline Flybridge
Events in Miami · 12 guests

Luxury Yacht Party On Board 57’ Fairline Flybridge

5.0
$240+/hour
Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico
Sailing in Fajardo · 19 guests

Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

5.0
$450/hour
Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands
Sailing in Charlotte Amalie West · 6 guests

Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

5.0
$210/hour
65ft Sea Ray Motor Yacht in Miami
Events in Miami · 13 guests

65ft Sea Ray Motor Yacht in Miami

New
Superowner
Best of 2026
$300/hour
45ft Sea Ray Sundancer Luxury Tour in Grand Cayman
Powerboats in George Town · 15 guests

45ft Sea Ray Sundancer Luxury Tour in Grand Cayman

5.0
$400/hour
Key West Center Console: Your Perfect Day Boat Awaits!
Powerboats in Boynton Beach · 8 guests

Key West Center Console: Your Perfect Day Boat Awaits!

5.0
$84+/hour
Escape to unparalleled luxury on this 75ft Sunseeker serving Florida & Bahamas
Events in Nassau · 12 guests

Escape to unparalleled luxury on this 75ft Sunseeker serving Florida & Bahamas

5.0
$1,588+/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
$210/hour
 – 85 ft  🔥 SPECIAL PROMOTION 1 FREE JET SKI INCLUDED
Events in Miami · 18 guests

– 85 ft 🔥 SPECIAL PROMOTION 1 FREE JET SKI INCLUDED

New
Superowner
$300/hour
28ft mako for private charter in nassau bahamas
Powerboats in Nassau · 15 guests

28ft mako for private charter in nassau bahamas

5.0
$250/hour
85ft Predator! Get On Board With Us And Have The Greatest Time!!!
Events in Miami · 20 guests

85ft Predator! Get On Board With Us And Have The Greatest Time!!!

5.0
$370/hour
36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run
Events in Marathon · 12 guests

36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run

5.0
$220+/hour
Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago
Events in Trinidad and Tobago · 20 guests

Charter 42' Whistle Wind Motor Yacht in Port of Spain, Trinidad and Tobago

5.0
$910/day
Charter 80' Ferretti Power Mega Yacht in Miami, Florida
Events in Aventura · 13 guests

Charter 80' Ferretti Power Mega Yacht in Miami, Florida

5.0
$1,000/hour
37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands
Powerboats in Cruz Bay · 12 guests

37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands

5.0
$1,350/day
Charter a Center Console in Montego Bay, Jamaica
Powerboats in Montego Bay · 4 guests

Charter a Center Console in Montego Bay, Jamaica

4.9
$200/hour

Caribbean Reviews

  1. TW

    Tim

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    We hired Brad to help my wife and me to go to a coral reef to spread my parent’s ashes. My wife got seasick but Brad did everything possible to get her feeling better. He was very respectful of the reason for the trip and even took off his hat when the “ceremony” started. I did a little snorkeling but came back to the boat to get my wife on shore. Once we docked, I took my wife to the jeep and turned on the air. Brad was so nice that he rinsed off in fresh water all the equipment and brought it to the jeep. Brad was very courteous, respectful, polite, & capable. His boat was immaculate and ran like a dream and it was a 1999 boat! You very rarely find an individual who checked all the boxes and he did!!

  2. 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!!

  3. IM

    Ingrid

    85ft Predator! Get On Board With Us And Have The Greatest Time!!!

    Initially I had booked with Axel on a different charter and unfortunately the captain had left overseas before we were able to experience the boat reservation. Thankfully Axel was able to accommodate us with a different vessel and we still got to experience an amazing time. The captain Nicole and her crew Luisana and they were very sweet and super fun. We were off to a great start until at one point the boat’s generator lost power and we had to go back to the marina to get it fixed. We were worried that we might not be able to continue our charter but Nicole and Luisana kept the vibes going and accomodated to us while we waited for the mechanic to fix the problem. Fortunately, they resolved the issue we were able to get back on the waters and still enjoy the rest of our experience and added an extra hour to our charter! We appreciate everything that was done to help make our experience a memorable one!

  4. Emily

    Emily

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    My kids and I had a fantastic experience with Brad. He was knowledgeable, friendly, flexible and provided a fun 3 hour excursion full of fun and funny memories. The location is absolutely stunning. Highly recommend him for anyone looking for a great day out in the beautiful waters in the Keys. Thank you!

  5. Tatyana

    Tatyana

    Private Party Sunset Drinks & Snacks in San Juan

    Booked for my birthday and the tour was great, the captain was super accommodating, nice and helpful. We got the drop off location and wrong (my fault) and he was still able to wait for us and give us a little extra time. Would definitely recommend great for small groups celebrating birthdays!!

  6. MM

    Madaline

    Private Party Sunset Drinks & Snacks in San Juan

    Zejek was such a pleasant Captain! I told him that it was my birthday and he provided me with a complimentary cake and liquor of my choice! He was so sweet and very funny! Vey accommodating and made my sister and I feel very safe. If I could, I would ALWAYS book with Zejek. Thank you for an amazing time, Zejek!