Caribbean Boat Rentals & Yacht Charters - 2026

Caribbean Reviews

1. 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!

2. 

   Robert

   Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

   Had an amazing time Garth and Lucy were super great recommend them 10000% great people good vibes and they assisted so well would def book them again !

3. DC

   DeAvionne

   Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

   Garth's boat was an amazing experience! My friends and I had such an enjoyable sail, thanks to Ross and Byron, who made us feel so welcome and comfortable. Their exceptional service ensured that our trip was tailored to the activities we wanted to do, and they truly went above and beyond. The boat was absolutely beautiful, and the captains felt like family by the end of the trip. We can’t wait to sail with them again whenever we’re back in SXM!

4. 

   Andre

   Enjoy This Beautiful 60” Searay! with FREE HOUR

   Amazing experience! Listing was accurate and the host showed great flexibility. Ensured that I was accommodated. Thoroughly enjoyed my time. My captain and deck hand were exceptional. Captain Paulo and Sway were incredible! Thank you for being so flexible and easy going. It was a last minute booking like within 90 min and they made it Happen. I will be back.

5. 

   Edna

   Cap Cana Marina Private Yacht Searay 25 FT

   Ay first I was a little disappointed because we were going slow due to the reef, but after Niño, the captain explained why and we went snorkeling I understood perfectly. I do suggest to include some sort of juice or other than coke soda. Overall a great experience for our family of 4, the privacy, the personalized attention by Anthony as well as the profesionalismo they both showed ( Anthony, so young. And the Captain, Nono )

6. DL

   Doug

   Enjoy and live the best Experience| Azimut 60ft Yacht For Adventures in Miami

   Had a great time on Jimmy's boat! After some initial trepidation coming from some communication delay and having to change to embarkation point after we arrived, we had a GREAT time. The captain and his first mate were first rate, the boat was in good shape and the pricing was reasonable. This rental was a lot of fun and very reasonable for the size of the boat. 10 out of 10 would recommend, just be aware that Jimmy may be using a captain and you have to wait for that individual to reach out, which for us caused a little anxiety at first as this was our first time renting with Jimmy,we did not know what to expect, and we finally heard from the captain a little closer to the time of rental than we would have liked. Additionally, understand that pick ups on the Miami River have to be a little stealthy as most places that are open (without dock fees) are patrolled to prevent folks from using them (Because why not, right?) . Hence we arrived at the arranged pick up spot, we parked, unloaded the car, then had to watch as the boat was told by a security guard it had to leave. We had to find another spot at a different place on the other side of the river to actually board. Cue second anxiety attack lol. That said, once we loaded the boat was great (clean and safe), captain was great, first mate was great. They took us to the bay to chill, we flagged down jet skis and hoped on those, drank, floated on the water, and just all around made merry. My recommendation would be try to stay Zen; it's a boat trip, it's supposed to be fun, and it will be if you are able to be flexible when need be. Again, I would definitely recommend Jimmy's boat!