Caribbean Boat Rentals & Yacht Charters - 2026

Caribbean Reviews

1. RP

   Robert

   Charter Formula III Open 32 in St Maarten

   We actually did 2 trips with Sam and both were great. One around st Martin and one to Anguilla. He was very nice and knowledgeable of all spots around both islands.

2. VP

   Viktor Orri

   Luxury 45’ Azimut Atlantis 2016 – Premium Yacht Charter in North Bay Village

   We had such a great time! Everything was perfect.

3. GK

   Grant

   Mako Center Console with 200 hp 4 stroke Rental in Key Largo, Florida

   Went out for Labor Day Weekend, boat was in incredible shape and we had nothing but a blast. Would highly recommend renting a boat from Jay. Absolutely amazing.

4. TH

   Thomas

   Sea Ray Sundancer 44ft Motor Yacht

   We booked a boat tour for a 30th birthday and it was absolutely amazing! The owners and crew went above and beyond to make it special. They surprised us with balloons, prosecco, and party supplies. Raul and Oriana were the best in the business, so attentive and fun, and made the entire experience unforgettable. We truly couldn’t have asked for a better day on the water. Highly recommend!

5. FL

   Felipe

   Sea Ray Sundancer 44ft Motor Yacht

   An Absolute Vibe – 10/10 Would Bachelor Party Again! Captain Eduardo and First Mate Orianna (aka the dynamic duo) took our bachelor party to a whole new level—literally and figuratively. From the moment we stepped onboard, the energy was electric and only got better. Eduardo kept us cruising smooth while Orianna kept the vibes high, the laughs coming, and the drinks flowing (safely, of course!). They were the perfect team—professional when needed, party legends when it counted. We came expecting a good time, but they raised the bar way beyond what we imagined. If you're planning a bachelor party (or just want to feel like you're in one), these are your people. Book them, thank us later.

6. SK

   Sandy

   Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

   If you are looking for an authentic sailing experience in Puerto Rico, look no further. This is for you! We came in with sailing experience but not in the ocean and not on as large of a boat. He let us sail the entire time and taught us along the way. Jimbo is a very experienced sailor and is looking to give you the sailing experience you are looking for. If I could have given him more than 5 stars I would have!