Boat Rentals & Yacht Charters - 2026

Caribbean Reviews

1. ZH

   Zach

   Sailing Cruise Saint John

   Great boat. Great food (legit the best pizza in the islands). Great hosts. Great Day! Highly recommend spending your day with Shana and Nicholas. Highlight of our vacation.

2. Pc

   Pete

   Cobalt R5 Bowrider Boat Rental In George Town, Cayman Islands

   Captain Marcel and Noah were really fantastic crew members. Communication with the owner was very fast, flexible and efficient. Our day started on time and the itinerary was curated for our needs. Our boat day was probably our favorite time in Cayman. We'll be back!

3. AP

   Auston

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

   From start to finish, our trip “down de islands” was absolutely amazing. Ronald is the perfect captain—professional, friendly, and full of local knowledge that made the whole experience even better. The boat was clean, comfortable, and well-equipped, and we always felt safe and well taken care of. Ronald took us to the best spots for swimming, liming, and taking in those breathtaking sunset views and a surprise visit from dolphins you can only get in beautiful Trinidad. His warm personality and easygoing vibe made the day feel like we were out with an old friend. If you’re looking for the perfect DDI experience whether it’s relaxation or adventure Ronald’s Charter is the one to book. Highly recommend and definitely planning to go again!

4. JL

   Jill

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

   We had a wonderful time with Ronald. He was helpful, friendly and really made us feel comfortable. He saw we had a lot of food / snacks and got us a trolley and helped us load up the boat! He provided some cool history about going down the islands, and pointed out cool things along the way. We felt safe and he really made us feel like family! You can't go wrong with booking him for a wonderful day out on the seas.

5. 

   Alexandra

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

   We had an amazing day with Ronnie! He’s a great captain, welcoming host and his yacht is wonderful. Communication and scheduling with Ronnie was a breeze as well. We had a perfect day exploring Trinidad. If his yacht is available, do no hesitate to book!!!

6. 

   Ma Estela

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

   7 of my best girlfriends and I celebrated my bachelorette in Trinidad. We had the honor of having Ronald as our beloved captain! He ensured we had an amazing time, and had a lime out by Mona’s Island. Our bachelorette trip would have not been complete without Ronald & the Whistling Wind.