Caribbean Boat Rentals & Yacht Charters - 2026

Caribbean Reviews

1. CS

   Claire

   30 Pontoon Party Boat in Fort Lauderdale!

   Awesome, fun, friendly staff! Great place to doc and swim around as well as see some of the beautiful houses! Would highly recommend

2. 

   Andre

   Dolly-EXCLUSIVE VIP CRUISE IN PUNTA CANA

   The crew was awesome and the boat was nice. There were some communication issues and there was a bit of chaos related to getting what we paid for, but once that was worked out, everything was smooth sailing. Literally the best crew around.

3. SZ

   Sabrina

   44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

   Caroline and Kirk were awesome!! We all had a great time! We got to see so many shipwrecks and tons of fish. Thanks so much!

4. SB

   Shirley

   44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

   Kirk and Caroline are absolutely wonderful people to go sailing with. Our party was us (grandparents), our daughter and son-in-law and their two boys aged 4 and 2. I hired a private catamaran to repeat an experience I had had some years ago when I was in Barbados for my job. I wanted my family to swim with the turtles and over ship wrecks. I didn’t want to be getting in the water as part of a huge group as this detracts from the experience. Communication was fast and extremely friendly throughout. Everything was made easy for us. Kirk and Caroline are super warm and friendly people. They made a huge effort to ensure we saw everything and had a fun experience. They were great with the children. Both the boys, to our surprise, went in the sea. Caroline was always there to assist with getting them in and out of the water, she offered to look after them when they got out and ensured they had lovely cold drinks! The boat is immaculate. There are fun places to sit in the sun or shade. All of the equipment was provided and again was immaculate. We had a wonderful time with them. Everyone was on a real high when we got back. I cannot recommend Kirk and Caroline highly enough. It was a truly memorable time.

5. 

   Michelle

   44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

   Kirk and his wife made the adventure wonderful. Loved seeing the sea turtles and shipwrecks. I was not feeling well with rare rougher waters in the bay and their kindness meant the world to me. I loved learning about the area and them. I would HIGHLY recommend booking them over getting on a boat that’s crammed with other people, so much more enjoyable.

6. Sp

   Stephanie

   44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

   Hands down the best captain and wife team on the island!! We thoroughly enjoyed our sailing adventure. I loved how they listened to us on the type of experience we were looking for and I can truthfully say they NAILED IT!! Kirk was very knowledgeable and experienced in sailing. He tried to teach me and as I did learn some I thought it best to leave the sailing to the professional!! My sailing was a lot like my driving …not so good haha!! The whole experience was fun and relaxing!! If for no other reason you should book a trip with Kirk and Caroline just for their Rum Punch!! BEST on the island and I tried a lot of Rum Punch hahah!! Do not hesitate booking with captain Kirk!! You won’t be disappointed in your sailing adventure with them! Thanks again Kirk and Caroline for a memorable sailing experience!!