Our sail on the Jester was a wonderful time! I booked the sail a few weeks before our trip and Capt. Jim was very cooperative with scheduling a day that worked for us and prompt with his email responses. We originally had a group of 6 going but the morning of the sail 2 were not feeling well and were... More

We visited the Virgin Islands for the first time in April, and one of the best experiences of our trip was the sailing trip we took with Captin Jimmy on the Jester. It was truely a relaxing experience with great people and excelent food. We look forward to our next Virgin Island vacation and another sailing adventure on the jester. More

My family was looking for something different to do while on our annual family vacation- and this was perfect! It was the first time on a sail boat for all of us and Capt. Jim made it very easy (even for those family members that were a little hesitant about getting on a boat). The trip was fun and relaxing... More

The sail on the Jester was absolutely amazing! Was worth the whole trip to the USVI. We loved it so much, we went twice during our vacation. The food and drinks were really good, especially the Jester Juice. Capt Jim and the Jester are the bomb.com! Highly recommended! Cheers, Frank & Dani Delgado More

I did a full day sail on Jester during a recent vacation to St. Thomas. We sailed over to St. John where the snorkeling was awesome! Then we were treated to an absolutely delicious lunch that Captain Jimmy cooked while we snorkeled. I've done sail trips with other charters in the past and the Jester day sail surpassed them all... More

My wife and I went on two sails with Captain Jim on Jester. Our first was with two other couples on May 7th and the other was a private sail on May 10th. Captain Jim was extremely friendly and easygoing. The food on both trips was extremely good and exceeded our expectations. The drinks were unlimited and a wide variety... More

Captain Jim was very personable and engaging, with plenty to share about the sites we passed while sailing. He also knew when to hang back and allow my wife and I time to ourselves to take in the beautiful scenery together. The boat was in great shape and well-maintained, while having a bit of warmth and personality - you feel... More

From my wife, Lise and I, thanks Capt. Jim for one of the most wonderful vacation days we have ever experienced. This was our third vacation in St. Thomas, but only our first sailing experience. Now we regret not having sailed with Capt. Jim on our two previous visits. Captain Jim was the consumate host - friendly, professional, always willing... More

We came down to the Virgin Islands with my friend, and decided to go with Capt'n Jim and Jester for a full day sail to St. John. It literally was the HIGHLIGHT of our trip. Captain Jim was witty, charming, and you could tell he wanted us to have a lot of fun! He has LOTS of sailing experience--he knew... More