after scheduling by email 2 weeks in advance for a 4/29/08 trip, we called jim when we arrived on st thomas on 4/28/08 to confirm. we left a message on his phone and he subsequently left 2 messages at our hotel while we were out to dinner. in the first he confirmed and gave us instructions, but in the second,... more

Such a great time on the Jester!! This was an absolutely amazing sailing adventure. Capt Jim does a wonderful job accomodating his guests. His sail boat is beautiful and very safe. He provides wonderful food and drink. Could not have had a better time. Even the music on board was the best. Can't wait to return to St Thomas and... more

There really aren't enough superlatives to describe what a wonderful time we had sailing on the Jester with Cap'n Jim. We did a daysail through the activities people at Point Pleasant Resort, for 10 am to 4 pm. (We ended up staying out later than that- Jim was NOT a clock watcher and I never felt like he was wanting... more

me and 2 grandsons (15 & 19) sailed with jester sailing on 8/16/2007 and we all agree 2 thumbs up for capt jim his crew and boat. boat was very well maintained and clean. jim delivered as promised on every thing from payment to what we would do, picked us up when i requested we start the all day sail,... more

I had reservations with Capt Jim for a month, even confirming a week beforehand. He asked us that when we got to the island, to give him a call and reconfirm this, which I did the first day I got there. The next day, I returned to my hotel to find that Captain Jim had "messed up" with the reservation... more

Spent an outstanding day with Captain Jim aboard Jester. My wife, son and his girlfriend had a great sail out to St. John, snorkeling at Honeymoon beach and a super lunch that my son dubbed the best chicken he ate all vacation. Very professional and courteous, Jim answered all of our questions, had snorkel gear aboard for those that needed... more

My wife and I wanted a private day sail while staying on St Thomas and after researching we booked Jester with Jim. The experience was all we expected and more. We went to White Bay on Jost which is a beautiful beach. On the return, Jim took us to the passage at Lovongo which we had never seen. Jim was... more

I setup a day of sailing with Jester Sailing adventures [-], this was the highlight of our cruise. We took a taxi to the Point Pleasant resort from the cruise pier, and met up with Captain Jim at the bar at the bottom of the hill. He takes at the most 3 couples for a day sail, this day there... more

Jester is a comfortable boat and Capt’n Jim is the most laid back skipper you are going to find. Very accommodating and fun to chat with. Since we stayed at Point Pleasant Resort, getting to the boat was only a short walk. If you do stay elsewhere, chartering Jester and Capt’n Jim for a day sail would be well worth... more