We truly had a day of the lifestyles of the rich and famous with Captain Jim and Jester Sailing Adventures. The whole experience was incredible and everyone agreed that it was the highlight of our Carribean vacation. We sailed from St. Thomas Point Pleasent to St. John Island and spent the time on the beach and snorkeling. Captain Jim prepared... more

We booked a 4 hour private sail 10/09. It was the best day of our cruise. Gorgeous drive to meet Jim and then quick transfer to the Jester. Boat was in excellent condition - the smoothest and most gorgeous sail over to St. John for some snorkeling. Great snacks and drinks once we got back onboard along with fresh water... more

I just returned home from a great week in St. Thomas with a group of friends.I am reliving in my mind, an amazing day that we had aboard the "Jester" with Capt. Jim. He set sail from Point Pleasant harbor and offered us a beverage of choice along with some snacks.The feeling of the sailboat along with the fantastic selection... more

My husband and I sailed with Jester for a second time on our honeymoon in October. After our first adventure with Captain Jim 2 years ago to the beautiful Honeymoon beach we knew he would always be our choice for day sails in the Virgin Islands. He did not disappoint the second time around! His personal service, AMAZING cocktails, and... more

I just came back from a day sail with Jester sailing in the USVI St. Thomas. Jim was a generous and knowledgable host and captain, and both my daughter and I enjoyed our trip. Jim took us to a reef site off of St. John - Honeymoon beach, where there was two good snorkeling sites, one which had a good... more

What can we say. Jester (Jim) was fantastic and wonderful. Picking us up mid afternoon on our 25th anniversary day, we were about to spend the next four hours sailing over to Honeymoon Beach, St. Johns. Once aboard, Jim offered us cold drinks and told us to kick back and relax. We chose to sit near him, and allowed him... more

Captain Jim was a great host! The experience was awesome. Do it! It is a great bargain. Paul and Karen more

Amazing trip. Would definitely recommend to anyone in St. Thomas. more

Captain Jim went above and beyond to make our vacation special. From the moment we boarded his boat to the time we got off, he was serving us and making sure we were having a great time. The Jester Juice everyone talks about is amazing and addicting! Captain Jim sailed us over to Honeymoon Beach on the Island of St.... more