Jester Sailing Adventures

Great way to spend New Year’s Day!

Five stars to Captain Rich and Susan, 15 of us took a day sail when our cruise ship made port in St Thomas. We ranged in age from 4 to 83 and fun was had by all! The boat was clean, the music fit th...

Great way to spend New Year’s Day!

Five stars to Captain Rich and Susan, 15 of us took a day sail when our cruise ship made port in St Thomas. We ranged in age from 4 to 83 and fun was had by all! The boat was clean, the music fit th...

Great time!!

We had a delightful time with Rich and Jill! The sail was brilliant and beautiful. Memories made with our dear friends. We highly recommend this adventure. In addition, sailing out of Secret Harbour w...

Great time!!

We had a delightful time with Rich and Jill! The sail was brilliant and beautiful. Memories made with our dear friends. We highly recommend this adventure. In addition, sailing out of Secret Harbour w...

Great hosts, great sailing!

We booked a 1/2 day sail for 6 aboard Jester, kind of last minute (one day’s notice), but Captain Rich and mate Jill were very responsive, and took great care to make sure we had a great day. I wish ...