If you are considering booking with these guys, definately do it. From my first call to Charlie the communication was great, the prices are all in line and everything was easy. Once we actually arrived everything was beyond what we could have hoped for. Charlie and Josh are very accomodating, love to talk about the things you see, history of... More

I was looking for a perfectly memorable spot and equally romantic to propose to my girlfriend. I expressed this to capt. Charlie and left it completely in his hands. He brought us to a beautiful spot right around the "corner" on st John and everything was just amazing....a 400 year old rum ruin with a window that looked out over... More

The Simplicity is a fantastic day sailing trip in St Thomas and is a must do if you want to get the most out of your USVI vacation. We sailed with two couples out of Red Hook with Charlie, Josh and the cute dog Hinkley as our crew and spent the morning doing some serious sailing out to Hawksnest Bay... More

We just returned from our first visit to St Thomas. I did extensive research for about 8 months on everything we planned for our trip and Simplicity Charters exceeded my expectations. We, my husband and 2 college daughters, went on a full day sail/snorkel trip aboard this beautiful restored sailboat. Charlie and first mate Josh were very knowledgable and fun... More

As other reviewers have mentioned this was a great boat with a great crew that made for a perfect day. Charlie and Josh were both very knowledgable and you could tell it wasn't their first rodeo. My wife and I were lucky enough to be the only ones on the boat that day and they didn't seem to mind at... More

My husband and I sailed on the Simplicity on January 3, 2012. We took an easy taxi ride from our cruise ship in Charlotte Amelie to the America Yatch Club ~20 minutes away. There we met Charlie, Josh, and Hinckley and began our 6 hour crusie. We had a lovely sail over to St. John and had our first snorkle... More

My husband and I have been coming to St Thomas over the last couple of years and we can't complete our trip without a day on Simplicity. In fact, during the summer we do two sailings. Charlie, Josh and Hinkley are like family and it truly is an amazing experience. This trip we had two friends come along and they... More

My husband and I tood the all day sail with Simplicity Charters on December 5th as part of our 25th Wedding Anniversary cruise. It was our first stop while on board the Carnival Victory. As we are not big shoppers, and because we wanted to do something different than what we can do back in Michigan in December, sailing seemed... More

Perfect! Our day with Charlie, Josh, and Hinckley was the highlight of our trip! From our cruise port we took a short taxi ride over to Red Hook where we met Charlie and boarded Simplicity, which was beautifully re-built by Charlie and in great condition. From the dock we sailed around the eastern end of St. Thomas taking in the... More