My husband and I did out first bareboat charter in the
Virgin Islands many many moons (decades) ago. I still remember it as our most enjoyable holiday.
We did one week on a private charter, where the owner skippered the boat and his girlfriend cooked gourmet
meals. The second week we did a bare boat charter out of Saint Thomas on our own.
As others have noted, the USVI and BVIs are easy enjoyable places to bareboat. It’s almost all moorings and line of sight
navigation, with fair winds and moderate seas.
We found the 1st week with an experienced
Captain helped us feel more confident and offered valuable local knowledge. It was actually less expensive than the bareboat charter, and included
food, dive instruction, and as much sailing time and instruction as we wanted.
Although we had a lot of
small boat experience, our largest boat to that time was a 22’ Bristol. I had also done a week long sailing course in the Chesapeake on a 40’ sailboat. But having a week together on a larger boat and knowing the ares before hand helped build our confidence as a couple.
I don’t know if the company we used for the private charter is still operating. But most of the bareboat companies will provide a
captain for as long as you want. Depending on your experience sailing and chartering, they may also require it.
I’m not familiar with the DS course you mentioned. Is it a “Day Sailor” designation? I did my course through Sea Sense. No
ASA cert, but a great course all the same. Don’t know if that’s still operating either….feeling a bit old here!
:-)
Love to hear what you decide to do.