Katen,

I have no idea what your experience is. For the first charter my wife and I did we chartered a 32' mono from Sunsail. My thinking was that it would be easier for me to handle since my wife really didn't have any sailing experience then. Then we charter a Sunsail 444 with two more couples the year after. Honestly with the lay out on the 444 it was easier to manage than the 32' Everything was routed right to the helm and with the electric main winch it was very easy to handle.

I mention this because I wouldn't limit yourself to a 2 cabin boat. You might actually find a bigger boat that is less expensive and just as easy if not easier to manage. Just depends. And as others have stated, most any of the companies in the BVI are great to work with. We started with Sunsail and really haven't found a reason to try anyone else. Their rates are very competitive.