Thanks for all of the replies. Yes, I've got a credit card so I guess all is good. However, I would prefer to be addressed as a debit card captain - just sounds more respectable <img src="http://www.traveltalkonline.com/forums/images/graemlins/Wink.gif" alt="" />. In all seriousness, sounds like finding a boat to charter shouldn't be an issue. I am fully comfortable in my own abilities and I've sailed cats up to 50' and monos up to about the same so I guess that box is checked.

Being responsible for the kids is another issue that I need to give a lot of thought to. I think part of what inspired this is seeing the Broadreach and Outwardbound boats on our last charter. My son liked the idea of being on a boat filled with his peers. On the flip side, I remember taking him and his friends to a Great Wolf Lodge for his 10th or 11th birthday. Man was that an adventure. The drive there was a bit out of control, and once we got there thing seemed to get even crazier. Of course they are four years older now and presumably a little more mature. And being in the BVIs on a boat is a completely different environment than being at the Great Wolf insane asylum. Plus, maybe being surrounded by a bunch of 15 y/o kids will bring out a bit of the kid that still lives somewhere inside me. And let's be honest, taking them on this trip would probably move me up a few notches in the cool dad contest.

Matt