Call a Charter Agent for your first charter adventure. It is a service YOU don'pay for, but the Agent will ask the questions, and get the information from YOU that you can't sort out for yourself on the first go. You'll get a range of boat prices, Captain-only or crewed, most likely representative of different charter companies, so you can start to work up a probable budget. Lots of decisions to be made, but an Agent will cut them down to size.

Lianne LeTendre here on the board is one of those people. I believe she is a listed sponsor as well as advertiser with TTOL.