If you are really serious about chartering check out some of the vessels they have at fishermans terminal. Most of these were used in commercial fishing . They range from 20' to 80' with prices that are hard to beat.

I have seen several 30 and 40 footers with full galley and state rooms. along with many other feautures that would cost twice as much in a consumer boat. Equiped with Disel (cheaper then Gas) you can run it all day. prices starting any where from $ 20,000 to 40,000.

If you have the Lic to run a tug (Unlimited Ton / inland ?)then you should have no problems runing these. Isn't a 6 pack Lic. all you need for the chartering in the sound. Any way good luck. Worth a look.