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I owned a Montauk 17 and Outrage 17 and ferried many people over the years.

You will not be able to fit 5 passengers (with you is 6) for anything longer than a short cruise. There isn't room and not a lot of weight capacity.

At most:

2 seated on RPS facing backward
1 Driving
2 sharing forward cooler seat.

In a calm bay, inlet or river will be fine. In the wide open part of the Chesapeake, forget it. An Outrage 18 or 20 would be more comfortable.

I circumvented NYC years ago (6 hrs on the water) with a total of 4 and it was somewhat uncomfortable.