I would advise carpooling, especially if staying in Dennis since it's about a 30 min drive. Uber/Lyft to/from the brewery especially if drinking!
There is a small parking lot, so again carpooling would be best. There is an overflow parking lot across the street from the brewery, it would be about a 5-minute walk. The parking lot is located next to Mashpee Baptist Church and, right across the street from the Townhall. Collins Lane is the name of road that goes into the parking lot. To walk to Naukabout from there turn left on to Main Street, crossing at that cross walk, then turn onto Lake Ave.
Dressy, casual. Anything you want to wear to an outdoor brewery! It will most likely get chilly when the sun goes down and we're near water so it will most likely be a little windy too, I suggest bringing a jacket or wearing something you won't get cold in.