This will be my 5th sailing trip in 4 years. Here's a picture from last year -- this isn't the boat I was on, but another boat that was in the same harbor one night.
We'll be sailing up through Penobscot Bay. No real destinations, just going where the wind (or if needed, the motor) takes us.
If the thought of sleeping on the ocean for a few days and doing practically nothing whatsoever sounds appealing, here's a link to read up on windjammer sailing in Maine. I will be on one of the boats listed on this site.