In my early 20’s, I used to join a close college friend on sailing trips to MV, Nantucket and other points in New England. We always sailed into Edgartown and rented a mooring from the Edgartown YC. They had a launch that would pick you up and take you to the dock. From there you could walk to Chappy across the infamous little bridge. This was in the early 80’s, so it was still an old money town without all the nouveaux-riches with oligarch yachts, etc. It was magical. Cute college kids worked at the long-closed seafood restaurant. I went three years in a row, the first two by sailboat. One September we had to ride out a hurricane attached to a mooring. It wasn’t as bad as it sounds, but heading to Wood’s Hole the next day we were buffeted by huge swells and it was rough going.
I’d love to return after 40 years and see how much it’s changed.