On the rare occasions where all my buddies and myself have the same time off, we’ll take an afternoon and take one of our boats over to Wellfleet Harbor for afternoon of cocktails and some good food. The run from Barnstable to Wellfleet via boat is around 12-14 miles give or take. Sometimes, we’ll hug the shoreline and take a slow cruise.
There’s a handful of places that the Wellfleet Harbor area has to offer which makes for a fun afternoon. For food, there’s The Pearl, Mac’s On the Pier, and Mac’s Shack, which is a 5-minute walk from the harbor. If you end up at Mac’s Shack, make sure you get their Pain Killer. It’s a perfect summer afternoon drink, with some of their sushi as well.
After filling up on some food and drinks at Mac’s Shack, we’ll walk back down to the harbor and stop in at The Pearl for one more. Typically, there will be some live entertainment, but times change depending on which time of the season it is.
Finally, we always make it appoint to stop into the Frying Pan Gallery to check out what’s new in the shop. They have some really cool and interesting pieces of art that are all locally made. They make for perfect gifts for family and friends.
Typically, we head to Wellfleet a half dozen times or so throughout the summer. If weather permits, our last trip via boat will be during the Wellfleet Oysterfest in October. It is an absolute blast of a time, with tons of oysters, people, and partying to go along. I highly recommend going if you’re around during the dates it’s being held.T