I had never been on an actual sailboat before, so I wasn’t sure what to expect. Captain Dan knew exactly how to treat a first-timer, even letting me steer the boat for a bit when I was feeling a little seasick (Bufflehead is on the small side, so I recommend taking non-drowsy Benadryl if you think you might get seasick yourself).
We let him pick where we were going—an option I’d recommend if you’re looking for adventure—so we took a charter to Hurricane Island, a destination inhabited by the family who owns the island, the adventurous Outward Bound School in the summer, and not much else. It’s definitely not a destination you’d be able to get to normally, although the island has a rich history and remnants of its past as a granite excavation site in the early 20th Century are worth exploring. We hiked to the top of the island and had lunch in front of one of the most stunning ocean views I’ve ever seen.
But coming back to port proved to be one of the most memorable parts of the trip. The waters calmed and, leaning against the stern of Bufflehead, Captain Dan pulled out a guitar and began singing to our group as we sat, drank wine, and enjoyed the setting sun. I can’t think of a better way to spend a day than that. Captain Dan and Bufflehead come highly recommended.
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