Felicity is a Herreshoff Fish Class sloop, built by the Herreshoff Manufacturing Company in Bristol, Rhode Island, probably one of the seven boats (or nine?) delivered to Warwick Neck Country Club in 1926 (there is no plaque). There was a boat called Felix (number 972), seems as likely a possibility as any that she was re-named from masculine to feminine. The boats built in the teens (and named for various fish) were gaff-rigged, and lacked the molded sheer strakes, so she’s not likely to be one of those.
The Fish is just under 21 feet long overall, 16 feet on the waterline, displacement about 3300 lbs and draft 3′ 1″. I bought Felicity in Woods Hole (on Cape Cod, in Massachusetts) in 1980. I have done lots of work to her, much of it on my own, but my friend Bill Rogers did the big job, replacing her sheer strakes and deck (hence the two different looking cabins — the new one is finished bright and without portlights). Charlie York helped me do some pretty major refurb of the lower structure in the winter of 2013.
The Fish originally had a shorter, lower cabin and a larger cockpit, making her pretty strictly a daysailer. Like Felicity a number of the boats have had the cabins enlarged for overnighting, and Herreshoff built a few later boats (called Marlins) with larger cabins, and even (shudder) inboard engines.
Comments or questions welcome — send email to me at jim @ whmsi.com.