out on foulies. Here on the Great Lakes we can get away with bike/hike gear from MEC, etc., but Boston in November? You'll want the real deal: a full bib Henri Lloyd or Musto bottom and a jacket with sealable, high collar, waterproof pockets, and non-wimpy hood
. Spending a grand would be easy and probably a good idea. Throw in sea boots THAT FIT and decent gloves (you can get neoprene mitts cheaply, or "recycle" your dive gloves) and a good woolen sweater and toque/watch cap for good measure. For "on the bubble" weather
(sunny but cool, for instance), I wear cotton cargo shorts, T-shirt, a heavy sweater, a watch cap and bike gloves for the wheel
or lines. I can switch to bare feet or sandals at relatively low temperatures if I keep my head
and torso snug.
glasses might be an idea as well, if you can get a strap on them. Salt
spray can crud your eyes rapidly. I use silicon, dielectric grease and self-adhering tape to "sea-proof" cheap
LED pocket lights ($2.99 ones...consider them expendable) and have worn an ACR PLB when alone on night watch, along with my trusty tether.
Other than that, and the usual woolen socks/thermal underwear, it's pretty straightforward. You might wish to investigate the not-cheap but superior Spinlock DeckVest line of PFDs.
I'm going to assume you know to carry a knife on a lanyard...
And I concur: arrive dressed for the mid-Atlantic at Christmas
in order to max out the duffel. Seal clothes in sucked-out ZipLok bags to keep them compact and less damp. If you wear glasses, wear them on a strap, because if you put them with seawater on them on a counter, they will be scratched by the salt
Sounds like fun, your trip. Have a good time.