Boothbay, Maine to City Island, NY

[DubCap]

Hello Fellow Sailors!
I'm going to be delivering a boat from Boothbay Maine to NY mid May and I'm looking for some tips.

Anyone know how long this trip should take and of any gotcha spots or things to watch out for along the way?

Any tips are much appreciated.

[accomplice]

What kind of boat are you delivering and what is its cruising speed?

Do you have crew to do it in a straight shot, or are you planning on stopping for the night in anchorages along the way?

If you'll be stopping (and even if you're not), you'll probably be transiting the cape cod canal. Be sure to check the canal tide tables and plan your trip through it to go with the current.

If it were me and I wanted to move quickly, but stop at night, I would do a long day (120miles) to P-town, the next day through the canal and a little under a hundred miles to Block Island, and the third day around a hundred to City Island. If you want a shorter first day, stop at Cape Ann (Sandy Bay, Anisquam, or Gloucester), then Cutty Hunk. If you wanted to go non-stop you're looking at about 300nm -- depending on the boat that is probably 1.5-2 days. If going non-stop I'd be inclined to go outside Cape Cod.

Also, watch the weather. The winds can come from any point on the compass, but generally from the southwest that time of year. It'd be less fun motoring into the wind the whole way, and if facing days of that I'd be inclined to either delay or do shorter days.