Re: Albany NY to New London CT trip?
I ran the Hudson from Manhattan to Canada in a 15 footer when I was younger. Do-able but you gotta have big nads. Your 15 is a wave slapper. Fuel is not a problem on the Hudson. I did it with 3 six gal tanks and a 55hp.--Buy the charts from the parks commission? They show all the marinas and services. I have also circumnavigated Manhattan in the 15 footer. I had the pleasure of almost being run down by a 100 footer in the East River and taking green water over the windshield. New York boaters give you no slack. Like I said, you need big nads.
Going up north to Canada is tame by comparison and the locks are an experience. On a nice day, Champlain is beautiful but in bad weather it get 5 foot plus waves. Do-able, I did it twice. But --Big Nads--4 days up from peekskill to Montreal and 4 days back.
Now the sound? That's another story. Not too bad by Mamaroneck and the Glen Island Casino (if it is still there). And Hells Gate is really no problem for a boat with that power. But further out you would be taking what the Coast Guard calls a "Manifestly unsafe" journey. If you stay close to shore it might be do-able --fishermen use small boats all the time--but that is a long, uncomfortable trip. And fuel on the sound may be a problem.