Siren, call the NYS DMV or visit their web site, they are in charge of all motor
vehicle registration including boats in NYS.
or licensing is needed but if your boss doesn't already know that, he probably should be taking a basic boating safety
course or looking into the "Power Squadron" classes
for new boaters.
CT depends on where the boat will be kept and how long it will be in what state. Just going over for a short time, no problem. Boats, again, are treated very much like cars. Keep it in CT for 90 days in a row--and he'll probably have to reregister it there.
If he's a NYS resident he'll probably have to pay use tax (not sales tax) on the purchase price
. The NYS DMV folks also can tell you about that, and the trailer requirements.
Be aware that trailers usually are built to a price
, and that means smaller cheaper wheels which have problems after salt water
gets into the bearings, making them more likely to overheat. And travelling at higher speeds, again makes them overheat. You really don't want to pull that trailer faster than it is rated for--regardless of the speed limit.
There may also be import
duty or customs' fees
involved, you'll also need to check on that to avoid an unpleasant surprise.