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Route Planning is important.

If you are headed for the Maritimes, get on I-81 as soon as you can and take it all the way north to I-90 and cut back across. The road conditions and tolls along the I-95 corridor are just hateful. Speaking of tolls, get an EZPass (still a lot of tolls no matter which way you go and stopping for all of them gets really really really TEDIOUS).

If you are not going to the NorthEast (Maritimes), but somewhere further West that allows you to avoid I-95 and the Northeastern US ... then disregard all of the above and enjoy your trip.

Make sure you check out both US and Canadian customs' web sites to ensure you will have the required documentation for yourselves, your tow vehicle and the boat.

:)