77 Scetpre and Bumpdraft are absolutely right.
I believe Mass does not have a requirement for brakes if the overall weight does not exceed 10,000 lbs. -
http://www.brakebuddy.com/towing-laws
With that said, I do not trailer my boat a whole lot. The longest trip it would go is about 80 miles to Cape Cod and I would be planning the hauls around traffic. For the most part, it's launch in and haul it locally where I am a few times a year (if that).
For me, this works. For others constantly towing, most likely not.