Re: Largest Boat we can trailer??
The 8'6" beam is the practial limit without and oversize permit pretty much everywear and there are many boats in the 28' range built this way
Find the boat and trailer you like but with three thing in mine:
1) the beam
2) gross trailer weight (trailer. boat, fuel, etc), try to keep the weight below 10,000 (unless your a professional/skilled driver)
3) keep the height below the bridges you plan to go under (talk to your highway design people in your state).
Once you find it, buy a truck that can tow it.
A properly equipped 3500/350 can easily tow a 10,000 trailer, but you should have the added features of an electric trailer brake, an ez-lift and a anti-sway bar.
You can't beat a balanced trailer and a properly equipped truck. "It's a beautiful thing".