So I normally keep my boat in the water all year on the dock about three hours from home at our cabin.  But working more this year I want to keep it in the driveway and fish different fisheries more often to get more experience.  But having only been used to put my boat in an out of the water twice a year the tires are terribly weather checked, and since my boat is at our cabin and do not want to take the trailer on the interstate, would it be the worst thing in the world to load my trailer onto our 18 foot flatbed trailer then once I get it home I will be able to drive the trailer because it's mostly city driving never more than 5 miles to a boat ramp.  I know the boat trailer tires need changing but I would like my boat home to enjoy it, so I Googled it and I saw some people putting the trailer and boat on a flatbed, I at least want to do it so I can use my boat until I can buy some new tires. Any Thoughts? 

If there's no local laws prohibiting it I don't see any reason you couldn't do that. I have a buddy who transported his Triton that way across state lines. He paid a company to do it though.