My 32' motorhome is rated to tow 5000#, just enough for the 22 & trailer (4200#). This setup measures 61 ft. with the outboards up. The nice lady at the WA State Ferries told me to let the motors down for the measurement and I would be under 60 ft and save $10. Nice gal.
All this works so well it is hard to imagine buying a heavy 25 to gain a complicated head.
Here is CA, they like you to stay within the 65' combined length max. However, I have a bud with a 42' Newell towing a "stacker" enclosed race car trailer that measures 80 ft. ! He has not been stopped...yet.
Another bud tows a..<gulp> 33 ft. powerboat! Notice I didn't say trailer-boat. He camps in the boat and tows with a diesel PU, so he is OK on length but.......the boat has a 9 1/2 ft beam !!!!!! It LOOKS really big behind the PU. His secret: This is a permit load in all states, no question...but the permit process is an expensive pain. So, he just puts a "Wide Load" sign on...front and rear, and off he goes. No permit, no nada. His explanation is that the authorities are reluctant to stop a load like that, clearly too wide but otherwise not causing any great problems, because they have to declare your trip terminated and sit right there and babysit you until the machinery of justice slowly grinds to correct things. He has been doing this for years all over the country.
Have fun out there...
Roy