The word toggle will become something you'll learn to curse. Your proas (if that's the right term) can catch one enough to bring the other in play.
I've seen dingy's get caught-up. Do you have sail drive at mid hull or off the stern? Your rudder (with some gymnastics probably is easier to deal with.
Anyway, I'll be interested to learn of your experinences. As Mr. Levy points out -- there are areas where you could jump from float to float it would seem.
Sometimes in very "deep" water; and sometimes, seemingly, in the middle of no where ;^))))))
It's not that bad as long as your vigilent; patient, and accept the fact that (occasionally) shit happens. Get BoatUS or another unlimited tow policy.