I agree with Pat
I towed my H23 with an Explorer for a while... The short wheelbase of the Explorer makes trailering an interesting experience! The trailer likes to swing at high speed, and this can push the front end of the towing vehicle around a bit. A longer wheelbase helps to solve this... I use an extended cab Ranger now, and it's a completely different (and less un-nerving) experience. Back to your original question, I think that a water-ballasted 25 or 26 foot boat is about the maximum I'd try to tow over the road- Not too heavy, not too long, and not too wide, but still gives me plenty of boat and versatility for the money. Anything larger would probably also (technically) require permits in many states for towing an oversized vehicle. There are many articles in the forum archives about towing and tow vehicles- check 'em out!--Jon BastienH23 '2 Sheets to the Wind'H25 'Adagio'