I have a 21 SE and am in CT!
Where do you launch in the sound? I typically go to Lighthouse pt park in New Haven since it's about the only launch on the eastern half of CT with a beach, I come down from the Manchester area. FYI, there's a May 21 CT River Dinghy Race where cats participate, think I'm going to enter. Details are on Facebook.
There are three options for trailering
1. leave it wide and pay attention. This is what I do. There are only a few places where the road is narrow enough to be a problem around here. Watch for construction zones! I go all over the place and haven't had any issues. If I were going across the country, I would take the time to narrow the boat.
2. Narrow the boat if you have a trailer that supports this. My trailerx does compress, but it really is a hassle to scrunch the boat up. As to wear, there are plastic bushings on the ends of the cross bars that allow the boat to compress. I used some teflon to replace mine as the boat was getting a little "loose". A pain to do, but they last a long time.
3. Aquire a tornado trailer or other tilt trailer. These crank up and tilt the boat to give a smaller footprint. Great if you can find one.
I love the boat! It is fun to race, there is soooo much room on board when you want to bring the gang along for a great day on the water.
With both your comments I think I'll hold out until I can come across a nice SE. The idea of having a high performance cat that can double as a family cruiser sounds like the ideal boat.
As for trailering I'm not worried about the logistics of trailering full width it was more the hassle if I got pulled over, but it sounds like most of the SE guys don't have any issues.
Long term I'd probably look for a marina where I could leave the boat set up on the trailer or build my own tilt trailer.
Thanks for all the info!