How much does the length of a TT affect driving?

When it comes to comfort level with the natural movements that the trailer likes to do back there, the type of vehicle makes a difference. Things like the trailer dancing around on the pavement, wiggles from the windy, or being passed by a semi might be barely noticed by a 1 ton. It may be a white knuckle moment in a short wheelbase vehicle. A 2ft difference would be nothing for most of your larger vehicles like pickups and full size vans.

Sway on the other hand is a problem that needs to be corrected. Every vehicle out there can be affected by sway, even a 1 ton dually. You shouldn't experience sway at all, even as you go up in length. If you have problems with sway then you need to figure out why and get it corrected.

When it comes to maneuverability, I find that longer trailers are easier to back than shorter trailers. Short trailers react and get out of line very quickly. In your case the difference in length is relatively small so the trailers will behave similarly. My trailer is 35.5ft overall and I haven't met a gas station I couldn't get out of. I've been in some pretty tight stations.

Also make sure you're looking at the overall length of the trailer when you're comparing the length. The number in the model number is normally the measurement for the box or an arbitrary number. The overall length is a few feet longer. I wouldn't shy away from a longer trailer. There's a learning curve with everything. Just take your time with learning and getting comfortable. Think several steps ahead and you'll never run into a situation that you can't get out of.