any regrets with a longer TT?

OP, you don't say what your TV is.

I thouht I read the OP towed with a van.

OP, you don't say what your TV is. If you have a regular cab with short box, probably not much noticeable difference. But if you have or upgrade to an 8' box and super or crew cab, the extra TV wheelbase plus longer overall length could be a handful to get around corners. We have a supercab with long box plus a 29' TT and I have to be on top of things sometimes when entering and going through a corner correctly otherwise I can hit or go over a curb.

If just going to a longer TT, I can't see the extra 3' making much of a difference at all if camping at ordinary campgrounds. Back country dry camping might be another thing. At 32' now, I doubt you do much backing up other than into a standard site anyway. We once had to back about 1000' along a winding road to a site but that was with a 20' TT. I wouldn't want to try that at much more than 20'...

In any event, we like using walkie talkies for backing up. Makes it a lot easier to back up and no spousal wars, lol. We're thinking of adding a backup camera for the times I'm by myself.

Oh, and if you doing any trips on ferries, the extra length could make a difference. We got dinged an extra fare last summer for literally a few extra inches over the increment. Had I known, I would have taken the spare tire off beforehand. Now thinking of a spare tire carrier underneath. :D

Camping in the hills around here, smaller is better.RVing staying in parks or full timing, bigger is better.I have been up to 40 feet and down to a 13 ft and thought my current 30 ft would be okay for the hills in these parts.It's to long bumper to bumper.Even as high off the ground it is, it drags the rear in spots.

Forest Service campground, backed all the way in with the rear hanging over, the tongue stuck out in the road.

Myself and my style, I'm going shorter unless we go full time again.

We have a 29 foot trailer and spent 8 months traveling around the U.S. It was fine-wouldn't have wanted bigger. It all goes to how much stuff you want to cart around.

Bigger isn't inherently bad and is nice. However, you need to remain congnizant of the size limits of the campgrounds you frequent or might frequent in the future. We went with a 27'6" TT with a rear King popout since 30 ft is the maximum size we can bring into some of our favorite sites. Going big just for the sake of going big will be a problem if you can't take it where you want to go. If you have no such concerns and your TV is adequate for the task, get as big as you can safely tow.

I told the wife recently that if I won the lotto I'd buy several lengths of TTs so we could have them for specific types of camping.

We started with a 16-foot, traded for a 21-foot, then a 32-foot, now enjoying our 24-foot Arctic Fox. As has been said, the 32-footer was no more difficult to back than the others and certainly easier than the single-axle 16-footer. That said, we like to camp in Forest Service and Park Service campgrounds and have found that the 24-footer fits in a lot more sites. We don't really miss the extra space even though we spend 3-4 months at a time on the road.

We went from 27 to 36 ft. We have stayed in all of our favorite spots at every campground, and never not been able to get fuel. It tows just as easy as the 27' and has tons more room. What's not to like about that? Only down side is needing the correct tow vehicle. With a trailer that big you need enough truck or its no fun. Gas or diesel will do, a half ton wont.

I guess if loulou can tow with a TT & boat combo & few problems, then I should be OK.

As far as need to go bigger, it's either that or go fulltiming without DW. She has been good sport for yrs with small bedrm & bath while camping on 1-2 wk excursions. But fulltiming, we both would like bigger bathrm shower, slideout bedrm, & large forward clothes closet like Cougar HC 321RES. I realize many are happy fulltiming in smaller, sometimes much smaller rigs, & to be sure there are advantages, but these responses have assured me that we should be OK. Thanks again.

None for me, all upside

Not sure of the total length of rig. I tow with an 04 chevy express cargo van 3/4 ton 6L, so 5th wheel option is out. Perhaps my biggest concern will be backing into my inclined driveway - a hard 90 degree on narrow res. street. I already scrape slightly on sidewalk.

Royb, I like the gas station-disconnect idea. Never thought of that option if one gets in a pickle. Duh!