I have not regretted any trailer I owned.
My first pop up was tiny, but it taught me the basics of towing with little risk and provided an off the ground camping experience that one likes as they get older.
I moved up because.. I had to live in it for two weeks and I didn't want to do that again in such a confined space with a literal full set up. The trailer was bare bones, everything had to come out of stowage and be set up.. appliances, everything.
I miss it because I could take it WAY into the back country without breaking a sweat. My camping spots were basically unlimited with it.
My second pop up was short lived, but it taught me about towing a BIGGER trailer and gave me a taste of what it was like to have more room. It was still bare bones, but had better stowage and was easier to set up
I also lived in it for a week, had the same thoughts about space and convinience, so I moved up to the 13 ft Burro
I miss the second pop up because I could still get it into most places, but have LOTS of room if stuck inside.
Had the 13 for almost 3 years, enjoyed almost every minute of it, it taught me about towing a "big" trailer in perspective to my Element tow rig.
I lived in it for a month.. no bathroom.., having to work daily, shower and poop in a 13 footer with two dogs.. OK for a couple days, not long term.
I will miss it because of it's ease of use, cute factor and that I put my heart and soul into making it uniquely "mine".
Since I often use a trailer for work reasons, the bigger Burro
came into play purely for the bathroom. I am sure once I learn the systems I will find ways to make the set up faster and work better for me.
Can't miss it yet, it's still here!
I always say "This is THE one" but who knows? I may move to a fifth wheel sooner or later.. but that remains to be seen. I haven't even slept in the 17 yet.