handye9 wrote:
Lots of folks will tell you "buy your second trailer first". That said, go for that 30 - 33 footer. You have enough truck to pull it. Get yourself a good weight distribution hitch and find a place to practice.
Good advice, buy what you want.
I've towed both a 25 footer and now a 35 footer, and going down the road, there's no difference. Turning corners is a little different, but other than that, they tow about the same. All you need is practice. I got into towing a trailer 11 years ago and like you, I'd never towed a trailer before.
Picked up my new 25 ft TT at the dealer a few miles away, towed it to a big empty church parking lot near home, practiced backing up for about 30 minutes, got the hang of it, drove home and backed the 8ft wide trailer into a 12 ft wide space on the side of the house with the wife on the cell phone guiding me in. One thing that helped was I hung out on this forum for about 6 months before buying or towing anything so I kinda new what to expect in my head.
We tow a 35 ft trailer now and it's been great ever since. You just need a little practice and after a couple of times out, you'll be fine. In a year, you'll be a pro.