I put 285/75R18 on my OBX with a 3.5" lift. Pics on post below.
https://www.bronco6g.com/forum/threads/obx-lifted-and-new-tires-rough-country-3-5-lift-and-285-75r18-on-the-stock-rims.30982/
33s should be fine with the 3.73, 35s may be a bit much but people have done them with the 3.73. If youre moving to Florida, creature comforts are nice and the steps on the bronco may be beneficial as you get older, if you're moving to retire. The power seats in the OBX are nice. Leather in...
Just swapped out the OEM Steps for these, due to little kids having issues climbing in. They work great! Install by myself took a few hours, but nothing terribly hard. 3/5 on difficulty, just due to running wires.
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I'd get the 392 instead of paying over MSRP for a used bronco. Plus you still have to pay tax on the vehicle when you title it (or in Iowa you do). I like the wranglers but they're terribly uncomfortable for someone tall... Considered a Rubicon during the great wait of 2021.
I used them, first time, for my bronco. Was super easy, I did all the stuff online, they sent me a check to use at the dealer. Wrote out and signed check per instructions, dealer handled it with paperwork. Got docs in mail to sign and return. Was really easy.
If you go larger you'll need to remove crash bars if you don't lift it and get the third brake light extension if you replace your spare. I put 285/17R18 on my OBX but did a lift as well.
Thoughts on the flooring you have? Been wanting to out something like that in but unsure it will do well in winter here. does it drain water through it? What about dirt/sand, would that get stuck in the grooves?