Although I've been off-roading and riding 4-wheelers for over 25 years, I bought my first Jeep in 2003 and joined The Orlando Jeep Club that year. Within a couple years I met a lot of great people and was introduced and quickly hooked on rock crawling. Obviously we don't have any mountains in Florida so we take a couple out of state trips per year. I've been to River Rock and Morris Mountain both a half dozen times back in the days and more recently to Badlands, Choccolocco, Durhamtown, Harlan, Gulches, Wind Rock and AOP.
Like others have said, the whole "club" thing isn't for everyone but I personally have gained a lot of great friends and made many great memories through our Jeep club. Our club is made up of over 300 active members with everything from 1st time 4 door JK owners to former WE Rock competitors with buggies. Of course there are aspects of the club that don't really interest me, so I just attend the events that I think I will enjoy and skip the ones that I don't really care about. When I joined in 2003 I was member # 288 and we are currently around member # 1300. For most in the club the "Jeep" thing is just a phase and many are gone after a few years. Over the last 5-7 years our membership demographic has really changed with the production of the extremely popular JK's. There's a small group of about 30-40 of us that have been around for a while and really like to wheel our jeeps up in the mountains while the majority are perfectly fine with just trail riding through the woods on dirt roads and/or going to social events.
I think every club is going to have pros and cons to it and if you find the right group of people you will enjoy it for the most part. I also think it's funny how some people automatically have so many negative things to say about clubs that they have probably never been a part of.