We bought our first Jeep in 2008. It's a 2007 Grand Cherokee Laredo. We drove it from Southern Indiana to Anchorage Alaska. Great Jeep for a road trip like that.
While living in Alaska We decided to buy a 2002 Wrangler Sahara to go wheeling. Didn't have the money to modify it much, but did have a winch. It did ok in the snow not very good in the mud.
We had to trade the Wrangler for a 3/4 ton truck to haul our camper from Alaska to Florida, but we now have another Grand Cherokee, 1999 Laredo. Just got it yesterday.
Can't wait to do some Southern wheeling.