It seems that U-Haul is getting rid of a bunch of their car dollies. After checking prices for a used U-Haul dolly, other used dollies, or new dollies, I found a good price on a U-Haul dolly. The price ended up being $650 which isn't bad since I couldn't find any other used ones any cheaper and the new ones range from $1400-1800.
Now getting to the trail will be much easier (and more comfortable in an air conditioned truck) and I don't have to worry about the trip home if I break something.
1986 Suzuki Samurai soft-top
1999 Toyota Tacoma