Hill City, SD to Fishing Bridge in Yellowstone in mid-June

Agree with 2 gypsies. We traveled the same route last july in gas truck towing a tt with lttle problem. We are also from south florida with little mountain experince so i had the same reservations as you. I think that by tbe time you get to that area you will some pratice and will be more comfortable. Monteagle and the Vail pass bothered me more than the the Buffalo, Grey bull route did. Just remember the basics of mountain driving and relax.