There are different routes you can take from Sioux Falls, SD to Florida. We went to Custer, SD last summer and we took a northern route to avoid the storms going up and more of a southern route coming back to GA. Stay on the major highways and interstates and you won't have any problems. We used the Allstays app on our iPad to find places to stay and we didn't have any problems finding overnight stopping campgrounds.
If you want to stay in Florida for the winter you need to start making reservations yesterday for the better parks.
Jon & Sue Francis (Retired U.S.A.F.)
Lil Girl-Rescued, Abby Rescued, Peaches Rescued
06 Allegro 35TSA Workhorse Chassis
2013 Chevy Spark Dinghy