Your total trip with all stops is around 1,440 miles / 2320 km, taking roughly 22.5 hours for the whole trip. If you want to see every small town along the way, you can get a full list of cities between Appleton, WI and Sanford, FL.
Start from Appleton, Wisconsin.
Chicago, Illinois is stopping point #1 after driving about 200 miles (310 km) or 3 hours.
Nashville, Tennessee is stopping point #2 after driving about 470 miles (760 km) or 7 hours. Your total trip so far is about 670 miles or 1070 km over roughly 10.5 hours of driving.
Tallahassee, Florida is stopping point #3 after driving about 490 miles (790 km) or 8 hours. Your total trip so far is about 1,160 miles or 1860 km over roughly 18 hours of driving.
Finally, Sanford, Florida is your destination after driving about 280 miles (460 km) or 4 hours. Your total trip with all stops is around 1,440 miles or 2320 km, taking roughly 22.5 hours for the whole trip.
Travelmath helps you figure out where to stop when planning a long road trip from one location to another. The best stopping point for an overnight hotel stay or a break from driving often depends on how far or how long you want to drive before pausing to rest. You can find the closest city to your stopping point to look for hotels, or explore other cities and towns along the route. Use this as a road trip planner when you're driving cross-country or mapping a route with multiple stops.