Your total trip with all stops is around 970 miles / 1560 km, taking roughly 15 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 Lakeland, FL and Annapolis, MD.
Start from Lakeland, Florida.
Jacksonville, Florida is stopping point #1 after driving about 200 miles (310 km) or 3.5 hours.
Savannah, Georgia is stopping point #2 after driving about 140 miles (220 km) or 2 hours. Your total trip so far is about 330 miles or 540 km over roughly 5 hours of driving.
Raleigh, North Carolina is stopping point #3 after driving about 320 miles (520 km) or 5 hours. Your total trip so far is about 660 miles or 1060 km over roughly 10.5 hours of driving.
Richmond, Virginia is stopping point #4 after driving about 170 miles (280 km) or 2.5 hours. Your total trip so far is about 830 miles or 1330 km over roughly 13 hours of driving.
Finally, Annapolis, Maryland is your destination after driving about 140 miles (230 km) or 2 hours. Your total trip with all stops is around 970 miles or 1560 km, taking roughly 15 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.