Your total trip with all stops is around 1,340 miles / 2150 km, taking roughly 20.5 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 LGA and RSW.
Start from LaGuardia Airport.
Baltimore, Maryland is stopping point #1 after driving about 210 miles (340 km) or 3.5 hours.
Charlotte, North Carolina is stopping point #2 after driving about 450 miles (720 km) or 7 hours. Your total trip so far is about 660 miles or 1050 km over roughly 10 hours of driving.
Jacksonville, Florida is stopping point #3 after driving about 380 miles (620 km) or 5.5 hours. Your total trip so far is about 1,040 miles or 1670 km over roughly 15.5 hours of driving.
Finally, Southwest Florida International Airport is your destination after driving about 300 miles (480 km) or 5 hours. Your total trip with all stops is around 1,340 miles or 2150 km, taking roughly 20.5 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.