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Leesburg (Virginia) to Florida drive

driving   /   3 days   /   no pets   /   no RV

Leesburg (Virginia) to Florida road trip planner

Here's a sample itinerary for a drive from Leesburg (Virginia) to Florida. If you're planning a road trip to Florida, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops. Camping along the way? Search for RV campgrounds. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

customize this trip
 Day 1

11:00 am  start in Leesburg (Virginia)
drive for about 2 hours

1:09 pm  Richmond
stay for about 1 hour
and leave at 2:09 pm
drive for about 2 hours

4:05 pm  Rocky Mount (North Carolina)
stay overnight and leave the next day around 9:00 am

day 1 driving ≈ 4 hours
find more stops

 Day 2

9:00 am  leave from Rocky Mount (North Carolina)
drive for about 3.5 hours

12:41 pm  Bishopville
stay for about 1 hour
and leave at 1:41 pm
drive for about 3 hours

4:37 pm  Hilton Head Island
stay for about 1 hour
and leave at 5:37 pm
drive for about 2.5 hours

8:08 pm  Jacksonville
stay overnight and leave the next day around 10:00 am

day 2 driving ≈ 9 hours
find more stops

 Day 3

10:00 am  leave from Jacksonville
drive for about 2 hours

12:05 pm  Orlando
eat at Cafe Tu Tu Tango
stay for about 3.5 hours
and leave at 3:35 pm
drive for about 1.5 hours

5:11 pm  arrive at Florida

day 3 driving ≈ 3.5 hours
find more stops

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Where should I stop along the way?

Richmond  (14 answers)
    Carytown  (4 mentions)
    Virginia Museum of Fine Arts  (2 mentions)
    restaurants around Richmond:
        Buz and Ned’s Real Barbecue
    questions about Richmond:
        What is your favorite restaurant in Richmond?
        What is there to do in Richmond?
        Nightlife in Richmond & hotels?

Rocky Mount (North Carolina)  (4 answers)

Bishopville  (2 answers)
    questions about Bishopville:
        Sightseeing locations in Bishopville

Hilton Head Island  (30 answers)
    Hilton Head Island  (3 mentions)
    Coastal Discovery Museum  (2 mentions)
    restaurants around Hilton Head Island:
        The Salty Dog Cafe
    questions about Hilton Head Island:
        Best historical locations/tours on Hilton Head Island?
        Girlfriend getaway in Hilton Head
        road numbers

Jacksonville  (26 answers)
    questions about Jacksonville:
        What's the best neighborhood in Jacksonville for a first time visitor?

Orlando  (159 answers)
    The Wizarding World Of Harry Potter  (16 mentions)
    Universal CityWalk  (8 mentions)
    Universal's Islands of Adventure  (7 mentions)
    Universal Studios Islands of Adventure  (5 mentions)
    Orlando Premium Outlets - International Dr  (5 mentions)
    restaurants around Orlando:
        Cafe Tu Tu Tango
        Emeril's Orlando
        SeaWorld
        Jimmy Buffett's Margaritaville
        Hard Rock Cafe
    questions about Orlando:
        How many days for Disney + universal?
        5 days in orlando not Disney
        What to do during one day in Orlando that's not Disney World
        Top golf courses in Orlando?
        Fine dining for client meeting in Orlando


What are some things to do in Florida?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!

For example, here are some questions people have asked about Florida. Click on any question to see answers from the community!

profile  Delbert from asked:
Would this be a good area to stay three or four days? July a good time?  (7 answers)

profile  Serena from San Francisco asked:
Where to go for a romantic (and also fun) weekend in Florida?  (6 answers)

profile  Georgia from Minneapolis asked:
Where is the best beach town in Florida?  (4 answers)

profile  Mary from Pennsylvania asked:
1 month beach vacation in SW Florida  (3 answers)

profile  Liv from Cape Cod asked:
What to see on a road trip through Florida?  (2 answers)

Click the button below to explore more questions and answers related to Florida.




Do I really have to go back home?

Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!

Want to plan the trip back? Get the reverse directions for a Florida to Leesburg (Virginia) drive, or go to the main page to plan a new road trip.

You can also compare the travel time if you're flying or driving by calculating the distance from Leesburg (Virginia) to Florida. Or get a full Leesburg (Virginia) to Florida flight plan.

Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.

And if you know Leesburg (Virginia) well, please help your fellow travelers and answer their questions about Leesburg (Virginia)!





At a Glance
without making any stops
total driving distance is 936 miles
driving time of 14 hours, 30 minutes
Florida is the same time as Leesburg (Virginia)
1 Leesburg (Virginia) travel answer
14 Richmond travel answers
4 Rocky Mount (North Carolina) travel answers
2 Bishopville travel answers
30 Hilton Head Island travel answers
26 Jacksonville travel answers
159 Orlando travel answers
95 Florida travel answers





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