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Naples to Boston via Knoxville

2 travelers   /   driving   /   4 days   /   no pets


Naples to Boston road trip planner

Here's a sample itinerary for a drive from Naples to Boston. If you're planning a road trip to Boston, you can research locations to stop along the way. Traveling with a dog or cat? View pet-friendly stops between Naples and Knoxville. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

customize this trip
 Day 1

10:00 am  start in Naples
drive for about 2.5 hours

12:24 pm  Tampa
eat at Ulele
stay for about 1 hour and leave at 1:24 pm
drive for about 3.5 hours

4:58 pm  Valdosta
stay overnight and leave the next day around 10:00 am

day 1 driving ≈ 6 hours
find more stops

 Day 2

10:00 am  leave from Valdosta
drive for about 3.5 hours

1:18 pm  Atlanta
stay for about 2.5 hours and leave at 3:48 pm
drive for about 3 hours

6:54 pm  Knoxville
stay overnight and leave the next day around 9:00 am

day 2 driving ≈ 6.5 hours
find more stops

 Day 3

9:00 am  leave from Knoxville
drive for about 5.5 hours

2:42 pm  Charlottesville
stay for about 1 hour and leave at 3:42 pm
drive for about 3.5 hours

7:22 pm  Harrisburg
stay overnight and leave the next day around 9:00 am

day 3 driving ≈ 9.5 hours
find more stops

 Day 4

9:00 am  leave from Harrisburg
drive for about 2.5 hours

11:45 am  New York City
eat at Katz's Delicatessen
stay for about 4 hours and leave at 3:45 pm
drive for about 3.5 hours

7:26 pm  arrive in Boston
eat at Mike's Pastry
stay at The Westin Copley Place

day 4 driving ≈ 6.5 hours
find more stops

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Naples to Boston questions


Where does my trip begin?

Your starting point is Naples, Florida.

You can enter an exact street address if you want to get precise directions, but this is optional.



How many cars do we need?

Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.



Where should I stop along the way?

Tampa  (57 answers)
    International Plaza and Bay Street  (6 mentions)
    Busch Gardens Tampa  (5 mentions)
    Bayshore Blvd  (4 mentions)
    Tampa Riverwalk  (4 mentions)
    South Howard Ave  (3 mentions)
    restaurants around Tampa:
        Ulele
        Piquant Hyde Park
        Oxford Exchange
        Bern's Steak House
        Ava
    questions about Tampa:
        Best new restaurants in Tampa?
        Popular areas in Tampa for shopping?
        Beaches around Tampa
        Best free things to do in Tampa?
        Weekend ideas for a first timer in Tampa
Valdosta  (4 answers)
Atlanta  (111 answers)
    Georgia Aquarium  (29 mentions)
    World of Coca-Cola  (20 mentions)
    Piedmont Park  (16 mentions)
    Midtown Atlanta  (14 mentions)
    High Museum of Art  (11 mentions)
    restaurants around Atlanta:
        The Varsity
        Mary Mac's Tea Room
        Antico Pizza Napoletana
        Empire State South
        JCT Kitchen & Bar
    questions about Atlanta:
        Good Restaurants Unique to Atlanta?
        Great, reasonable places to eat.
        Tourist spots worth seeing in Atlanta?
        Authentic Southern Food!
        Best family activities in Atlanta?
Knoxville  (12 answers)
    questions about Knoxville:
        New Years in Knoxville reccomendations
Charlottesville  (14 answers)
    Monticello  (2 mentions)
    questions about Charlottesville:
        Any recommendations for hikes, good food and wine for a long-weekend trip?
        Trip with husband
Harrisburg  (15 answers)
    questions about Harrisburg:
        What are the 5 best sights to see in Harrisburg PA
New York City  (589 answers)
    Central Park  (149 mentions)
    High Line Park  (110 mentions)
    The Metropolitan Museum of Art  (85 mentions)
    Statue of Liberty  (69 mentions)
    Times Square  (59 mentions)
    restaurants around New York City:
        Katz's Delicatessen
        Shake Shack
        Lombardi's Pizza
        Balthazar Restaurant
        Eataly
    questions about New York City:
        Where do the cool kids stay in NYC these days?
        Is it a good idea to visit NYC in December?
        free or cheap things to do in NYC
        What is your favorite restaurant in New York City?
        48 Hours in NYC - I NEED to know the best Pizza spots!




Where does my trip end?

Your final destination is Boston, Massachusetts.

You can enter the exact street address of your destination, but this is optional.



Where's the best place to stay in Boston?

Are you going straight to a hotel, or looking for a vacation rental or Airbnb?

The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Boston.

You can also see most people recommend as the best amount of time to visit. Find out how many days in Boston to stay.

If you're looking for a quick answer, you can check out The Westin Copley Place, which was mentioned 4 times on Trippy.

Here are some more hotels people talk about:

The Eliot Hotel  (3 mentions)
Hotel Commonwealth  (3 mentions)
The Charles Hotel  (2 mentions)

Want to research more popular hotels in Boston? Click the blue button below.





Where's the best place to eat in Boston?

Need some recommendations on somewhere to get food?

Trippy members suggest Mike's Pastry, which was mentioned 15 times.

Here are some more restaurants people talk about:

Legal Sea Foods  (13 mentions)
Neptune Oyster  (7 mentions)
Alden & Harlow  (7 mentions)

Want to research more popular restaurants in Boston? Click the blue button below.





What are some things to do in Boston?

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

These are some of the places people talk about on Trippy:

Faneuil Hall  (30 mentions)
Freedom Trail  (29 mentions)
Fenway Park  (26 mentions)
Harvard Square  (18 mentions)
Harvard University  (17 mentions)

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 Boston. Click on any question to see answers from the community!

profile  Sunil from Mountain View asked:
Best way to get to downtown Boston from Logan Airport  (20 answers)

profile  Neil from Baton Rouge asked:
Is the Boston Freedom Trail worth a visit?  (14 answers)

profile  Eunice from Turrialba asked:
Worried about Boston cold weather. What should I wear?  (10 answers)

profile  Sara from Westerly asked:
Where are the best shopping deals in Boston?  (9 answers)

profile  Hannah from Milwaukee asked:
What are the can't miss things to do in Boston?  (9 answers)

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





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 Boston to Naples 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 Naples to Boston. Or get a full Naples to Boston 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 Naples well, please help your fellow travelers and answer their questions about Naples!






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At a Glance
without making any stops
total driving distance is 1,756 miles
driving time of 26 hours, 39 minutes
15 Naples travel answers
57 Tampa travel answers
4 Valdosta travel answers
111 Atlanta travel answers
12 Knoxville travel answers
14 Charlottesville travel answers
15 Harrisburg travel answers
589 New York City travel answers
200 Boston travel answers





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