21 days in United States Itinerary

21 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

21 days in United States Itinerary

Start: Naples, Florida
Drive:  13​h
1
Oxford
— 2 nights
Drive:  11​h
2
Toledo
— 1 night
Drive:  1​h
3
Detroit
— 2 nights
Drive:  3​h 15​min
4
Saint Joseph
— 6 nights
Drive:  1​h 45​min
5
Chicago
— 2 nights
Fly + Bus:  4​h 45​min
6
New York City
— 2 nights
+2
Bus + Fly + Taxi:  5​h
7
Gatlinburg
— 2 nights
Taxi + Fly:  4​h 30​min
8
Chicago
— 3 nights
Fly + Bus:  7​h 15​min
End: Naples, Florida

2
nights
Oxford

Oxford ©
Oxford is a city in Calhoun and Talladega counties in the State of Alabama. To see ratings, where to stay, more things to do, and tourist information, read Oxford trip itinerary planning app .

Naples to Oxford is an approximately 8-hour flight. You can also drive. The time zone difference when traveling from Naples to Oxford is minus 1 hour. Plan for little chillier nights when traveling from Naples in July since evenings lows in Oxford dip to 70°F. Finish your sightseeing early on the 12th (Fri) to allow enough time to travel to Toledo.

Things to do in Oxford

Nature Parks

Side Trips

Noccalula Falls Park & Campground, DeSoto Caverns
Highlights from your plan
DeSoto Caverns ©
DeSoto Caverns
Noccalula Falls Park & Campground ©
Noccalula Falls Park & Campground

1
night
Toledo

Toledo ©
Toledo is a city in and the county seat of Lucas County, Ohio, United States. On the 13th (Sat), look for gifts at Boyds Retro Candy Store.

To see where to stay, ratings, photos, and more tourist information, read our Toledo online vacation planner .

The Route module can help you plan travel from Oxford to Toledo. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Expect little chillier temperatures when traveling from Oxford in July; daily highs in Toledo reach 82°F and lows reach 65°F. Wrap up your sightseeing on the 13th (Sat) to allow time to drive to Detroit.

Things to do in Toledo

Shopping
Highlights from your plan
Boyds Retro Candy Store ©
Boyds Retro Candy Store

2
nights
Detroit

Detroit
Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
To find ratings, reviews, and tourist information, refer to the Detroit vacation maker app .

You can drive from Toledo to Detroit in an hour. Another option is to take a bus. In July, plan for daily highs up to 82°F, and evening lows to 65°F. You will leave for Saint Joseph on the 15th (Mon).

Things to do in Detroit

Parks Nightlife Outdoors

6
nights
Saint Joseph

Saint Joseph ©
St. Attractions like Silver Beach Carousel and Air Zoo make great kid-friendly stops. There's much more to do: walk around Whirlpool Compass Fountain, get interesting insight from Tours, have fun and explore at Curious Kids' Museum, and immerse yourself in nature at Warren Dunes State Park.

To find other places to visit, where to stay, photos, and more tourist information, use the Saint Joseph vacation planner.

You can drive from Detroit to Saint Joseph in 3.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Detroit in July, expect slightly colder with lows of 60°F in Saint Joseph. On the 21st (Sun), you're off toChicago.

Things to do in Saint Joseph

Museums Outdoors Tours

Side Trips

Warren Dunes State Park, Air Zoo
Highlights from your plan
Curious Kids' Museum ©
Curious Kids' Museum
Silver Beach Carousel ©
Silver Beach Carousel
Whirlpool Compass Fountain ©
Whirlpool Compass Fountain

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 21st (Sun), explore and take pictures at Wrigley Field. Keep things going the next day: get to know the fascinating history of Millennium Park, then meet the residents at Lincoln Park Zoo, and then get curious at Museum of Science and Industry.

Ask Inspirock to suggest an itinerary and make planning a trip to Chicago fast, fun, and easy.

You can take a train from Saint Joseph to Chicago in 2 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Saint Joseph to Chicago is minus 1 hour. Traveling from Saint Joseph in July, Chicago is somewhat warmer at night with lows of 67°F. Cap off your sightseeing on the 23rd (Tue) early enough to travel to New York City.

Things to do in Chicago

Parks Zoos & Aquariums Museums
Highlights from your plan
Lincoln Park Zoo ©
Lincoln Park Zoo
Museum of Science and Industry ©
Museum of Science and Industry
Wrigley Field ©
Wrigley Field

2
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
On the 23rd (Tue), wander the streets of Times Square, then pause for some serene contemplation at St. Patrick's Cathedral, and then admire the striking features of Empire State Building. On your second day here, explore the world behind art at The Metropolitan Museum of Art, make a trip to Statue of Liberty National Monument, and then pause for some photo ops at 9/11 Memorial.

For other places to visit, reviews, photos, and tourist information, use the New York City journey builder site .

You can do a combination of flight and bus from Chicago to New York City in 5 hours. Alternatively, you can fly; or drive. Traveling from Chicago to New York City, you'll lose 1 hour due to the time zone difference. In July in New York City, expect temperatures between 86°F during the day and 72°F at night. Wrap up your sightseeing on the 25th (Thu) to allow time to travel to Gatlinburg.

Things to do in New York City

Museums Historic Sites Neighborhoods
Highlights from your plan
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Statue of Liberty National Monument ©

2
nights
Gatlinburg

Nestled in the lush, wooded forests of the Great Smoky Mountains National Park, Gatlinburg is Tennessee’s premier mountain resort destination.
You'll visit kid-friendly attractions like River Rafting & Tubing and Zipline. Step out of Gatlinburg to go to Hartford and see 5 Rivers Adventures, which is approximately 42 minutes away. There's still lots to do: admire nature's wide array of creatures at Ripley's Aquarium of the Smokies and sample the fine beverages at Sugarlands Distilling Company.

To see where to stay, reviews, other places to visit, and other tourist information, read Gatlinburg route planner.

Traveling by combination of bus, flight, and taxi from New York City to Gatlinburg takes 5 hours. Alternatively, you can do a combination of flight and taxi; or drive. Expect a daytime high around 87°F in July, and nighttime lows around 69°F. Finish your sightseeing early on the 27th (Sat) so you can travel to Chicago.

Things to do in Gatlinburg

Outdoors Adventure Tours

Side Trip

Hartford
Highlights from your plan
River Rafting & Tubing
5 Rivers Adventures ©
5 Rivers Adventures
Ripley's Aquarium of the Smokies ©
Ripley's Aquarium of the Smokies

3
nights
Chicago

Chicago ©
Kick off your visit on the 28th (Sun): see the interesting displays at The Field Museum, then wander the streets of The Magnificent Mile, and then take in panoramic vistas at Skydeck Chicago - Willis Tower. Here are some ideas for day two: admire the striking features of Reliance Building, take in panoramic vistas at 360 Chicago Observation Deck, then laugh and play at Navy Pier, then don't miss a visit to Cloud Gate, and finally admire the local landmark of Buckingham Fountain.

For reviews, traveler tips, maps, and more tourist information, you can read our Chicago online trip planner .

You can do a combination of taxi and flight from Gatlinburg to Chicago in 4.5 hours. Alternatively, you can do a combination of car and flight; or drive. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. On the 30th (Tue), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Chicago

Museums Childrens Museums Theme Parks
Highlights from your plan
Field Museum ©
Field Museum
Chicago Children's Museum ©
Chicago Children's Museum
Navy Pier ©
Navy Pier

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