23 days in United States Itinerary

23 days in United States Itinerary

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Route & dates

23 days in United States Itinerary

Start: Wilmington
Fly:  4​h
1
Washington DC
— 1 night
Train:  1​h 45​min
2
Philadelphia
— 2 nights
Train:  1​h 30​min
3
New York City
— 3 nights
Bus + Fly:  4​h 45​min
4
Chicago
— 2 nights
Drive:  3​h
5
Springfield
— 3 nights
+2
Bus + Taxi + Fly:  5​h 15​min
6
Pigeon Forge
— 1 night
Drive:  3​h 45​min
7
Nashville
— 3 nights
Fly + Taxi:  3​h 45​min
8
Orange Beach
— 2 nights
Taxi + Fly:  6​h 15​min
9
Key West
— 3 nights
Fly:  6​h 45​min
End: Wilmington

1
night
Washington DC

Washington DC ©
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Kick off your visit on the 16th (Thu): take in the spiritual surroundings of Washington National Cathedral and then stroll the grounds of Arlington National Cemetery. On the next day, examine the collection at United States Holocaust Memorial Museum, then get a new perspective on nature at Smithsonian National Museum of Natural History, and then admire all the interesting features of National Mall.

For other places to visit, reviews, traveler tips, and more tourist information, read Washington DC trip itinerary planner .

Wilmington to Washington DC is an approximately 4-hour flight. You can also drive; or do a combination of bus and train. Expect a daytime high around 87°F in August, and nighttime lows around 71°F. Wrap up your sightseeing on the 17th (Fri) early enough to take a train to Philadelphia.

Things to do in Washington DC

Historic Sites Museums Parks

Side Trip

Arlington National Cemetery
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
National Mall ©
National Mall
Washington National Cathedral ©
Washington National Cathedral

2
nights
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Kick off your visit on the 18th (Sat): ponder the design of Longwood Gardens, then explore the world behind art at Philadelphia Museum of Art, and then admire the striking features of Independence Hall. Get ready for a full day of sightseeing on the 19th (Sun): take in the history at Valley Forge National Historical Park, then get engrossed in the history at Eastern State Penitentiary, and then get to know the fascinating history of Independence National Historical Park.

To see other places to visit, photos, traveler tips, and other tourist information, read our Philadelphia trip itinerary maker website .

Getting from Washington DC to Philadelphia by train takes about 2 hours. Other options: drive; or fly. In August in Philadelphia, expect temperatures between 85°F during the day and 69°F at night. Wrap up your sightseeing on the 19th (Sun) to allow time to take a bus to New York City.

Things to do in Philadelphia

Parks Historic Sites Nature

Side Trips

Valley Forge National Historical Park, Longwood Gardens
Highlights from your plan
Valley Forge National Historical Park ©
Independence National Historical Park ©
Independence Hall ©
Independence Hall

3
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.
Get some cultural insight at The Metropolitan Museum of Art and 9/11 Memorial. St. Patrick's Cathedral and St. Paul's Chapel will appeal to history buffs. Next up on the itinerary: go for a walk through Central Park, wander the streets of Times Square, take in panoramic vistas at Empire State Building, and examine the collection at New York Public Library.

To see more things to do, reviews, traveler tips, and more tourist information, read our New York City tour itinerary planner.

Getting from Philadelphia to New York City by bus takes about 1.5 hours. Other options: take a train; or drive. Expect a daytime high around 84°F in August, and nighttime lows around 71°F. Finish your sightseeing early on the 22nd (Wed) to allow enough time to travel to Chicago.

Things to do in New York City

Museums Parks Historic Sites
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
St. Patrick's Cathedral ©
St. Patrick's Cathedral

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 23rd (Thu), get curious at Museum of Science and Industry, make a trip to Millennium Park, and then admire the masterpieces at The Art Institute of Chicago. Keep things going the next day: stroll through Lincoln Park Zoo and then don't miss a visit to The Magnificent Mile.

For ratings, more things to do, and tourist information, use the Chicago trip itinerary builder tool .

Do a combination of bus and flight from New York City to Chicago in 5 hours. Alternatively, you can fly; or drive. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In August, plan for daily highs up to 83°F, and evening lows to 67°F. Finish up your sightseeing early on the 24th (Fri) so you can travel to Springfield.

Things to do in Chicago

Museums Parks Shopping
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
The Magnificent Mile ©
The Magnificent Mile
Museum of Science and Industry ©
Museum of Science and Industry

3
nights
Springfield

Springfield ©
Springfield is the capital of Illinois, but its real significance is as the hometown of Abraham Lincoln.
Discover out-of-the-way places like Lincoln Home National Historic Site and Dana-Thomas House. Get a sense of the local culture at Abraham Lincoln Presidential Library and Museum and Lincolns New Salem State Park. Change things up with a short trip to Lake Shelbyville in Shelbyville (about 1h 15 min away). There's still lots to do: steep yourself in history at Edwards Place Historic Home, relax in the rural setting at Apple Barn, make a trip to Lincoln Tomb & War Memorials, and get a sense of history and politics at Old State Capitol.

To find where to stay, ratings, more things to do, and tourist information, go to the Springfield trip planner .

Traveling by combination of subway and flight from Chicago to Springfield takes 3 hours. Alternatively, you can drive; or do a combination of train and bus. In August, plan for daily highs up to 84°F, and evening lows to 64°F. Wrap up your sightseeing on the 27th (Mon) to allow time to travel to Pigeon Forge.

Things to do in Springfield

Historic Sites Museums Beaches

Side Trips

Apple Barn, Lake Shelbyville, Lincolns New Salem State Park
Highlights from your plan
Dana-Thomas House ©
Dana-Thomas House
Lincoln Home National Historic Site ©

1
night
Pigeon Forge

A tiny town with big tourist appeal, Pigeon Forge bills itself as the "Center of Fun in the Smokies." Just a short drive from the national park protecting the diverse plant and animal life of the Great Smoky Mountains, the town features numerous places to visit, such as bars, restaurants, cafes, theaters, and shops.
Kick off your visit on the 28th (Tue): brush up on your knowledge of spirits at Ole Smoky Tennessee Moonshine, then whizz through the canopy at some of the top local zipline courses and adventure parks, then explore and take pictures at Gatlinburg Scenic Overlook, and finally take in the awesome beauty at Clingmans Dome. On the 29th (Wed), you'll have a packed day of sightseeing: take in the awesome beauty at Mount LeConte, then see the interesting displays at Hollywood Star Cars Museum, and then identify plant and animal life at Roaring Fork.

To find other places to visit, more things to do, where to stay, and other tourist information, use the Pigeon Forge trip website .

You can do a combination of flight and taxi from Springfield to Pigeon Forge in 5.5 hours. Other options are to drive; or do a combination of bus and taxi. Due to the time zone difference, you'll lose 1 hour traveling from Springfield to Pigeon Forge. August in Pigeon Forge sees daily highs of 87°F and lows of 68°F at night. Finish your sightseeing early on the 29th (Wed) so you can drive to Nashville.

Things to do in Pigeon Forge

Parks Nature Wildlife

Side Trips

Gatlinburg, Great Smoky Mountains National Park
Highlights from your plan
Zipline
Roaring Fork ©
Roaring Fork
Clingmans Dome ©
Clingmans Dome

3
nights
Nashville

Nashville ©
Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
Visit Andrew Jackson's Hermitage and Belle Meade Plantation for their historical value. You'll discover tucked-away gems like Lotz House Museum and Carnton. When in Nashville, make a side trip to see Carter House in Franklin, approximately 30 minutes away. There's still lots to do: get engrossed in the history at The Johnny Cash Museum & Cafe, see the interesting displays at RCA Studio B, test your problem-solving skills at popular escape rooms, and get to know the fascinating history of Downtown Franklin.

To find more things to do, reviews, maps, and tourist information, read our Nashville itinerary planner .

Drive from Pigeon Forge to Nashville in 4 hours. Alternatively, you can do a combination of taxi and flight; or do a combination of taxi and bus. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. August in Nashville sees daily highs of 89°F and lows of 69°F at night. Finish your sightseeing early on the 1st (Sat) to allow enough time to travel to Orange Beach.

Things to do in Nashville

Historic Sites Museums Neighborhoods

Side Trip

Franklin
Highlights from your plan
Andrew Jackson's Hermitage ©
Andrew Jackson's Hermitage
Lotz House Museum ©
Lotz House Museum
Downtown Franklin ©
Downtown Franklin

2
nights
Orange Beach

Orange Beach ©
Orange Beach exists solely as a tourist beach town, with a permanent population of less than 6,000.
Kick off your visit on the 2nd (Sun): enjoy the sea views from Pensacola Lighthouse and Museum and then brush up on your military savvy at National Naval Aviation Museum. Keep things going the next day: admire all the interesting features of Gulf State Park Fishing Pier and then get interesting insight from Tours.

For photos, maps, more things to do, and tourist information, read Orange Beach planning tool .

Traveling by combination of flight and taxi from Nashville to Orange Beach takes 4 hours. Alternatively, you can do a combination of flight and car; or drive. Traveling from Nashville in September, Orange Beach is a bit warmer at night with lows of 69°F. Finish your sightseeing early on the 3rd (Mon) so you can travel to Key West.

Things to do in Orange Beach

Outdoors Museums Beaches

Side Trips

Pensacola, Gulf State Park Fishing Pier
Highlights from your plan
Pensacola Lighthouse and Museum ©
Pensacola Lighthouse and Museum
Dolphin & Whale Watching
National Naval Aviation Museum ©
National Naval Aviation Museum

3
nights
Key West

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Eschew the tourist crowds and head to Dolphin & Whale Watching and Truman Little White House. Get some historical perspective at Fort Zachary Taylor and Key West Lighthouse and Keeper's Quarters Museum. There's lots more to do: discover the deep blue sea with a scuba or snorkeling tour, cast your line with a fishing tour, explore the different monuments and memorials at Key West Cemetery, and brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum.

To see photos, maps, reviews, and tourist information, read our Key West trip planner .

You can do a combination of taxi and flight from Orange Beach to Key West in 6.5 hours. Alternatively, you can do a combination of car and flight; or drive. You'll lose 1 hour traveling from Orange Beach to Key West due to the time zone difference. Expect somewhat warmer evenings in Key West when traveling from Orange Beach in September, with lows around 80°F. Wrap up your sightseeing on the 7th (Fri) to allow time to travel back home.

Things to do in Key West

Outdoors Wildlife Tours
Highlights from your plan
Fishing Charters & Tours
Fort Zachary Taylor ©
Fort Zachary Taylor
Dolphin & Whale Watching

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