21 days in East Coast of USA, Chicago & Nashville Itinerary

21 days in East Coast of USA, Chicago & Nashville Itinerary

Created using Inspirock United States vacation planner

Plan created by another user. Make it yours

Route & dates

1
Orlando
— 2 nights
2
Savannah
— 1 night
3
Washington DC
— 2 nights
4
Baltimore
— 1 night
5
New York City
— 3 nights
6
Boston
— 1 night
7
Chicago
— 1 night
8
Nashville
— 1 night
9
Atlanta
— 1 night
10
Key West
— 2 nights
11
Marathon
— 2 nights
12
Key Largo
— 3 nights

2
nights
Orlando

Orlando ©
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Have a day of magic on the 13th (Wed) at Walt Disney World Resort. Pack the 11th (Mon) with family-friendly diversions at Universal's Islands of Adventure. The adventure continues: admire the masterpieces at Charles Hosmer Morse Museum of American Art, identify plant and animal life at Audubon Center for Birds of Prey, and walk around Lake Lily Park.

For other places to visit, more things to do, ratings, and other tourist information, you can read our Orlando day trip app.

San Juan, Puerto Rico to Orlando is an approximately 6.5-hour flight. The time zone difference moving from Atlantic Standard Time (AST) to Eastern Standard Time (EST) is minus 1 hour. While traveling from San Juan, expect little chillier days and colder nights in Orlando, ranging from highs of 25°C to lows of 13°C. Wrap up your sightseeing on the 13th (Wed) to allow time to drive to Savannah.

Things to do in Orlando

Theme Parks · Parks · Wildlife

Side Trips

Maitland, Charles Hosmer Morse Museum of American Art
Highlights from your plan
Charles Hosmer Morse Museum of American Art ©
Audubon Center for Birds of Prey ©
Audubon Center for Birds of Prey
Walt Disney World Resort ©
Walt Disney World Resort

1
night
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Kick off your visit on the 14th (Thu): learn about all things military at Webb Military Museum, learn about all things military at National Museum of the Mighty Eighth Air Force, and then wander the streets of Savannah Historic District.

To find more things to do, maps, reviews, and tourist information, refer to the Savannah road trip planner.

You can drive from Orlando to Savannah in 5 hours. Other options are to take a train; or fly. Traveling from Orlando in January, things will get slightly colder in Savannah: highs are around 19°C and lows about 5°C. Finish up your sightseeing early on the 14th (Thu) so you can travel to Washington DC.

Things to do in Savannah

Museums · Neighborhoods · Shopping

Side Trip

National Museum of the Mighty Eighth Air Force
Highlights from your plan
Webb Military Museum ©
Webb Military Museum
National Museum of the Mighty Eighth Air Force ©
Savannah Historic District ©
Savannah Historic District

2
nights
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.
Start off your visit on the 15th (Fri): explore the world behind art at The Phillips Collection, then take in the spiritual surroundings of Washington National Cathedral, then get engrossed in the history at United States Holocaust Memorial Museum, and finally pause for some photo ops at Vietnam Veterans Memorial. Get ready for a full day of sightseeing on the next day: examine the collection at National Air and Space Museum, learn more about the world around you at Smithsonian National Museum of Natural History, and then get a sense of history and politics at White House.

To find ratings, more things to do, traveler tips, and tourist information, you can read our Washington DC holiday maker site.

You can fly from Savannah to Washington DC in 4.5 hours. Other options are to drive; or take a train. Plan for slightly colder temperatures traveling from Savannah in January, with highs in Washington DC at 7°C and lows at -1°C. Wrap up your sightseeing on the 16th (Sat) to allow time to drive to Baltimore.

Things to do in Washington DC

Museums · Historic Sites
Highlights from your plan
United States Holocaust Memorial Museum ©
United States Holocaust Memorial Museum
National Air and Space Museum ©
National Air and Space Museum

1
night
Baltimore

Baltimore ©
A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Start off your visit on the 17th (Sun): explore the world behind art at The Walters Art Museum, then see the interesting displays at Jewish Museum of Maryland, and then brush up on your knowledge of spirits at Sagamore Spirit Distillery.

For ratings, traveler tips, reviews, and more tourist information, you can read our Baltimore trip site.

Getting from Washington DC to Baltimore by car takes about 1.5 hours. Other options: take a train; or take a bus. Expect a daytime high around 6°C in January, and nighttime lows around -1°C. Wrap up your sightseeing on the 17th (Sun) to allow time to take a train to New York City.

Things to do in Baltimore

Museums · Breweries & Distilleries
Highlights from your plan
The Walters Art Museum ©
The Walters Art Museum
Jewish Museum of Maryland ©
Jewish Museum of Maryland
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery

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.
Museum-lovers will get to explore The Metropolitan Museum of Art and The Museum of Modern Art (MoMA). There's much more to do: go for a walk through Central Park, enjoy breathtaking views from Empire State Building, appreciate the history behind 9/11 Memorial, and snap pictures at Brooklyn Bridge.

For maps, traveler tips, where to stay, and other tourist information, you can read our New York City trip planner.

You can take a train from Baltimore to New York City in 3 hours. Other options are to drive; or fly. Traveling from Baltimore in January, plan for a bit cooler nights in New York City, with lows around -5°C. Finish your sightseeing early on the 20th (Wed) to allow enough time to travel to Boston.

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
The Museum of Modern Art (MoMA)
The Museum of Modern Art (MoMA)
9/11 Memorial ©
9/11 Memorial

1
night
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Start off your visit on the 21st (Thu): take an in-depth tour of USS Constitution Museum, admire the masterpieces at Otis House, and then explore the world behind art at Museum of Fine Arts.

To find more things to do, maps, photos, and other tourist information, you can read our Boston tour planner.

You can fly from New York City to Boston in 3.5 hours. Alternatively, you can drive; or take a train. Expect a daytime high around 3°C in January, and nighttime lows around -5°C. Cap off your sightseeing on the 21st (Thu) early enough to travel to Chicago.

Things to do in Boston

Museums · Historic Sites
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Otis House ©
Otis House
USS Constitution Museum ©
USS Constitution Museum

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 22nd (Fri), get in on the family fun at Fox in a Box Chicago, get up close and personal with brilliant marine life at Shedd Aquarium, and then admire the masterpieces at The Art Institute of Chicago.

To see other places to visit, traveler tips, maps, and tourist information, refer to the Chicago travel route planning site.

Fly from Boston to Chicago in 4.5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Boston to Chicago. Traveling from Boston in January, things will get a bit cooler in Chicago: highs are around 0°C and lows about -9°C. Wrap up your sightseeing on the 22nd (Fri) to allow time to travel to Nashville.

Things to do in Chicago

Zoos & Aquariums · Museums · Parks
Highlights from your plan
Shedd Aquarium ©
Shedd Aquarium
The Art Institute of Chicago ©
The Art Institute of Chicago
Fox in a Box Chicago ©
Fox in a Box Chicago

1
night
Nashville

Nashville ©
Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
On the 23rd (Sat), see the interesting displays at Country Music Hall of Fame and Museum, then witness the site of a historic battle at Lotz House Museum, then see the interesting displays at Lane Motor Museum, and finally see the interesting displays at Madame Tussauds Nashville.

Plan a Nashville trip in moments using our itinerary builder.

You can fly from Chicago to Nashville in 4.5 hours. Alternatively, you can drive; or do a combination of train and bus. Traveling from Chicago in January, things will get a bit warmer in Nashville: highs are around 10°C and lows about -1°C. Wrap up your sightseeing on the 23rd (Sat) early enough to travel to Atlanta.

Things to do in Nashville

Museums · Historic Sites

Side Trip

Lotz House Museum
Highlights from your plan
Lotz House Museum ©
Lotz House Museum
Country Music Hall of Fame and Museum ©
Country Music Hall of Fame and Museum
Lane Motor Museum ©
Lane Motor Museum

1
night
Atlanta

Georgia’s largest city and capital, Atlanta is a thriving metropolis anchored by its southern roots.
Start off your visit on the 24th (Sun): savor the flavors at Food & Drink, explore the world behind art at National Center for Civil and Human Rights, and then have fun and explore at Interact Art Museum.

You can plan Atlanta trip in no time by asking Inspirock to help create your itinerary.

Fly from Nashville to Atlanta in 3.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Nashville to Atlanta is 1 hour. Plan for a bit warmer nights when traveling from Nashville in January since evenings lows in Atlanta dip to 1°C. Wrap up your sightseeing on the 24th (Sun) early enough to travel to Key West.

Things to do in Atlanta

Tours · Museums · Shopping
Highlights from your plan
Food Tours
National Center for Civil and Human Rights ©
Interact Art Museum ©
Interact Art Museum

2
nights
Key West

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.
Kick off your visit on the 25th (Mon): identify plant and animal life at Key West Wildlife Center, examine the collection at The Ernest Hemingway Home and Museum, then identify plant and animal life at Key West Butterfly & Nature Conservatory, and finally view the masterpieces at Alan S. Maltz Gallery. On the next day, examine the collection at Mel Fisher Maritime Heritage Museum, take in the exciting artwork at 7 Artists & Friends Gallery, and then see some colorful creatures with a scuba or snorkeling tour.

To find more things to do and more tourist information, read Key West trip planner.

Getting from Atlanta to Key West by flight takes about 4 hours. Other options: drive; or take a bus. Prepare for much hotter weather when traveling from Atlanta in January: high temperatures in Key West hover around 28°C and lows are around 22°C. Finish your sightseeing early on the 26th (Tue) to allow enough time to drive to Marathon.

Things to do in Key West

Museums · Wildlife · Outdoors
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 27th (Wed): look for all kinds of wild species at Dolphin Research Center, then see the interesting displays at Crane Point Museum & Nature Center, and then identify plant and animal life at The Turtle Hospital. On the 28th (Thu), you'll have a packed day of sightseeing: identify plant and animal life at National Key Deer Refuge, then look for all kinds of wild species at Marathon Garden Club, and then soothe aching muscles at some of the top local wellness centers.

Plan my Marathon trip by asking Inpirock to come up with tips and suggestions.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. January in Marathon sees daily highs of 29°C and lows of 22°C at night. Cap off your sightseeing on the 28th (Thu) early enough to go by car to Key Largo.

Things to do in Marathon

Wildlife · Parks · Museums

Side Trip

National Key Deer Refuge
Highlights from your plan
National Key Deer Refuge ©
National Key Deer Refuge
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
Dolphin Research Center ©
Dolphin Research Center

3
nights
Key Largo

Key Largo ©
The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
You'll find plenty of places to visit near Key Largo: Everglades National Park (Anhinga Trail & Mahogany Hammock) and Homestead Historic Town Hall Museum (in Homestead). Next up on the itinerary: identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center, walk around Windley Key Fossil Reef Geological State Park, get a dose of the wild on Capt. Sterling's Everglades Eco-Tours, and get interesting insight from Florida Keys Flats Fishing.

To find more things to do, other places to visit, ratings, and other tourist information, go to the Key Largo trip builder.

Drive from Marathon to Key Largo in 1.5 hours. Alternatively, you can take a bus. Traveling from Marathon in January, plan for a bit cooler nights in Key Largo, with lows around 19°C. Finish your sightseeing early on the 31st (Sun) to allow enough time to travel back home.

Things to do in Key Largo

Wildlife · Parks · Outdoors

Side Trips

Islamorada, Everglades National Park, Homestead Historic Town Hall Museum
Highlights from your plan
Florida Keys Flats Fishing ©
Florida Keys Flats Fishing
Florida Keys Wild Bird Rehabilitation Center ©
Anhinga Trail ©
Anhinga Trail

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