29 days in United States Itinerary

29 days in United States Itinerary

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Route & dates

29 days in United States Itinerary

Start: Pittsburgh
1
Pittsburgh
— 2 nights
Fly:  3​h 45​min
2
Philadelphia
— 2 nights
train:  1​h 15​min
3
Baltimore
— 1 night
Drive:  3​h 30​min
4
Williamsburg
— 1 night
Fly:  6​h 30​min
5
Asheville
— 1 night
Drive:  2​h
6
Pigeon Forge
— 1 night
Drive:  5​h
7
Louisville
— 1 night
Drive:  3​h
8
Nashville
— 1 night
Fly:  4​h 15​min
9
New Orleans
— 3 nights
Fly:  4​h 15​min
10
Orlando
— 1 night
Fly:  4​h 15​min
11
Key West
— 3 nights
Fly:  5​h 45​min
12
Savannah
— 2 nights
Drive:  2​h 15​min
13
Charleston
— 2 nights
Drive:  2​h 15​min
14
Myrtle Beach
— 1 night
Fly + bus:  7​h
15
St. Augustine
— 2 nights
bus + Fly:  6​h 30​min
End: Pittsburgh

2
nights
Pittsburgh

Pittsburgh ©
Known primarily for its steel-related heritage and 446 bridges, Pittsburgh sits at the confluence of the Monongahela and Allegheny Rivers, which meet to form the Ohio River.
You'll discover tucked-away gems like Bicycle Heaven and Mount Washington. Museum-lovers will appreciate Carnegie Museum of Natural History and ToonSeum. There's much more to do: steep yourself in history at Phipps Conservatory and Botanical Gardens, wander the streets of The Strip District, examine the collection at Randyland, and get engrossed in the history at Senator John Heinz History Center.

To see more things to do, maps, ratings, and tourist information, read our Pittsburgh tour builder app .

Use the Route module to find suitable travel options from your home destination to Pittsburgh. January in Pittsburgh sees daily highs of 35°F and lows of 21°F at night. Cap off your sightseeing on the 8th (Wed) early enough to travel to Philadelphia.

Things to do in Pittsburgh

Museums Neighborhoods Parks
Highlights from your plan
Bicycle Heaven ©
Bicycle Heaven
Mount Washington ©
Mount Washington
Carnegie Museum of Natural History ©

2
nights
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Start off your visit on the 9th (Thu): get a sense of history and politics at Independence Hall, then explore the world behind art at Pennsylvania Academy of the Fine Arts, then admire the masterpieces at Philadelphia Museum of Art, and finally wander the streets of Rittenhouse Square. Keep things going the next day: take an in-depth tour of Eastern State Penitentiary, explore the world behind art at Barnes Foundation, then hunt for treasures at Reading Terminal Market, and finally steep yourself in history at Liberty Bell Center.

To find traveler tips, where to stay, ratings, and tourist information, read our Philadelphia road trip planning tool .

Fly from Pittsburgh to Philadelphia in 4 hours. Alternatively, you can do a combination of flight and train; or drive. Traveling from Pittsburgh in January, you will find days in Philadelphia are a bit warmer (41°F), and nights are about the same (26°F). Cap off your sightseeing on the 10th (Fri) early enough to catch the train to Baltimore.

Things to do in Philadelphia

Museums Shopping Historic Sites
Highlights from your plan
Philadelphia Museum of Art ©
Philadelphia Museum of Art
Eastern State Penitentiary ©
Eastern State Penitentiary
Barnes Foundation ©
Barnes Foundation

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.
On the 11th (Sat), get a taste of the local shopping with Fell's Point, have some family-friendly fun at Urban Axes Baltimore, and then take in the history at Fort McHenry National Monument.

To see traveler tips, where to stay, and more tourist information, you can read our Baltimore tour itinerary planner.

Take a train from Philadelphia to Baltimore in 1.5 hours. Alternatively, you can drive; or take a bus. In January, daily temperatures in Baltimore can reach 42°F, while at night they dip to 29°F. Finish your sightseeing early on the 11th (Sat) so you can drive to Williamsburg.

Things to do in Baltimore

Historic Sites Fun & Games Nature
Highlights from your plan
Fort McHenry National Monument ©
Fort McHenry National Monument
Fell's Point ©
Fell's Point
Urban Axes Baltimore ©
Urban Axes Baltimore

1
night
Williamsburg

Williamsburg ©
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
On the 12th (Sun), take a tour of Jamestown Settlement, then take an in-depth tour of Historic Jamestowne, then pause for some serene contemplation at Bruton Parish Episcopal Church, and finally take in the exciting artwork at Williamsburg Art Gallery.

For maps, where to stay, other places to visit, and other tourist information, read our Williamsburg trip itinerary planner.

Drive from Baltimore to Williamsburg in 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a train. Traveling from Baltimore in January, you will find days in Williamsburg are somewhat warmer (50°F), and nights are about the same (31°F). Cap off your sightseeing on the 12th (Sun) early enough to travel to Asheville.

Things to do in Williamsburg

Historic Sites Museums Shopping
Highlights from your plan
Historic Jamestowne ©
Historic Jamestowne
Jamestown Settlement ©
Jamestown Settlement
Bruton Parish Episcopal Church ©
Bruton Parish Episcopal Church

1
night
Asheville

Asheville ©
Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Start off your visit on the 13th (Mon): get a taste of the local shopping with American Folk Art & Framing, view the masterpieces at Lexington Glassworks, then see the interesting displays at Southern Highland Craft Guild Folk Art Center, then pause for some serene contemplation at Basilica of Saint Lawrence, and finally explore the wealth of natural beauty at The North Carolina Arboretum. Get ready for a full day of sightseeing on the next day: view the masterpieces at New Morning Gallery, relax and rejuvenate at some of the best spas, then take in the exciting artwork at Philip DeAngelo Studio, then take in the exciting artwork at St.Claire Art, and finally take in the exciting artwork at Woolworth Walk.

To find other places to visit, reviews, maps, and more tourist information, go to the Asheville online trip builder .

Traveling by flight from Williamsburg to Asheville takes 6.5 hours. Alternatively, you can drive; or do a combination of bus and flight. In January, plan for daily highs up to 47°F, and evening lows to 27°F. Finish your sightseeing early on the 14th (Tue) to allow enough time to drive to Pigeon Forge.

Things to do in Asheville

Museums Shopping Nature
Highlights from your plan
Lexington Glassworks ©
Lexington Glassworks
The North Carolina Arboretum ©
The North Carolina Arboretum

1
night
Pigeon Forge

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.
Start off your visit on the 15th (Wed): learn about winemaking at Tennessee Homemade Wines, then kick your exploration up a notch at some of the top local zipline courses and adventure parks, then shop like a local with Smoky Mountain Knife Works, and finally get some fabulous bargains at Tanger Outlets Sevierville.

For ratings, maps, photos, and more tourist information, you can read our Pigeon Forge travel route builder .

You can drive from Asheville to Pigeon Forge in 2 hours. In January in Pigeon Forge, expect temperatures between 47°F during the day and 29°F at night. Finish your sightseeing early on the 15th (Wed) to allow enough time to drive to Louisville.

Things to do in Pigeon Forge

Shopping Adventure Outdoors

Side Trips

Gatlinburg, Sevierville
Highlights from your plan
Tennessee Homemade Wines ©
Tennessee Homemade Wines
Zipline
Smoky Mountain Knife Works ©
Smoky Mountain Knife Works

1
night
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Kick off your visit on the 16th (Thu): Head underground at Louisville Mega Cavern, then see the interesting displays at Kentucky Derby Museum, and then try to win big at Churchill Downs.

For where to stay, photos, and tourist information, read our Louisville travel website .

You can drive from Pigeon Forge to Louisville in 5 hours. Alternatively, you can fly; or do a combination of flight and bus. In January, daily temperatures in Louisville can reach 43°F, while at night they dip to 25°F. Cap off your sightseeing on the 16th (Thu) early enough to go by car to Nashville.

Things to do in Louisville

Historic Sites Museums Nature
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Kentucky Derby Museum ©
Kentucky Derby Museum
Churchill Downs ©
Churchill Downs

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 17th (Fri), wander the streets of Downtown Franklin, get engrossed in the history at Lotz House Museum, then see the interesting displays at RCA Studio B, and finally steep yourself in history at Andrew Jackson's Hermitage.

To see more things to do, other places to visit, ratings, and other tourist information, read our Nashville attractions planner .

Traveling by car from Louisville to Nashville takes 3 hours. Alternatively, you can take a bus; or fly. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. In January in Nashville, expect temperatures between 48°F during the day and 29°F at night. Cap off your sightseeing on the 17th (Fri) early enough to travel to New Orleans.

Things to do in Nashville

Historic Sites Museums Neighborhoods

Side Trip

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

3
nights
New Orleans

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
Let the collections at Whitney Plantation and The National WWII Museum capture your imagination. You'll explore the less-touristy side of things at Laura Plantation: Louisiana's Creole Heritage Site and Oak Alley Plantation. There's lots more to do: examine the collection at Blaine Kern's Mardi Gras World, make a trip to French Quarter, get to know the fascinating history of Garden District, and take a stroll through Royal Street.

To see more things to do, other places to visit, traveler tips, and tourist information, go to the New Orleans trip planner .

Fly from Nashville to New Orleans in 4.5 hours. Alternatively, you can drive; or do a combination of bus and train. When traveling from Nashville in January, plan for somewhat warmer days in New Orleans, with highs around 59°F, while nights are much warmer with lows around 51°F. Wrap up your sightseeing on the 20th (Mon) early enough to travel to Orlando.

Things to do in New Orleans

Historic Sites Museums Neighborhoods

Side Trips

Vacherie, Whitney Plantation
Highlights from your plan
The National WWII Museum ©
The National WWII Museum
Whitney Plantation ©
Whitney Plantation

1
night
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.
Start off your visit on the 21st (Tue): explore the world behind art at Charles Hosmer Morse Museum of American Art, then contemplate the long history of Stetson Mansion, and then admire the majestic nature at Blue Spring State Park. Keep things going the next day: take in a show at Happily Ever After Fireworks, then revel in the low prices at Orlando Vineland Premium Outlets, and then make a trip to International Drive.

To see photos, traveler tips, and more tourist information, you can read our Orlando journey builder app .

Fly from New Orleans to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from New Orleans to Orlando, you'll lose 1 hour due to the time zone difference. While traveling from New Orleans, expect a bit warmer days and about the same nights in Orlando, ranging from highs of 71°F to lows of 52°F. Wrap up your sightseeing on the 22nd (Wed) to allow time to travel to Key West.

Things to do in Orlando

Shopping Neighborhoods Nature

Side Trips

Blue Spring State Park, Stetson Mansion, Charles Hosmer Morse Museum of American Art
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Blue Spring State Park ©
Blue Spring State Park

3
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.
Get some cultural insight at U.S. Coast Guard Cutter Ingham Maritime Museum and Key West Lighthouse and Keeper's Quarters Museum. Take a break from the city and head to Scuba & Snorkeling and Key West Butterfly & Nature Conservatory. Spend the 23rd (Thu) exploring nature at Dry Tortugas National Park. It doesn't end there: get up close to creatures of the deep with a dolphin and whale watching tour and see the interesting displays at The Ernest Hemingway Home and Museum.

For other places to visit, reviews, ratings, and more tourist information, you can read our Key West journey planner.

You can fly from Orlando to Key West in 4.5 hours. Alternatively, you can drive; or take a bus. Expect somewhat warmer evenings in Key West when traveling from Orlando in January, with lows around 66°F. Finish your sightseeing early on the 25th (Sat) so you can travel to Savannah.

Things to do in Key West

Wildlife Outdoors Tours
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Dolphin & Whale Watching
Scuba & Snorkeling

2
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Eschew the tourist crowds and head to National Museum of the Mighty Eighth Air Force and Owens-Thomas House & Slave Quarters. Deepen your sense of the past at sights like Mickve Israel Temple and Old Sheldon Church Ruins. Explore the numerous day-trip ideas around Savannah: The Church of the Cross (in Bluffton), Hilton Head (Sea Pines Forest Preserve & Coligny Beach) and Monkey's Uncle (in Beaufort). There's much more to do: wander the streets of Savannah Historic District, look for all kinds of wild species at Savannah National Wildlife Refuge, and learn about all things military at Webb Military Museum.

To see ratings, where to stay, traveler tips, and other tourist information, refer to the Savannah route planner .

Traveling by flight from Key West to Savannah takes 6 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Key West in January, expect nights in Savannah to be cooler, around 41°F, while days are slightly colder, around 61°F. Wrap up your sightseeing on the 28th (Tue) to allow time to drive to Charleston.

Things to do in Savannah

Parks Historic Sites Wildlife

Side Trips

Hilton Head, The Church of the Cross, Savannah National Wildlife Refuge, Monkey's Uncle, National Museum of the Mighty Eighth Air Force
Highlights from your plan
Coligny Beach ©
Coligny Beach
Sea Pines Forest Preserve ©
Sea Pines Forest Preserve

2
nights
Charleston

Charleston ©
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Kick off your visit on the 29th (Wed): take in the exciting artwork at Principle Gallery Charleston, then contemplate the long history of Fort Sumter National Monument, and then take an in-depth tour of Patriots Point. On the 30th (Thu), you'll have a packed day of sightseeing: take in the dramatic natural features at Angel Oak Tree, steep yourself in history at Nathaniel Russell House, then steep yourself in history at Boone Hall Plantation, and finally stroll around Joe Riley Waterfront Park.

For more things to do, traveler tips, and more tourist information, use the Charleston travel itinerary planner .

You can drive from Savannah to Charleston in 2.5 hours. Another option is to take a bus. January in Charleston sees daily highs of 59°F and lows of 40°F at night. Wrap up your sightseeing on the 30th (Thu) to allow time to drive to Myrtle Beach.

Things to do in Charleston

Museums Historic Sites Parks

Side Trips

Mount Pleasant, Angel Oak Tree
Highlights from your plan
Patriots Point ©
Patriots Point
Fort Sumter National Monument ©
Fort Sumter National Monument
Boone Hall Plantation ©
Boone Hall Plantation

1
night
Myrtle Beach

Myrtle Beach ©
Myrtle Beach is a coastal city on the east coast of the United States in Horry County, South Carolina. On the 31st (Fri), admire the majestic nature at Myrtle Beach State Park and then explore the world behind art at Brookgreen Gardens.

To find ratings, traveler tips, reviews, and tourist information, use the Myrtle Beach trip maker site .

Drive from Charleston to Myrtle Beach in 2.5 hours. Alternatively, you can take a bus. In January, daytime highs in Myrtle Beach are 56°F, while nighttime lows are 38°F. Finish your sightseeing early on the 31st (Fri) so you can travel back home.

Things to do in Myrtle Beach

Parks Museums Nature

Side Trip

Brookgreen Gardens
Highlights from your plan
Brookgreen Gardens ©
Brookgreen Gardens
Myrtle Beach State Park ©
Myrtle Beach State Park

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Start off your visit on the 1st (Sat): examine the collection at Medieval Torture Collection, contemplate the long history of Colonial Quarter, do a tasting at Vino Del Grotto Winery, then admire the architecture and history at Mission of Nombre de Dios, and finally tour the pleasant surroundings at Vilano Beach. Here are some ideas for day two: steep yourself in history at Plaza de la Constitucion, learn about all things military at Spanish Military Hospital Museum, take in the architecture and atmosphere at Memorial Presbyterian Church, then stop by Claude's Chocolate, then contemplate the long history of Villa Zorayda Museum, and finally contemplate in the serene atmosphere at St. Photios Greek Orthodox National Shrine.

To find ratings, photos, where to stay, and other tourist information, go to the St. Augustine trip itinerary website .

Traveling by combination of flight and bus from Myrtle Beach to St. Augustine takes 7 hours. Alternatively, you can drive; or do a combination of car and train. Traveling from Myrtle Beach in February, things will get a bit warmer in St. Augustine: highs are around 68°F and lows about 51°F. Wrap up your sightseeing by early afternoon on the 3rd (Mon) to allow time for travel back home.

Things to do in St. Augustine

Historic Sites Parks Beaches

Side Trip

Crescent Beach Public Beach
Highlights from your plan
Mission of Nombre de Dios ©
Mission of Nombre de Dios
Vilano Beach ©
Vilano Beach
Memorial Presbyterian Church ©
Memorial Presbyterian Church

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