14 days in United States Itinerary

14 days in United States Itinerary

Created using Inspirock United States tour planner

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Route & dates

14 days in United States Itinerary

Start: San Diego
Fly:  8​h 30​min
1
Natural Bridge
— 1 night
Drive:  1​h 30​min
2
Charlottesville
— 1 night
train:  2​h 30​min
3
Washington DC
— 3 nights
Drive:  1​h 45​min
4
Gettysburg
— 2 nights
Drive:  4​h
5
New York City
— 3 nights
bus + Fly:  3​h
6
Boston
— 3 nights
Fly:  6​h 45​min
End: San Diego


Learn more about your trip

1
night
Natural Bridge

Natural Bridge ©
Natural Bridge is an unincorporated community in Rockbridge County, Virginia, United States. Kick off your visit on the 15th (Mon): look for all kinds of wild species at Virginia Safari Park and then contemplate the long history of Natural Bridge State Park.

For traveler tips, ratings, maps, and other tourist information, read Natural Bridge sightseeing planner.

San Diego to Natural Bridge is an approximately 8.5-hour flight. You can also do a combination of flight and bus; or drive. The time zone difference moving from Pacific Standard Time (PST) to Eastern Standard Time (EST) is 3 hours. Traveling from San Diego in June, plan for a bit cooler nights in Natural Bridge, with lows around 58°F. Finish your sightseeing early on the 15th (Mon) to allow enough time to drive to Charlottesville.

Things to do in Natural Bridge

Parks Wildlife Historic Sites
Highlights from your plan
Virginia Safari Park ©
Virginia Safari Park
Natural Bridge State Park ©
Natural Bridge State Park

1
night
Charlottesville

Charlottesville ©
Situated at the foothills of the Blue Ridge Mountains, Charlottesville is perhaps best known as the home of three of the United States' founding fathers, including Thomas Jefferson.
Start off your visit on the 16th (Tue): admire the landmark architecture of University of Virginia, steep yourself in history at James Monroe's Highland, and then steep yourself in history at Monticello.

To find maps, traveler tips, ratings, and more tourist information, refer to the Charlottesville trip itinerary planning site .

Drive from Natural Bridge to Charlottesville in 1.5 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. Traveling from Natural Bridge in June, expect Charlottesville to be a bit warmer, temps between 84°F and 64°F. Wrap up your sightseeing on the 16th (Tue) early enough to take a train to Washington DC.

Things to do in Charlottesville

Historic Sites Parks
Highlights from your plan
Monticello ©
Monticello
James Monroe's Highland ©
James Monroe's Highland
University of Virginia ©
University of Virginia

3
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.
Your cultural itinerary includes sights like Smithsonian National Museum of Natural History and National Museum of African American History and Culture. You'll explore the less-touristy side of things at United States Holocaust Memorial Museum and U.S. Naval Academy. Step out of Washington DC with an excursion to The Walters Art Museum in Baltimore--about 54 minutes away. Next up on the itinerary: take in the architecture and atmosphere at Basilica of the National Shrine of the Immaculate Conception, explore the world behind art at Smithsonian American Art Museum, appreciate the extensive heritage of Capitol Hill, and get engrossed in the history at National Portrait Gallery.

To find where to stay, reviews, photos, and other tourist information, read Washington DC itinerary maker app .

Take a train from Charlottesville to Washington DC in 2.5 hours. Alternatively, you can drive; or do a combination of flight, bus, and subway. June in Washington DC sees daily highs of 86°F and lows of 69°F at night. Finish your sightseeing early on the 19th (Fri) so you can drive to Gettysburg.

Things to do in Washington DC

Museums Historic Sites Parks

Side Trips

U.S. Naval Academy, The Walters Art Museum
Highlights from your plan
United States Holocaust Memorial Museum ©
U.S. Naval Academy ©
U.S. Naval Academy

2
nights
Gettysburg

Gettysburg ©
Located near the memorial park marking the site of one of the largest Civil War battles, the town of Gettysburg sits in a landscape of rolling green hills with views of the Blue Ridge Mountains in the distance.
Kick off your visit on the 20th (Sat): pause for some photo ops at Abraham Lincoln Statue, steep yourself in history at Eisenhower National Historic Site, then witness the site of a historic battle at Gettysburg National Military Park, then get engrossed in the history at Gettysburg National Military Park Museum & Visitor Center, and finally explore the different monuments and memorials at Gettysburg National Cemetery. Keep things going the next day: steep yourself in history at Jennie Wade House, examine the collection at Gettysburg Museum of History, and then trot along with a tour on horseback.

To find traveler tips, photos, reviews, and more tourist information, read our Gettysburg trip itinerary maker site .

You can drive from Washington DC to Gettysburg in 2 hours. Alternatively, you can do a combination of train and taxi; or do a combination of train, flight, and taxi. Plan for slightly colder temperatures traveling from Washington DC in June, with highs in Gettysburg at 81°F and lows at 62°F. Finish your sightseeing early on the 21st (Sun) to allow enough time to drive to New York City.

Things to do in Gettysburg

Historic Sites Museums Tours
Highlights from your plan

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.
Eschew the tourist crowds and head to The Met Cloisters and Brooklyn Heights Promenade. Family-friendly places like Central Park and New York Public Library will thrill your kids. There's much more to do: admire the masterpieces at The Metropolitan Museum of Art, pause for some photo ops at 9/11 Memorial, examine the collection at Ground Zero Museum Workshop, and race across the water with a speed boat tour.

To see photos, reviews, and tourist information, use the New York City trip maker tool .

You can drive from Gettysburg to New York City in 4 hours. Other options are to take a bus; or do a combination of bus and train. Expect a daytime high around 80°F in June, and nighttime lows around 65°F. Finish your sightseeing early on the 24th (Wed) so you can travel to Boston.

Things to do in New York City

Museums Historic Sites Parks

Side Trip

Brooklyn Heights Promenade
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
The Met Cloisters ©
The Met Cloisters

3
nights
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.
Get some historical perspective at Marginal Way Walkway and Granary Burying Ground. Step out of the city life by going to Perkins Cove and Hampton Beach State Park. The adventure continues: take an in-depth tour of Boston Tea Party Ships & Museum, visit a coastal fixture at Nubble Lighthouse, wander the streets of North End, and explore the world behind art at Museum of Fine Arts.

For more things to do, traveler tips, other places to visit, and more tourist information, refer to the Boston trip site .

Getting from New York City to Boston by combination of bus and flight takes about 3 hours. Other options: fly; or drive. Expect slightly colder evenings in Boston when traveling from New York City in June, with lows around 60°F. Finish up your sightseeing early on the 27th (Sat) so you can travel back home.

Things to do in Boston

Museums Historic Sites Parks

Side Trips

Ogunquit, Nubble Lighthouse, Hampton Beach State Park
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse

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