41 days in United States Itinerary

41 days in United States Itinerary

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Route & dates

41 days in United States Itinerary

Start: Cairo
Fly:  16​h 30​min
1
Washington DC
— 8 nights
Drive:  1​h 30​min
2
Sharpsburg
— 7 nights
Drive:  2​h 45​min
3
St. Michaels
— 4 nights
Drive:  1​h 45​min
4
Ocean City
— 2 nights
Drive:  1​h 15​min
5
Chincoteague Island
— 2 nights
Drive:  2​h 30​min
6
Virginia Beach
— 3 nights
Drive:  1​h 15​min
7
Williamsburg
— 3 nights
Drive:  2​h 15​min
8
Charlottesville
— 3 nights
Fly:  3​h 30​min
9
New York City
— 8 nights
Fly:  14​h
End: Cairo

8
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.
Get a sense of the local culture at Arlington National Cemetery and National Mall. Get some historical perspective at George Washington's Mount Vernon and Capitol Hill. Go for a jaunt from Washington DC to Chantilly to see Steven F. Udvar-Hazy Center about 42 minutes away. There's lots more to do: get to know the fascinating history of The Tomb of the Unknown Soldier, pause for some serene contemplation at Basilica of the National Shrine of the Immaculate Conception, pause for some photo ops at Korean War Veterans Memorial, and see the interesting displays at Newseum.

Plan trip to Washington DC with our itinerary maker to find out where to go and what to do.

Cairo, Egypt to Washington DC is an approximately 16.5-hour flight. You can also do a combination of flight and train; or do a combination of flight, bus, and subway. Traveling from Cairo to Washington DC, you'll gain 7 hours due to the time zone difference. In October, Washington DC is slightly colder than Cairo - with highs of 25°C and lows of 14°C. Wrap up your sightseeing on the 29th (Tue) early enough to drive to Sharpsburg.

Things to do in Washington DC

Museums Historic Sites Neighborhoods

Side Trips

Arlington, Steven F. Udvar-Hazy Center, George Washington's Mount Vernon
Highlights from your plan
Arlington National Cemetery ©
Arlington National Cemetery
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
George Washington's Mount Vernon ©
George Washington's Mount Vernon

7
nights
Sharpsburg

Sharpsburg ©
Sharpsburg is a town in Washington County, Maryland, United States, located approximately 13mi south of Hagerstown. Eschew the tourist crowds and head to Gettysburg National Military Park and Gettysburg National Military Park Museum & Visitor Center. Harpers Ferry National Historical Park and Antietam National Battlefield are good opportunities to explore the local culture. Venture out of the city with trips to East Coast Exotic Animal Rescue (in Fairfield), Sleepy Creek Wildlife Management Area (in Hedgesville) and Gettysburg (Gettysburg National Cemetery, Gettysburg Museum of History, & more). Next up on the itinerary: explore the different monuments and memorials at Harper Cemetery, make a trip to Arsenal Square, take some stellar pictures from The Point, and steep yourself in history at John Brown's Fort.

To find photos, more things to do, and other tourist information, read Sharpsburg holiday builder site .

Traveling by car from Washington DC to Sharpsburg takes 1.5 hours. Plan for little chillier nights when traveling from Washington DC in October since evenings lows in Sharpsburg dip to 9°C. Finish up your sightseeing early on the 5th (Tue) so you can travel to St. Michaels.

Things to do in Sharpsburg

Historic Sites Parks Nature

Side Trips

Gettysburg, Harpers Ferry, Sleepy Creek Wildlife Management Area, Old Norbourne Cemetery, East Coast Exotic Animal Rescue
Highlights from your plan

4
nights
St. Michaels

St. Michaels ©
Explore hidden gems such as Chesapeake Bay Maritime Museum and Killens Pond State Park. For shopping fun, head to Fifer Orchards - Farm, Country Store and CSA or Antique Alley of Bridgeville, LLC. Explore the numerous day-trip ideas around St. Michaels: Blue Earl Brewing Company (in Smyrna), T.S. Smith & Sons (in Bridgeville) and Harrington Raceway & Casino (in Harrington).

To find other places to visit, reviews, photos, and tourist information, refer to the St. Michaels trip itinerary builder app .

Drive from Sharpsburg to St. Michaels in 3 hours. Expect a bit warmer evenings in St. Michaels when traveling from Sharpsburg in November, with lows around 5°C. Finish your sightseeing early on the 9th (Sat) so you can drive to Ocean City.

Things to do in St. Michaels

Shopping Museums Wineries

Side Trips

Felton, Bridgeville, Dutch Country Farmers Market, Fifer Orchards - Farm, Country Store and CSA, Harvest Ridge Winery
Highlights from your plan
Chesapeake Bay Maritime Museum ©
Chesapeake Bay Maritime Museum
Harvest Ridge Winery ©
Harvest Ridge Winery

2
nights
Ocean City

Ocean City ©
One of the country's favorite vacation resorts, Ocean City draws nearly 8 million visitors annually with its oceanfront boardwalk, clean beaches, and amusement parks.
Start off your visit on the 10th (Sun): take in the exciting artwork at Bishop's Stock Fine Art, Craft & Wine and then tee off at Rum Pointe Seaside Golf Links. Get ready for a full day of sightseeing on the next day: view the masterpieces at Art League of Ocean City, tour the pleasant surroundings at Ocean City Beach, and then take in the waterfront at Ocean City Boardwalk.

To see more things to do, maps, where to stay, and other tourist information, you can read our Ocean City online trip planner .

Getting from St. Michaels to Ocean City by car takes about 2 hours. Other options: take a bus. November in Ocean City sees daily highs of 16°C and lows of 4°C at night. Wrap up your sightseeing on the 11th (Mon) early enough to drive to Chincoteague Island.

Things to do in Ocean City

Outdoors Golf Parks

Side Trips

Rum Pointe Seaside Golf Links, Bishop's Stock Fine Art, Craft & Wine
Highlights from your plan
Ocean City Beach ©
Ocean City Beach
Rum Pointe Seaside Golf Links ©
Rum Pointe Seaside Golf Links
Art League of Ocean City ©
Art League of Ocean City

2
nights
Chincoteague Island

Chincoteague Island ©
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
On the 12th (Tue), stroll through Bike Depot and then identify plant and animal life at Chincoteague National Wildlife Refuge. On the 13th (Wed), you'll have a packed day of sightseeing: take a memorable tour with Tours, then head outdoors with Donald J. Leonard, and then get a taste of the local shopping with Chesapeake Bay Farms.

To see maps, reviews, ratings, and tourist information, read our Chincoteague Island road trip planning tool .

Traveling by car from Ocean City to Chincoteague Island takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In November, daytime highs in Chincoteague Island are 17°C, while nighttime lows are 5°C. Wrap up your sightseeing on the 13th (Wed) early enough to drive to Virginia Beach.

Things to do in Chincoteague Island

Parks Outdoors Wildlife

Side Trip

Chesapeake Bay Farms
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Nature & Wildlife Tours
Chesapeake Bay Farms ©
Chesapeake Bay Farms

3
nights
Virginia Beach

Virginia Beach ©
Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.
Military Aviation Museum and Virginia Aquarium & Marine Science Center are good opportunities to explore the local culture. You'll enjoy a bit of beach vacationing at Sandbridge Beach and Virginia Beach. And it doesn't end there: immerse yourself in nature at First Landing State Park, contemplate the long history of Cape Henry Lighthouse, take a leisurely stroll along Virginia Beach Boardwalk, and brush up on your knowledge of spirits at Tarnished Truth Distilling Company.

To see reviews, photos, where to stay, and tourist information, read our Virginia Beach trip app .

Getting from Chincoteague Island to Virginia Beach by car takes about 2.5 hours. Other options: take a bus; or take a bus. November in Virginia Beach sees daily highs of 19°C and lows of 7°C at night. Finish your sightseeing early on the 16th (Sat) so you can drive to Williamsburg.

Things to do in Virginia Beach

Parks Outdoors Museums
Highlights from your plan
Tarnished Truth Distilling Company ©
Sandbridge Beach ©
Sandbridge Beach
Virginia Beach ©
Virginia Beach

3
nights
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.
You'll discover tucked-away gems like Historic Jamestowne and American Revolution Museum at Yorktown. Do some cultural sightseeing at Jamestown Settlement and Virginia Museum of Fine Arts. Venture out of the city with trips to St. Luke's Historic Church & Museum (in Smithfield) and The Mariners' Museum & Park (in Newport News). There's much more to do: contemplate the long history of Governor's Palace, take in the history at Yorktown Battlefield, and take in the architecture and atmosphere at Bruton Parish Episcopal Church.

To find maps, other places to visit, reviews, and tourist information, read our Williamsburg trip itinerary planning tool .

Getting from Virginia Beach to Williamsburg by car takes about 1.5 hours. Other options: take a bus; or take a bus. In November, plan for daily highs up to 20°C, and evening lows to 6°C. Wrap up your sightseeing on the 19th (Tue) early enough to drive to Charlottesville.

Things to do in Williamsburg

Historic Sites Museums Parks

Side Trips

Yorktown, Virginia Museum of Fine Arts, The Mariners' Museum & Park, St. Luke's Historic Church & Museum
Highlights from your plan
Historic Jamestowne ©
Historic Jamestowne
Jamestown Settlement ©
Jamestown Settlement
Governor's Palace ©
Governor's Palace

3
nights
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.
You'll explore the less-touristy side of things at Monticello and Luray Caverns. Satisfy your inner culture vulture at James Madison's Montpelier and Appomattox Court House National Historical Park. Explore the numerous day-trip ideas around Charlottesville: Skyline Drive (in Shenandoah National Park) and Copper Fox Distillery (in Sperryville). Next up on the itinerary: contemplate the long history of James Monroe's Highland.

To see other places to visit, reviews, maps, and tourist information, you can read our Charlottesville online sightseeing planner .

You can drive from Williamsburg to Charlottesville in 2.5 hours. Alternatively, you can take a bus. Traveling from Williamsburg in November, you can expect nighttime temperatures to be a bit cooler in Charlottesville, with lows of 3°C. Finish up your sightseeing early on the 22nd (Fri) so you can travel to New York City.

Things to do in Charlottesville

Parks Nature Historic Sites

Side Trips

Luray Caverns, Skyline Drive, Copper Fox Distillery, James Madison's Montpelier, Appomattox Court House National Historical Park
Highlights from your plan
Luray Caverns ©
Luray Caverns
James Madison's Montpelier ©
James Madison's Montpelier

8
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.
You'll explore the less-touristy side of things at Independence National Historical Park and Home of Franklin D. Roosevelt. Your inner history buff will appreciate Franklin D. Roosevelt Presidential Library and Museum and The Met Cloisters. Get out of town with these interesting New York City side-trips: Vanderbilt Mansion National Historic Site (in Hyde Park) and Philadelphia (Independence Hall & Rodin Museum). Next up on the itinerary: admire the masterpieces at The Metropolitan Museum of Art, appreciate the history behind 9/11 Memorial, appreciate the extensive heritage of Brooklyn Heights Promenade, and shop like a local with SoHo.

To find maps, reviews, other places to visit, and tourist information, use the New York City day trip website .

Getting from Charlottesville to New York City by flight takes about 3.5 hours. Other options: do a combination of flight and train; or drive. Traveling from Charlottesville in November, you can expect nighttime temperatures to be somewhat warmer in New York City, with lows of 7°C. Finish your sightseeing early on the 30th (Sat) to allow enough time to travel back home.

Things to do in New York City

Historic Sites Museums Parks

Side Trips

Philadelphia, Hyde Park, Brooklyn
Highlights from your plan

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