30 days in Virginia & Continental USA Itinerary

30 days in Virginia & Continental USA Itinerary

Created using Inspirock United States trip planner

Make it your trip
Drive
1
Williamsburg
— 2 nights
Drive
2
Washington DC
— 4 nights
Fly
3
Orlando
— 3 nights
Fly
4
Las Vegas
— 4 nights
Fly
5
San Francisco
— 4 nights
Fly
6
Chicago
— 3 nights
Fly
7
New York City
— 5 nights
Drive
8
Chincoteague Island
— 2 nights
Drive
9
Virginia Beach
— 2 nights
Drive

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Williamsburg

— 2 nights

Colonial Capital

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.
Explore Williamsburg's surroundings by going to Smithfield (Windsor Castle Park & St. Luke's Historic Church & Museum) and Newport News (The Mariners' Museum & Park & The Noland Trail). There's still lots to do: contemplate the long history of Colonial Williamsburg, take a memorable tour with Tours, admire the striking features of Wren Building, and take a tour of Jamestown Settlement.

To find maps, other places to visit, photos, and more tourist information, read our Williamsburg sightseeing planning app.

Norfolk to Williamsburg is an approximately 1-hour car ride. You can also take a bus; or do a combination of bus and train. June in Williamsburg sees daily highs of 87°F and lows of 68°F at night. Finish your sightseeing early on the 3rd (Thu) to allow enough time to drive to Washington DC.

Things to do in Williamsburg

Historic Sites · Museums · Parks · Outdoors

Side Trips

Washington DC

— 4 nights
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.
Washington DC is known for museums, historic sites, and nightlife. Your plan includes some of its best attractions: see the interesting displays at National Air and Space Museum, admire the masterpieces at National Gallery of Art, contemplate in the serene atmosphere at Washington National Cathedral, and ponder the world of politics at United States Capitol.

To find more things to do, photos, maps, and other tourist information, go to the Washington DC online trip maker.

Traveling by car from Williamsburg to Washington DC takes 3 hours. Alternatively, you can take a bus; or take a train. In June, daytime highs in Washington DC are 86°F, while nighttime lows are 69°F. Cap off your sightseeing on the 7th (Mon) early enough to travel to Orlando.

Things to do in Washington DC

Museums · Zoos & Aquariums · Parks · Historic Sites

Orlando

— 3 nights

Theme Park Capital of the World

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.
Pack the 8th (Tue) with family-friendly diversions at Universal's Islands of Adventure. Pack the 9th (Wed) with family-friendly diversions at Universal Orlando Resort. Next up on the itinerary: get in on the family fun at SeaWorld and explore the world behind art at Charles Hosmer Morse Museum of American Art.

Plan a trip to Orlando easily and quickly by telling Inspirock to suggest an itinerary.

Traveling by flight from Washington DC to Orlando takes 4.5 hours. Alternatively, you can drive; or take a bus. In June, daytime highs in Orlando are 91°F, while nighttime lows are 73°F. Cap off your sightseeing on the 10th (Thu) early enough to travel to Las Vegas.

Things to do in Orlando

Theme Parks · Museums

Side Trip

Las Vegas

— 4 nights

Sin City

Nicknamed the "Entertainment Capital of the World," Las Vegas sits in the middle of a desert in the southern section of Nevada.
Step out of Las Vegas with an excursion to Hoover Dam in Boulder City--about 50 minutes away. Next up on the itinerary: admire the local landmark of Fountains of Bellagio, examine the collection at The Mob Museum, try your luck at Casino At The Venetian, and shop like a local with The Strip.

For traveler tips, reviews, where to stay, and other tourist information, use the Las Vegas trip maker.

Getting from Orlando to Las Vegas by flight takes about 8 hours. Other options: drive; or take a bus. The time zone changes from Eastern Standard Time (EST) to Pacific Standard Time (PST), which is usually a -3 hour difference. Traveling from Orlando in June, expect nights in Las Vegas to be about the same, around 77°F, while days are somewhat warmer, around 103°F. Finish your sightseeing early on the 14th (Mon) so you can travel to San Francisco.

Things to do in Las Vegas

Parks · Shopping · Fun & Games · Casinos

Side Trip

San Francisco

— 4 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
San Francisco is known for nature, parks, and museums. Your plan includes some of its best attractions: take in the views from Golden Gate Bridge, engage your brain at Exploratorium, contemplate the long history of SS Jeremiah O'Brien, and take a leisurely stroll along Fisherman's Wharf.

For maps, where to stay, reviews, and more tourist information, refer to the San Francisco planner.

Fly from Las Vegas to San Francisco in 4.5 hours. Alternatively, you can drive; or take a bus. In June, San Francisco is much colder than Las Vegas - with highs of 71°F and lows of 55°F. On the 18th (Fri), wrap the sightseeing up by early afternoon so you can travel to Chicago.

Things to do in San Francisco

Museums · Parks · Childrens Museums · Historic Sites

Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, make a trip to Buckingham Fountain, get up close and personal with brilliant marine life at Shedd Aquarium, and get a new perspective on nature at Field Museum.

Inspirock's itinerary builder makes planning a Chicago trip simple and quick.

You can fly from San Francisco to Chicago in 6.5 hours. Alternatively, you can drive; or do a combination of subway and train. Traveling from San Francisco to Chicago, you'll lose 2 hours due to the time zone difference. Expect somewhat warmer temperatures when traveling from San Francisco in June; daily highs in Chicago reach 81°F and lows reach 63°F. Cap off your sightseeing on the 21st (Mon) early enough to travel to New York City.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums

Side Trip

New York City

— 5 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for museums, nightlife, and shopping. Your plan includes some of its best attractions: go for a walk through Central Park, admire the masterpieces at The Metropolitan Museum of Art, pause for some photo ops at Statue of Liberty National Monument, and take in panoramic vistas at Empire State Building.

For more things to do, traveler tips, where to stay, and other tourist information, read New York City day trip planner.

Traveling by flight from Chicago to New York City takes 5.5 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. June in New York City sees daily highs of 80°F and lows of 65°F at night. Wrap up your sightseeing on the 26th (Sat) early enough to drive to Chincoteague Island.

Things to do in New York City

Museums · Parks · Historic Sites · Tours

Chincoteague Island

— 2 nights
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Kick off your visit on the 27th (Sun): head outdoors with Donald J. Leonard, take an in-depth tour of Museum of Chincoteague, and then get up close to creatures of the deep with Captain Dan's Around the Island Tours. Get ready for a full day of sightseeing on the 28th (Mon): explore the wealth of natural beauty at Chincoteague National Wildlife Refuge.

To find other places to visit, more things to do, and tourist information, read Chincoteague Island trip planning app.

Traveling by car from New York City to Chincoteague Island takes 5.5 hours. Alternatively, you can do a combination of train and flight; or do a combination of train and bus. June in Chincoteague Island sees daily highs of 82°F and lows of 66°F at night. Finish up your sightseeing early on the 28th (Mon) so you can go by car to Virginia Beach.

Things to do in Chincoteague Island

Wildlife · Nature · Parks · Outdoors

Virginia Beach

— 2 nights

The Resort City

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.
Start off your visit on the 29th (Tue): get engrossed in the history at Military Aviation Museum, then glide through the air with a parasailing or paragliding tour, and then brush up on your knowledge of spirits at Tarnished Truth Distilling Company. Get ready for a full day of sightseeing on the 30th (Wed): identify plant and animal life at Weyanoke Bird and Wildflower Sanctuary, admire the masterpieces at Chrysler Museum of Art, and then take in the waterfront at Virginia Beach Boardwalk.

To see photos, other places to visit, where to stay, and tourist information, read our Virginia Beach day trip app.

Traveling by car from Chincoteague Island to Virginia Beach takes 2.5 hours. Alternatively, you can take a bus; or take a bus. June in Virginia Beach sees daily highs of 85°F and lows of 69°F at night. Finish your sightseeing early on the 30th (Wed) so you can drive back home.

Things to do in Virginia Beach

Museums · Adventure · Tours · Outdoors

Side Trip

Virginia travel guide

4.6
Historic Sites · Wineries & Vineyards · Specialty Museums
Old Dominion
The home of the first permanent English colony in the New World, Virginia is a prime holiday destination for those looking to immerse themselves in American heritage. Proud of its colorful history, distinct culture, and southern drawl, Virginians see their state as the place where the imaginary line between the north and the south is drawn. With scenic beauties as diverse as its people, Virginia is a land of rolling hills, rugged mountains, lush valleys, dense forests, and secluded beaches along picturesque bays. Bordered on the east by the Atlantic and the west by the Appalachian Mountains, with rolling farmland in the middle, the state offers countless places to visit for history buffs, nature lovers, and passionate foodies.