19 days in Virginia, Delaware & Maine Itinerary

19 days in Virginia, Delaware & Maine Itinerary

Created using Inspirock United States trip planner

Plan created by another user. Make it yours
Fly
1
Arlington
— 2 nights
Drive
2
Williamsburg
— 3 nights
Drive
3
Virginia Beach
— 3 nights
Drive
4
Rehoboth Beach
— 2 nights
Drive
5
Wilmington
— 1 night
Fly
6
Portland
— 3 nights
Drive
7
Bar Harbor, Mount Desert Island
— 4 nights
Fly

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2
nights
Arlington

National History, Local Flavor

Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Kick off your visit on the 1st (Tue): stroll around Shirlington Dog Park. Keep things going the next day: pause for some photo ops at U.S. Marine Corps War Memorial, appreciate the extensive heritage of The Tomb of the Unknown Soldier, then stroll the grounds of Arlington National Cemetery, and finally don't miss a visit to John F. Kennedy Grave Site.

To see photos, traveler tips, and tourist information, go to the Arlington online journey maker.

Kansas City to Arlington is an approximately 5.5-hour flight. You can also drive; or do a combination of bus and subway. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. In September, plan for daily highs up to 82°F, and evening lows to 65°F. Finish up your sightseeing early on the 3rd (Thu) so you can go by car to Williamsburg.

Things to do in Arlington

Historic Sites · Museums · Parks

Side Trips

3
nights
Williamsburg

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.
Williamsburg is known for historic sites, theme parks, and shopping. Your plan includes some of its best attractions: contemplate the long history of Colonial Williamsburg, take an in-depth tour of Historic Jamestowne, pause for some serene contemplation at Bruton Parish Episcopal Church, and get in on the family fun at Busch Gardens Williamsburg.

To find photos, more things to do, and tourist information, refer to the Williamsburg trip itinerary maker website.

Getting from Arlington to Williamsburg by car takes about 3 hours. Other options: do a combination of subway and train; or fly. September in Williamsburg sees daily highs of 84°F and lows of 66°F at night. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Virginia Beach.

Things to do in Williamsburg

Historic Sites · Museums · Theme Parks · Shopping

3
nights
Virginia Beach

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.
Virginia Beach is known for beaches, zoos & aquariums, and adventure. Your plan includes some of its best attractions: take a leisurely stroll along Virginia Beach Boardwalk, take in nature's colorful creations at Norfolk Botanical Garden, take a tour of Battleship Wisconsin, and explore the galleries of Virginia Aquarium & Marine Science Center.

To see maps, reviews, ratings, and more tourist information, read Virginia Beach online itinerary planner.

You can drive from Williamsburg to Virginia Beach in 1.5 hours. Other options are to take a bus; or do a combination of train and bus. Expect a daytime high around 81°F in September, and nighttime lows around 67°F. Cap off your sightseeing on the 9th (Wed) early enough to go by car to Rehoboth Beach.

Things to do in Virginia Beach

Museums · Parks · Outdoors · Zoos & Aquariums

Side Trip

2
nights
Rehoboth Beach

Nation's Summer Capital

The population of the city of Rehoboth Beach expands by 25,000 every summer.
On the 10th (Thu), take a leisurely stroll along Rehoboth Beach Boardwalk, then test your team's savvy at Escape Rehoboth, then enjoy the sand and surf at Rehoboth Beach Public Beach, and finally brush up on your knowledge of spirits at Beach Time Distilling. Keep things going the next day: see the interesting displays at Air Mobility Command Museum, then kick back and relax at Cape Henlopen State Park, and then stroll around George H. P. Smith Park.

To see more things to do, reviews, photos, and tourist information, refer to the Rehoboth Beach trip planner.

You can drive from Virginia Beach to Rehoboth Beach in 4 hours. Other options are to do a combination of flight, subway, and bus; or do a combination of train and bus. Traveling from Virginia Beach in September, expect slightly colder with lows of 61°F in Rehoboth Beach. Wrap up your sightseeing on the 11th (Fri) early enough to drive to Wilmington.

Things to do in Rehoboth Beach

Parks · Outdoors · Beaches · Museums

Side Trips

1
night
Wilmington

Start off your visit on the 12th (Sat): take in nature's colorful creations at Nemours Estate, then get engrossed in the history at Hagley Museum And Library, then get engrossed in the history at Winterthur Museum, Garden & Library, and finally snap pictures at Wooddale Covered Bridge.

To see traveler tips, maps, and tourist information, use the Wilmington road trip planner.

You can drive from Rehoboth Beach to Wilmington in 2 hours. Another option is to take a bus. In September, plan for daily highs up to 80°F, and evening lows to 60°F. Finish your sightseeing early on the 12th (Sat) so you can travel to Portland.

Things to do in Wilmington

Museums · Historic Sites · Parks

Side Trip

3
nights
Portland

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Explore the numerous day-trip ideas around Portland: Nubble Lighthouse (in York) and Ogunquit (Perkins Cove & Marginal Way Walkway). And it doesn't end there: indulge your thirst for a good beer at Allagash Brewing Company, explore the world behind art at Portland Museum of Art, visit a coastal fixture at Portland Head Light, and see what you can catch with a fishing tour.

For reviews, ratings, and tourist information, refer to the Portland itinerary builder tool.

Getting from Wilmington to Portland by flight takes about 5 hours. Other options: drive; or do a combination of train and bus. Traveling from Wilmington in September, expect Portland to be little chillier, temps between 73°F and 52°F. Wrap up your sightseeing on the 15th (Tue) to allow time to drive to Bar Harbor.

Things to do in Portland

Historic Sites · Parks · Outdoors · Breweries & Distilleries

Side Trips

4
nights
Bar Harbor, Mount Desert Island

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Get out of town with these interesting Bar Harbor side-trips: Vesper Hill Children's Chapel (in Rockport), Mount Battie (in Camden) and Cellardoor Winery (in Lincolnville). Next up on the itinerary: take a tour by water with Boat Tours & Water Sports, take your sightseeing to a higher altitude at Cadillac Mountain, take in the exciting artwork at Whopaints Gallery, and explore the striking landscape at Schoodic Point.

To see ratings, reviews, more things to do, and more tourist information, read Bar Harbor day trip planning website.

You can drive from Portland to Bar Harbor in 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. Expect a daytime high around 70°F in September, and nighttime lows around 52°F. Cap off your sightseeing on the 19th (Sat) early enough to travel back home.

Things to do in Bar Harbor

Parks · Nature · Outdoors · Museums

Side Trips

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.

Delaware travel guide

4.2
Beaches · Theme Parks · History Museums
The First State
Nicknamed the "First State" for its role in ratifying the U.S. Constitution, Delaware is only 160 km (100 mi) long and about 80 km (49 mi) wide at its widest point. Despite its small size, the state is a patchwork of complex and diverse communities, with an industrialized north and rural south. More than just a tax-free shopping haven, the state features great sightseeing in its picturesque countryside interspersed with sleepy colonial villages and long sandy beaches. It also offers several organized trail systems that focus on things to do in the outdoors, including history, geocaching, culinary activities, and wine and spirits. Largely because of its size, Delaware remains one of the country's least-explored states.

Maine travel guide

4.5
Beaches · Lighthouses · Mountains
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.