12 days in Portland & Virginia Beach Itinerary

12 days in Portland & Virginia Beach Itinerary

Created using Inspirock United States route maker

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1
Portland
— 7 nights
Bus to Logan International Airport, Fly to Norfolk
2
Virginia Beach
— 4 nights
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Portland

— 7 nights

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 Portland's surroundings by going to Nubble Lighthouse (in York), Ogunquit (Marginal Way Walkway & Ogunquit Memorial Library) and Boston (Boston Public Market, Freedom Trail, &more). Next up on the itinerary: sample the tasty concoctions at Allagash Brewing Company, get engrossed in the history at Victoria Mansion, make a trip to Portland Observatory, and grab your bike and head to Eastern Promenade Trail.

To see photos, traveler tips, maps, and tourist information, go to the Portland holiday planner.

Detroit to Portland is an approximately 5.5-hour flight. You can also drive; or take a bus. Plan for a bit cooler nights when traveling from Detroit in September since evenings lows in Portland dip to 52°F. Wrap up your sightseeing on the 26th (Sat) to allow time to travel to Virginia Beach.

Things to do in Portland

Historic Sites · Outdoors · Neighborhoods · Parks

Side Trips

Virginia Beach

— 4 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.
Get out of town with these interesting Virginia Beach side-trips: Williamsburg (Quirks of Art, Colonial Williamsburg, &more). There's lots more to do: take a leisurely stroll along Virginia Beach Boardwalk, pause for some photo ops at Norwegian Lady Statue, brush up on your knowledge of spirits at Tarnished Truth Distilling Company, and enjoy the sand and surf at Sandbridge Beach.

For traveler tips, photos, where to stay, and more tourist information, refer to the Virginia Beach trip website.

Traveling by combination of bus and flight from Portland to Virginia Beach takes 6.5 hours. Alternatively, you can drive; or do a combination of bus and train. Expect a bit warmer temperatures when traveling from Portland in September; daily highs in Virginia Beach reach 81°F and lows reach 67°F. Cap off your sightseeing on the 30th (Wed) early enough to travel back home.

Things to do in Virginia Beach

Museums · Parks · Historic Sites · Beaches

Side Trip