7 days in Maine, Boston & Philadelphia Itinerary

7 days in Maine, Boston & Philadelphia Itinerary

Created using Inspirock United States holiday planner
Make it your trip
— 1 day
— 3 nights
Bar Harbor, Mount Desert Island
— 1 night
— 2 nights


Ogunquit — 1 day

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Kick off your visit on the 27th (Mon): take in the dramatic natural features at Perkins Cove and then appreciate the extensive heritage of Marginal Way Walkway.

Take the guesswork out of planning a Ogunquit vacation by using our trip itinerary maker.

Lexington to Ogunquit is an approximately 6-hour flight. You can also fly; or drive; or do a combination of bus and taxi. Prepare for little chillier weather when traveling from Lexington in June: high temperatures in Ogunquit hover around 75°F and lows are around 52°F. Cap off your sightseeing on the 27th (Mon) early enough to go by car to Boston.
Nature · Parks · Historic Sites

Boston — 3 nights

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.
Change things up with these side-trips from Boston: John F Kennedy Hyannis Museum (in Hyannis), Sandwich (Sandwich Glass Museum & Heritage Museums & Gardens) and Cape Cod Canal (in Buzzards Bay). There's lots more to do: explore the world behind art at Museum of Fine Arts, browse the different shops at Faneuil Hall Marketplace, appreciate the extensive heritage of Freedom Trail, and traverse land and water with a duck tour.

To find reviews, photos, more things to do, and tourist information, read Boston tour itinerary website.

Drive from Ogunquit to Boston in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Ogunquit in June, Boston is somewhat warmer at night with lows of 60°F. Finish your sightseeing early on the 30th (Thu) to allow enough time to fly to Bar Harbor.
Museums · Historic Sites · Parks · Childrens Museums
Side Trips

Bar Harbor, Mount Desert Island — 1 night

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Kick off your visit on the 1st (Fri): explore the landscape on two wheels at Carriage Roads, then take in the awesome beauty at Cadillac Mountain, and then take a tour by water with Boat Tours & Water Sports.

For maps, other places to visit, where to stay, and more tourist information, you can read our Bar Harbor trip itinerary planning app.

Fly from Boston to Bar Harbor in 3 hours. Alternatively, you can drive; or take a bus. Traveling from Boston in June, things will get a bit cooler in Bar Harbor: highs are around 68°F and lows about 52°F. Finish your sightseeing early on the 1st (Fri) to allow enough time to fly to Philadelphia.
Parks · Outdoors · Nature · Trails
Side Trip

Philadelphia — 2 nights

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.
Kick off your visit on the 2nd (Sat): try to win big at Harrah's Philadelphia, contemplate the long history of Elfreth's Alley, then contemplate the long history of Independence Hall, then admire the masterpieces at Rodin Museum, and finally wander the streets of Rittenhouse Square. Get ready for a full day of sightseeing on the next day: hunt for treasures at Reading Terminal Market, steep yourself in history at Liberty Bell Center, explore the world behind art at Philadelphia Museum of Art, then get engrossed in the history at Eastern State Penitentiary, and finally trek along Schuylkill River Trail.

For maps, ratings, other places to visit, and tourist information, read our Philadelphia day trip app.

You can fly from Bar Harbor to Philadelphia in 3.5 hours. Other options are to drive; or do a combination of bus and train. Expect somewhat warmer temperatures when traveling from Bar Harbor in July; daily highs in Philadelphia reach 88°F and lows reach 72°F. Finish up your sightseeing early on the 3rd (Sun) so you can catch the flight back home.
Museums · Shopping · Historic Sites · Casinos
Side Trip

Maine travel guide

Beaches · Lighthouses · Gift & Specialty Shops
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.