8 days in Boston & Maine Itinerary

8 days in Boston & Maine Itinerary

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Route & dates

8 days in Boston & Maine Itinerary

Start: Newark
Drive:  3​h
1
Boston
— 2 nights
Drive:  1​h 45​min
2
Kennebunkport
— Few hours
Drive:  1​h 45​min
3
Boothbay Harbor
— 1 night
Drive:  3​h
4
Bar Harbor, Mount Desert Island
— 4 nights
Drive:  6​h
End: Newark

2
nights
Boston

Boston ©
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.
Kick off your visit on the 7th (Sat): get a variety of perspectives on a duck tour, then admire the natural beauty at Boston Public Garden, then stroll the grounds of Granary Burying Ground, and finally walk around Boston Common. On the 8th (Sun), you'll have a packed day of sightseeing: admire the masterpieces at Museum of Fine Arts, wander the streets of North End, and then appreciate the extensive heritage of Freedom Trail.

To find other places to visit, photos, traveler tips, and more tourist information, read Boston tour planning tool .

Newark to Boston is an approximately 3-hour flight. You can also do a combination of train and flight; or drive. Traveling from Newark in September, expect nights in Boston to be about the same, around 59°F, while days are a bit cooler, around 75°F. Wrap up your sightseeing by early afternoon on the 9th (Mon) to allow enough time to drive to Kennebunkport.

Things to do in Boston

Museums Historic Sites Tours
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

few
hours
Kennebunkport

Kennebunkport ©
Kennebunkport is a town in York County, Maine, United States. On the 9th (Mon), stop by Scalawags Pet Boutique and then appreciate the extensive heritage of Marginal Way Walkway.

To see other places to visit, maps, photos, and more tourist information, refer to the Kennebunkport route builder website .

Traveling by car from Boston to Kennebunkport takes 2 hours. Alternatively, you can take a bus; or take a train. Traveling from Boston in September, you can expect nighttime temperatures to be a bit cooler in Kennebunkport, with lows of 48°F. Finish your sightseeing early on the 9th (Mon) to allow enough time to drive to Boothbay Harbor.

Things to do in Kennebunkport

Historic Sites Shopping

Side Trip

Marginal Way Walkway
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway

1
night
Boothbay Harbor

Boothbay Harbor ©
Boothbay Harbor is a town in Lincoln County, Maine, United States. On the 10th (Tue), get up close and personal with brilliant marine life at Maine State Aquarium, then head off the coast to Cabbage Island, and then look for all kinds of wild species at Boothbay Region Land Trust.

To find reviews, maps, where to stay, and other tourist information, you can read our Boothbay Harbor trip planner .

Getting from Kennebunkport to Boothbay Harbor by car takes about 2 hours. Other options: do a combination of bus and taxi; or do a combination of train and taxi. In September, plan for daily highs up to 73°F, and evening lows to 51°F. Finish up your sightseeing early on the 10th (Tue) so you can go by car to Bar Harbor.

Things to do in Boothbay Harbor

Parks Nature Wildlife
Highlights from your plan
Cabbage Island ©
Cabbage Island
Boothbay Region Land Trust ©
Boothbay Region Land Trust
Maine State Aquarium ©
Maine State Aquarium

4
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Spend the 11th (Wed) exploring nature at Acadia National Park. There's lots more to do: head off the coast to Mount Desert Island, go for a walk through Compass Harbor Trail, don't miss a visit to Land Bridge to Bar Island, and get engrossed in the history at Somesville Historical Museum and Gardens.

To find photos, maps, and more tourist information, read Bar Harbor trip builder tool .

Drive from Boothbay Harbor to Bar Harbor in 3 hours. Alternatively, you can take a bus. In September in Bar Harbor, expect temperatures between 70°F during the day and 52°F at night. On the 14th (Sat), you'll travel back home.

Things to do in Bar Harbor

Parks Nature Scenic Drive

Side Trips

Acadia National Park, Somesville Historical Museum and Gardens
Highlights from your plan
Acadia National Park ©
Acadia National Park
Cadillac Mountain ©
Cadillac Mountain
Shore Path ©
Shore Path

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