11 days in Maine, New Hampshire & Greater Boston Itinerary

11 days in Maine, New Hampshire & Greater Boston Itinerary

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Route & dates

11 days in Maine, New Hampshire & Greater Boston Itinerary

Start: Orlando
Fly:  8​h 45​min
1
Bar Harbor, Mount Desert Island
— 2 nights
Drive:  3​h 30​min
2
Portland
— 2 nights
Drive:  45​min
3
Wells
— 1 night
Drive:  45​min
4
Hampton
— 2 nights
Drive:  1​h
5
Boston
— 3 nights
Fly:  5​h
End: Orlando


Learn more about your trip

2
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 2nd (Fri), step off the mainland to explore Mount Desert Island, kick back and relax at Sand Beach, and then don't miss a visit to Land Bridge to Bar Island. Get ready for a full day of sightseeing on the next day: explore the striking landscape of Acadia National Park.

For more things to do, other places to visit, photos, and other tourist information, read our Bar Harbor online trip maker .

Orlando to Bar Harbor is an approximately 9-hour flight. You can also do a combination of flight and car; or drive. Traveling from Orlando in August, expect Bar Harbor to be a bit cooler, temps between 75°F and 57°F. You'll have a few hours on the 4th (Sun) to wrap things up before traveling to Portland.

Things to do in Bar Harbor

Beaches Parks Outdoors

Side Trip

Sand Beach
Highlights from your plan
Sand Beach ©
Sand Beach
Fiore Artisan Olive Oils and Vinegars ©
Land Bridge to Bar Island
Land Bridge to Bar Island

2
nights
Portland

Portland ©
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.
Start off your visit on the 4th (Sun): take a stroll through Old Port. Keep things going the next day: take an in-depth tour of Victoria Mansion and then admire the natural beauty at Coastal Maine Botanical Gardens.

For where to stay, reviews, and other tourist information, use the Portland tour itinerary maker .

You can drive from Bar Harbor to Portland in 3.5 hours. Other options are to take a bus; or do a combination of flight and bus. Expect a daytime high around 79°F in August, and nighttime lows around 59°F. Finish up your sightseeing early on the 6th (Tue) so you can go by car to Wells.

Things to do in Portland

Parks Beaches Outdoors

Side Trips

Old Orchard Beach, Coastal Maine Botanical Gardens, L.L. Bean Factory Store
Highlights from your plan
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Allagash Brewing Company ©
Allagash Brewing Company
Old Orchard Beach ©
Old Orchard Beach

1
night
Wells

Wells ©
Wells is a town in York County, Maine, United States. Kick off your visit on the 7th (Wed): enjoy the sand and surf at Wells Beach, appreciate the extensive heritage of Marginal Way Walkway, and then kick back and relax at Ogunquit Beach.

To find maps, more things to do, photos, and tourist information, refer to the Wells trip planner.

Traveling by car from Portland to Wells takes an hour. Traveling from Portland in August, plan for a bit cooler nights in Wells, with lows around 54°F. Finish your sightseeing early on the 7th (Wed) to allow enough time to drive to Hampton.

Things to do in Wells

Beaches Parks Outdoors

Side Trip

Ogunquit
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Ogunquit Beach ©
Ogunquit Beach
Wells Beach ©
Wells Beach

2
nights
Hampton

Hampton ©
Hampton is a town in Rockingham County, New Hampshire, United States. On the 8th (Thu), indulge your thirst for a good beer at Tributary Brewing, stop by Kittery Trading Post, then tour the pleasant surroundings at Hampton Beach State Park, and finally tour the pleasant surroundings at North Beach. Keep things going the next day: kick back and relax at Good Harbor Beach, then steep yourself in history at Strawbery Banke Museum, and then sample the tasty concoctions at Smuttynose Brewing.

To see ratings, other places to visit, and tourist information, use the Hampton online travel route planner .

You can drive from Wells to Hampton in an hour. Plan for somewhat warmer nights when traveling from Wells in August since evenings lows in Hampton dip to 60°F. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Boston.

Things to do in Hampton

Beaches Parks Outdoors

Side Trips

Kittery, Strawbery Banke Museum, Good Harbor Beach
Highlights from your plan
Hampton Beach State Park ©
Hampton Beach State Park
North Beach ©
North Beach
Good Harbor Beach ©
Good Harbor Beach

3
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.
For shopping fun, head to Faneuil Hall Marketplace or Copley Square. There's still lots to do: explore and take pictures at Fenway Park, wander the streets of Newbury Street, appreciate the extensive heritage of Freedom Trail, and look for gifts at Brookline Booksmith.

To see more things to do, ratings, and tourist information, go to the Boston trip itinerary site .

Drive from Hampton to Boston in an hour. In August, daily temperatures in Boston can reach 81°F, while at night they dip to 65°F. Wrap up your sightseeing on the 12th (Mon) early enough to travel back home.

Things to do in Boston

Shopping Neighborhoods Museums

Side Trip

Brookline Booksmith
Highlights from your plan
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace
Newbury Street ©
Newbury Street
North End ©
North End

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