9 days in Portland, Rockland & Lubec Itinerary

9 days in Portland, Rockland & Lubec Itinerary

Created using Inspirock Maine visit planner

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Route & dates

9 days in Portland, Rockland & Lubec Itinerary

Start: Philadelphia
Fly:  4​h 15​min
1
Portland
— 3 nights
Drive:  1​h 45​min
2
Rockland
— 3 nights
Drive:  3​h 30​min
3
Lubec
— 2 nights
Drive + Fly:  6​h 15​min
End: Philadelphia

3
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.
Explore Portland's surroundings by going to Marginal Way Walkway (in Ogunquit) and Boston (Granary Burying Ground, Faneuil Hall Marketplace, & more). Next up on the itinerary: sample the tasty concoctions at Allagash Brewery, take a stroll through Old Port, explore the different monuments and memorials at Evergreen Cemetery, and get outside with Red Claws Basketball.

To find other places to visit, traveler tips, maps, and tourist information, read our Portland trip planning tool .

Philadelphia to Portland is an approximately 4.5-hour flight. You can also do a combination of train and flight; or drive. Traveling from Philadelphia in September, things will get a bit cooler in Portland: highs are around 73°F and lows about 52°F. Finish up your sightseeing early on the 4th (Wed) so you can go by car to Rockland.

Things to do in Portland

Historic Sites Outdoors Tours

Side Trips

Boston, Marginal Way Walkway
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Freedom Trail ©
Freedom Trail
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace

3
nights
Rockland

Rockland ©
Rockland is a city in Knox County, Maine, in the United States. Change things up with these side-trips from Rockland: Coastal Maine Botanical Gardens (in Boothbay) and Pemaquid Point Lighthouse (in Bristol). Next up on the itinerary: take your sightseeing to a higher altitude at Mount Battie, don't miss a visit to Vesper Hill Children's Chapel, visit a coastal fixture at Rockland Breakwater Light, and explore the activities along Maine Boats and Home Show.

To find maps, where to stay, ratings, and other tourist information, use the Rockland online route builder .

Drive from Portland to Rockland in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 69°F in September, and nighttime lows around 51°F. Wrap up your sightseeing on the 7th (Sat) early enough to travel to Lubec.

Things to do in Rockland

Parks Historic Sites Nature

Side Trips

Pemaquid Point Lighthouse, Coastal Maine Botanical Gardens, Mount Battie, Vesper Hill Children's Chapel
Highlights from your plan
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Rockland Breakwater Light ©
Rockland Breakwater Light
Mount Battie ©
Mount Battie

2
nights
Lubec

Lubec ©
Lubec is a town in Washington County, Maine, United States. Kick off your visit on the 8th (Sun): immerse yourself in nature at Quoddy Head State Park, enjoy the sea views from West Quoddy Head Light, and then take your sightseeing to a higher altitude at Klondike Mountain. On the 9th (Mon), you'll have a packed day of sightseeing: identify plant and animal life at Hamilton Cove Preserve, look for all kinds of wild species at Bog Brook Cove Preserve, then examine the collection at McCurdy Smokehouse Museum, and finally appreciate the history behind Lost Fishermen's Memorial.

To see traveler tips, reviews, other places to visit, and more tourist information, go to the Lubec travel itinerary planner .

Traveling by car from Rockland to Lubec takes 3.5 hours. Expect a daytime high around 70°F in September, and nighttime lows around 52°F. Finish your sightseeing early on the 9th (Mon) to allow enough time to travel back home.

Things to do in Lubec

Parks Nature Wildlife
Highlights from your plan
Quoddy Head State Park ©
Quoddy Head State Park
West Quoddy Head Light ©
West Quoddy Head Light
Bog Brook Cove Preserve ©
Bog Brook Cove Preserve

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