21 days in Maine Itinerary

21 days in Maine Itinerary

Created using Inspirock Maine tour planner
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Make it your trip
Drive
1
Acadia National Park
— 2 nights
Drive
2
Owls Head
— 1 night
Drive
3
Port Clyde
— 2 nights
Drive
4
Boothbay Harbor
— 1 night
Drive
5
Portland
— 3 nights
Drive
6
Freeport
— 3 nights
Drive
7
Kennebunkport
— 4 nights
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8
Ogunquit
— 3 nights
Drive

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Acadia National Park — 2 nights

The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
Your day by day itinerary now includes Champlain Mountain & Beehive Loop Trail. Get in touch with nature at Cadillac Mountain and Sand Beach. The adventure continues: cruise along Park Loop Road, trek along Heart of Acadia Loop, explore the landscape on two wheels at Carriage Roads, and stroll through Jordan Cliffs Trail.

To find where to stay, maps, traveler tips, and more tourist information, use the Acadia National Park vacation builder website.

Staten Island to Acadia National Park is an approximately 9.5-hour car ride. You can also fly; or drive; or do a combination of bus, train, and car. Traveling from Staten Island in August, things will get a bit cooler in Acadia National Park: highs are around 75°F and lows about 57°F. Finish up your sightseeing early on the 22nd (Mon) so you can go by car to Owls Head.
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Parks · Outdoors · Trails · Beaches

Owls Head — 1 night

On the 23rd (Tue), immerse yourself in nature at Birch Point Beach State Park and then examine the collection at Owls Head Transportation Museum.

Make your Owls Head itinerary with Inspirock to find out what to see and where to go.

Traveling by car from Acadia National Park to Owls Head takes 2.5 hours. In August, plan for daily highs up to 74°F, and evening lows to 56°F. Cap off your sightseeing on the 24th (Wed) early enough to go by car to Port Clyde.
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Parks · Nature · Museums

Port Clyde — 2 nights

Port Clyde is the southernmost settlement on the St. Kick off your visit on the 24th (Wed): visit a coastal fixture at Pemaquid Point Lighthouse. Keep things going the next day: immerse yourself in nature at Owl's Head State Park and then browse the exhibits of Marshall Point Lighthouse Museum.

To find out how to plan a trip to Port Clyde, use our trip itinerary maker.

Port Clyde is just a short distance from Owls Head. In August, daily temperatures in Port Clyde can reach 74°F, while at night they dip to 56°F. Finish your sightseeing early on the 26th (Fri) so you can drive to Boothbay Harbor.
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Historic Sites · Parks · Nature · Museums
Side Trip

Boothbay Harbor — 1 night

Boothbay Harbor is a town in Lincoln County, Maine, United States. Start off your visit on the 26th (Fri): get up close to creatures of the deep with Cap'n Fish's Cruises, visit a coastal fixture at Burnt Island Lighthouse, and then pause for some serene contemplation at The Wilson Memorial Chapel.

To find more things to do, other places to visit, maps, and tourist information, go to the Boothbay Harbor itinerary planning website.

Traveling by car from Port Clyde to Boothbay Harbor takes 1.5 hours. In August in Boothbay Harbor, expect temperatures between 79°F during the day and 57°F at night. Wrap up your sightseeing on the 27th (Sat) to allow time to drive to Portland.
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Historic Sites · Outdoors · Tours · Wildlife
Side Trip

Portland — 3 nights

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.
Museum-lovers will appreciate Portland Museum of Art and Victoria Mansion. Satisfy your inner culture vulture at Portland Head Light and Old Port. And it doesn't end there: kick back and relax at Old Orchard Beach, see what you can catch with a fishing tour, take in the waterfront activity at DiMillo's Old Port Marina, and stop by Lisa-Marie's Made in Maine.

Plan my trip to Portland with suggested itineraries provided by Inspirock.

You can drive from Boothbay Harbor to Portland in 1.5 hours. Other options are to do a combination of taxi and bus; or do a combination of taxi and train. In August in Portland, expect temperatures between 79°F during the day and 59°F at night. Finish your sightseeing early on the 30th (Tue) to allow enough time to drive to Freeport.
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Parks · Outdoors · Museums · Neighborhoods
Side Trips

Freeport — 3 nights

Freeport is a town in Cumberland County, Maine, United States. Your itinerary includes some good beach time at Popham Beach State Park and Reid State Park. Maine Maritime Museum and Joshua L. Chamberlain Museum are good opportunities to explore the local culture. Next up on the itinerary: revel in the low prices at L.L. Bean Factory Store and immerse yourself in nature at Wolfe's Neck Woods State Park.

For traveler tips, more things to do, ratings, and more tourist information, read our Freeport online trip itinerary builder.

Freeport is just a short distance from Portland. August in Freeport sees daily highs of 78°F and lows of 55°F at night. Wrap up your sightseeing on the 2nd (Fri) early enough to drive to Kennebunkport.
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Parks · Nature · Outdoors · Beaches
Side Trips

Kennebunkport — 4 nights

Kennebunkport is a town in York County, Maine, United States. Appreciate the collections at Mast Cove Gallery and First Families Kennebunkport Museum. W. Robert Paine Gallery and Seashore Trolley Museum are good opportunities to explore the local culture. Next up on the itinerary: take a tour by water with Boat Tours & Water Sports, kick back and relax at Kennebunk Beach, take a memorable drive along Ocean Ave, and view the masterpieces at Compliments.

To see other places to visit and more tourist information, you can read our Kennebunkport online visit planner.

Traveling by car from Freeport to Kennebunkport takes an hour. Alternatively, you can do a combination of train and bus; or take a bus. In September in Kennebunkport, expect temperatures between 74°F during the day and 48°F at night. Wrap up your sightseeing on the 6th (Tue) to allow time to drive to Ogunquit.
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Museums · Outdoors · Parks · Shopping
Side Trips

Ogunquit — 3 nights

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.
Let the collections at Strawbery Banke Museum and Portsmouth Historical Society's Discover Portsmouth Welcome Center capture your imagination. Visit Marginal Way Walkway and Portsmouth Harbor Lighthouse for their historical value. The adventure continues: stroll through Ogunquit Beach, enjoy the sand and surf at Long Sands Beach, head outdoors with Outdoor Activities, and take in the dramatic natural features at Perkins Cove.

For maps, other places to visit, photos, and other tourist information, use the Ogunquit online travel route builder.

Ogunquit is just a stone's throw from Kennebunkport. September in Ogunquit sees daily highs of 74°F and lows of 48°F at night. Wrap up your sightseeing by early afternoon on the 9th (Fri) to allow time for the flight back home.
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Parks · Outdoors · Beaches · Historic Sites
Side Trips

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
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.
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