58 days in Maine Itinerary

58 days in Maine Itinerary

Created using Inspirock Maine trip builder

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Route & dates

58 days in Maine Itinerary

Start: San Francisco
Fly + Drive:  9​h
1
Kittery
— 12 nights
Drive:  1​h 30​min
2
Portland
— 11 nights
Drive:  1​h 15​min
3
Boothbay
— 10 nights
Drive:  1​h 15​min
4
Camden
— 12 nights
Drive:  2​h
5
Bar Harbor, Mount Desert Island
— 12 nights
Fly:  12​h 15​min
End: San Francisco

12
nights
Kittery

Kittery ©
Kittery is a town in York County, Maine, United States. Explore the numerous day-trip ideas around Kittery: Cliff Walk (in York Harbor), Kennebunk (Stand-Up Paddleboarding, Gooch's Beach, & more) and Ogunquit (Harbor Candy Shop, Spoiled Rotten, & more). Next up on the itinerary: appreciate the extensive heritage of Marginal Way Walkway, kick back and relax at Wells Beach, tour the pleasant surroundings at Ogunquit Beach, and look for gifts at Kittery Trading Post.

For more things to do, other places to visit, ratings, and more tourist information, read our Kittery vacation planner.

San Francisco to Kittery is an approximately 9-hour flight. You can also drive. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. In June, daytime highs in Kittery are 74°F, while nighttime lows are 56°F. Wrap up your sightseeing on the 24th (Sun) early enough to travel to Portland.

Things to do in Kittery

Parks Outdoors Beaches

Side Trips

Ogunquit, Kennebunk, Wells, York, York Beach
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Ogunquit Beach ©
Ogunquit Beach
Perkins Cove ©
Perkins Cove

11
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.
Change things up with these side-trips from Portland: Kennebunkport (Walker's Point, St. Ann's Episcopal Church, & more), Old Orchard Beach Pier (in Old Orchard Beach) and Freeport (Bradbury Mountain State Park & Wolfe's Neck Woods State Park). Next up on the itinerary: see the interesting displays at Portland Head Light, explore the landscape on two wheels at Eastern Promenade, wander the streets of Old Port, and sample the tasty concoctions at Allagash Brewery.

To find other places to visit, photos, reviews, and other tourist information, use the Portland trip planner.

You can drive from Kittery to Portland in an hour. Expect a daytime high around 73°F in June, and nighttime lows around 54°F. Wrap up your sightseeing on the 5th (Thu) early enough to travel to Boothbay.

Things to do in Portland

Parks Outdoors Nature

Side Trips

Kennebunkport, Freeport, Cape Elizabeth, South Portland, Old Orchard Beach
Highlights from your plan
Old Orchard Beach ©
Old Orchard Beach
Portland Head Light ©
Portland Head Light
Portland Museum of Art ©
Portland Museum of Art

10
nights
Boothbay

Boothbay ©
Boothbay is a town in Lincoln County, Maine, United States. Explore the numerous day-trip ideas around Boothbay: Brunswick (Thomas Point Beach & Bowdoin College), Popham Beach State Park (in Phippsburg) and Marshall Point Lighthouse Museum (in Port Clyde). The adventure continues: take in nature's colorful creations at Coastal Maine Botanical Gardens, look for all kinds of wild species at Boothbay Region Land Trust, tour the pleasant surroundings at Colonial Pemaquid State Historic Site, and admire the majestic nature at Viles Arboretum.

To find maps, more things to do, where to stay, and more tourist information, you can read our Boothbay tour itinerary maker app .

You can drive from Portland to Boothbay in 1.5 hours. In July, plan for daily highs up to 78°F, and evening lows to 58°F. Wrap up your sightseeing on the 15th (Sun) early enough to travel to Camden.

Things to do in Boothbay

Parks Nature Outdoors

Side Trips

Boothbay Harbor, Augusta, Brunswick, Bath, Granite Hall Store
Highlights from your plan
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Pemaquid Point Lighthouse ©
Pemaquid Point Lighthouse
Cabbage Island ©
Cabbage Island

12
nights
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. You'll find plenty of places to visit near Camden: The Seal Cove Auto Museum (in Seal Cove), Woodlawn Museum (in Ellsworth) and Schoodic Point (in Winter Harbor). There's much more to do: take in the awesome beauty at Mount Battie, immerse yourself in nature at Camden Hills State Park, do a tasting at Cellardoor Winery, and snap pictures at Penobscot Narrows Bridge.

For other places to visit, where to stay, ratings, and tourist information, refer to the Camden trip planner .

You can drive from Boothbay to Camden in an hour. Expect a daytime high around 75°F in July, and nighttime lows around 59°F. Finish your sightseeing early on the 27th (Fri) to allow enough time to drive to Bar Harbor.

Things to do in Camden

Parks Nature Museums

Side Trips

Rockland, Owls Head, Belfast, Deer Isle, Rockport
Highlights from your plan
The Seal Cove Auto Museum ©
The Seal Cove Auto Museum
Mount Battie ©
Mount Battie
Camden Hills State Park ©
Camden Hills State Park

12
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Take a break from Bar Harbor with a short trip to Quiet Side Cafe & Ice Cream Shop in Southwest Harbor, about 32 minutes away. There's much more to do: step off the mainland to explore Mount Desert Island, identify plant and animal life at Shore Path, trek along Ocean Path, and tee off at Pirate's Cove Miniature Golf.

To find reviews, where to stay, photos, and tourist information, read our Bar Harbor online sightseeing planner .

Getting from Camden to Bar Harbor by car takes about 2 hours. Other options: take a bus. In July, daily temperatures in Bar Harbor can reach 76°F, while at night they dip to 59°F. Wrap up your sightseeing by early afternoon on the 8th (Wed) to allow enough time to travel back home.

Things to do in Bar Harbor

Parks Outdoors Trails

Side Trips

Acadia National Park, Quiet Side Cafe & Ice Cream Shop, Asticou Azalea Garden
Highlights from your plan
Mount Desert Island ©
Mount Desert Island
Cadillac Mountain ©
Cadillac Mountain
Shore Path ©
Shore Path

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