22 days in Maine Itinerary

22 days in Maine Itinerary

Created using Inspirock Maine sightseeing planner

©
Make it your trip
Fly
1
Bar Harbor, Mount Desert Island
— 7 nights
Drive
2
Boothbay Harbor
— 5 nights
Drive
3
Portland
— 7 nights
Bus to Boston, Fly to Sydney

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Bar Harbor, Mount Desert Island

— 7 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Family-friendly places like Boat Tours & Water Sports and Shore Path will thrill your kids. Change things up with a short trip to Schoodic Point in Winter Harbor (about 46 minutes away). The adventure continues: take your sightseeing to a higher altitude at Cadillac Mountain, take in the dramatic natural features at Schoodic Peninsula, head outdoors with Outdoor Activities, and cruise along Park Loop Road.

For maps, photos, more things to do, and other tourist information, refer to the Bar Harbor trip itinerary maker app.

Sydney, Australia to Bar Harbor is an approximately 29-hour flight. Due to the time zone difference, you'll gain 15 hours traveling from Sydney to Bar Harbor. Prepare for slightly colder weather when traveling from Sydney in October: high temperatures in Bar Harbor hover around 17°C and lows are around 6°C. Finish your sightseeing early on the 31st (Sun) to allow enough time to drive to Boothbay Harbor.

Things to do in Bar Harbor

Parks · Outdoors · Nature · Trails

Side Trips

Boothbay Harbor

— 5 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. You'll visit kid-friendly attractions like Cap'n Fish's Cruises and Rockland Breakwater Light. Venture out of the city with trips to Farnsworth Art Museum (in Rockland), Camden (Mount Battie, Camden Hills State Park, &more) and Owls Head Transportation Museum (in Owls Head). There's still lots to do: go for a walk through Coastal Maine Botanical Gardens, see the interesting displays at Maine Maritime Museum, and enjoy the sea views from Pemaquid Point Lighthouse.

To find more things to do, where to stay, maps, and other tourist information, read our Boothbay Harbor trip planner.

You can drive from Bar Harbor to Boothbay Harbor in 3 hours. Alternatively, you can do a combination of bus and taxi. In October in Boothbay Harbor, expect temperatures between 19°C during the day and 5°C at night. Finish your sightseeing early on the 5th (Fri) to allow enough time to drive to Portland.

Things to do in Boothbay Harbor

Parks · Historic Sites · Museums · Wildlife

Side Trips

Portland

— 7 nights

The Forest City

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.
You'll visit kid-friendly attractions like Marginal Way Walkway and Nubble Lighthouse. Explore the numerous day-trip ideas around Portland: Long Sands Beach (in York Beach), Wells Beach (in Wells) and Ogunquit ( PANACHE FINE JEWELRY AND ART GALLERY, Ogunquit Beach, &more). There's still lots to do: visit a coastal fixture at Portland Head Light, sample the fine beverages at Maine Craft Distilling, enjoy the sand and surf at Old Orchard Beach, and wander the streets of Old Port.

For photos, reviews, more things to do, and tourist information, read Portland itinerary maker website.

Drive from Boothbay Harbor to Portland in 1.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of taxi and train. November in Portland sees daily highs of 11°C and lows of -1°C at night. Finish up your sightseeing early on the 12th (Fri) so you can travel back home.

Things to do in Portland

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.