44 days in Maine Itinerary

44 days in Maine Itinerary

Created using Inspirock Maine sightseeing planner
©
Make it your trip
+2
Fly to Boston, Train to Wells Regional Transportation Center, Bus to Ogunquit
1
Ogunquit
— 6 nights
Drive
2
Greenville
— 4 nights
Drive
3
Bangor
— 7 nights
Drive
4
Bar Harbor, Mount Desert Island
— 12 nights
Drive
5
Winter Harbor
— 5 nights
Drive
6
Boothbay Harbor
— 7 nights
Drive to Portland International Jetport, Fly to Sydney

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Ogunquit — 6 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.
Explore the numerous day-trip ideas around Ogunquit: Old Orchard Beach (in Old Orchard Beach), Portland (Eastern Promenade Trail, Beer Tastings & Tours, &more) and Portland Head Light (in Cape Elizabeth). And it doesn't end there: get to know the fascinating history of Marginal Way Walkway, get outside with Outdoor Activities, take in the architecture and atmosphere at St. Ann's Episcopal Church, and stroll through Wells Beach.

To see traveler tips, more things to do, reviews, and more tourist information, read Ogunquit trip planner.

Sydney, Australia to Ogunquit is an approximately 27.5-hour combination of flight, train, and bus. You can also fly. Traveling from Sydney to Ogunquit, you'll gain 15 hours due to the time zone difference. Expect a bit warmer temperatures when traveling from Sydney in July; daily highs in Ogunquit reach 32°C and lows reach 17°C. Wrap up your sightseeing on the 18th (Mon) to allow time to travel to Greenville.
Parks · Outdoors · Historic Sites · Beaches
Side Trips

Greenville — 4 nights

Greenville is a town in Piscataquis County, Maine, United States. You'll find plenty of places to visit near Greenville: Attean Pond (in Jackman), Dead River Expeditions (in The Forks) and Mount Katahdin (in Millinocket). There's much more to do: explore the activities along Moosehead Lake, get engrossed in the history at Katahdin Cruises and Moosehead Marine Museum, see Off-Road Tours, and immerse yourself in nature at Lily Bay State Park.

For where to stay, ratings, maps, and more tourist information, use the Greenville route planner.

Drive from Ogunquit to Greenville in 3.5 hours. When traveling from Ogunquit in July, plan for little chillier days in Greenville, with highs around 28°C, while nights are about the same with lows around 17°C. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Bangor.
Nature · Parks · Tours · Outdoors
Side Trips

Bangor — 7 nights

Bangor is a city along the Penobscot River in the U.S. state of Maine. Explore Bangor's surroundings by going to Bucksport (Bucksport Waterfront Walkway & Bucksport Historical Society), Penobscot Narrows Bridge and Observatory (in Prospect) and Millinocket (Baxter State Park & River Rafting & Tubing). And it doesn't end there: explore the different monuments and memorials at Mount Hope Garden Cemetery, stroll around Belfast City Park, grab your bike and head to Passy Rail Trail, and trek along Blue Hill Mountain.

Take the guesswork out of planning a Bangor vacation by using our trip itinerary maker.

Traveling by car from Greenville to Bangor takes 2 hours. In July, daily temperatures in Bangor can reach 31°C, while at night they dip to 17°C. Wrap up your sightseeing on the 29th (Fri) to allow time to drive to Bar Harbor.
Parks · Outdoors · Museums · Trails
Side Trips

Bar Harbor, Mount Desert Island — 12 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. When in Bar Harbor, make a side trip to see Bass Harbor Head Lighthouse in Bass Harbor, approximately Bass Harbor away. And it doesn't end there: get a new perspective on things with Boat Tours & Water Sports, make a trip to Land Bridge to Bar Island, examine the collection at The Seal Cove Auto Museum, and admire all the interesting features of Park Loop Road.

To see reviews, ratings, maps, and more tourist information, go to the Bar Harbor trip planner.

Traveling by car from Bangor to Bar Harbor takes 1.5 hours. Alternatively, you can drive; or take a bus. When traveling from Bangor in July, plan for little chillier days and about the same nights in Bar Harbor: temperatures range from 28°C by day to 17°C at night. Cap off your sightseeing on the 10th (Wed) early enough to go by car to Winter Harbor.
Parks · Outdoors · Trails · Nature
Side Trips

Winter Harbor — 5 nights

Not to be confused with Winter Harbor, Maine the former name of Biddeford PoolWinter Harbor is a town on the Schoodic Peninsula in Hancock County, Maine, United States. Change things up with these side-trips from Winter Harbor: Wild Blueberry Land (in Columbia Falls), West Quoddy Head Light (in Lubec) and The Bold Coast (in Machias). And it doesn't end there: explore the striking landscape at Schoodic Point, head off the coast to Beals Island, look for gifts at Winter Harbor 5&10, and hike along Great Wass Island Preserve.

Quickly create a custom-made itinerary for Winter Harbor using our trip planner.

Getting from Bar Harbor to Winter Harbor by car takes about an hour. In August in Winter Harbor, expect temperatures between 28°C during the day and 16°C at night. Wrap up your sightseeing on the 15th (Mon) to allow time to travel to Boothbay Harbor.
Parks · Nature · Wildlife · Shopping
Side Trips

Boothbay Harbor — 7 nights

Boothbay Harbor is a town in Lincoln County, Maine, United States. Change things up with these side-trips from Boothbay Harbor: Maine Maritime Museum (in Bath), Popham Beach State Park (in Phippsburg) and Camden (Camden Hills State Park & Mount Battie). There's lots more to do: get up close to creatures of the deep with Cap'n Fish's Cruises, enjoy the sea views from Rockland Breakwater Light, learn about winemaking at Cellardoor Winery, and observe the fascinating underwater world at Maine State Aquarium.

Quickly create a custom-made itinerary for Boothbay Harbor using our trip planner.

Drive from Winter Harbor to Boothbay Harbor in 3 hours. In August in Boothbay Harbor, expect temperatures between 30°C during the day and 16°C at night. Wrap up your sightseeing on the 22nd (Mon) early enough to fly back home.
Parks · Nature · Historic Sites · Museums
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.