28 days in Maine Itinerary

28 days in Maine Itinerary

Created using Inspirock Maine travel planner

Plan created by another user. Make it yours
1
Portland
— 7 nights
2
Boothbay Harbor
— 5 nights
3
Camden
— 6 nights
4
Mount Desert, Mount Desert Island
— 2 nights
5
Bar Harbor, Mount Desert Island
— 7 nights

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7
nights
Portland

Portland ©

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.
Eschew the tourist crowds and head to St. Ann's Episcopal Church and Boat Tours & Water Sports. You'll find plenty of places to visit near Portland: Devil’s Back Trail (in Orrs Island), Ogunquit (Marginal Way Walkway, Perkins Cove, &more) and Wiggly Bridge Distillery (in York). Next up on the itinerary: step off the mainland to explore Casco Bay Islands, enjoy the sand and surf at Wells Beach, walk around Fort Williams Park, and admire all the interesting features of Walker's Point.

To find maps, ratings, more things to do, and more tourist information, use the Portland road trip website.

Dallas to Portland is an approximately 8.5-hour flight. You can also drive; or do a combination of bus and train. You'll lose 1 hour traveling from Dallas to Portland due to the time zone difference. When traveling from Dallas in September, plan for slightly colder days in Portland, with highs around 73°F, while nights are much colder with lows around 52°F. Wrap up your sightseeing on the 4th (Sun) to allow time to drive to Boothbay Harbor.

Things to do in Portland

Outdoors · Parks · Historic Sites · Breweries & Distilleries

Side Trips

Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
St. Ann's Episcopal Church ©
St. Ann's Episcopal Church
Casco Bay Islands ©
Casco Bay Islands

5
nights
Boothbay Harbor

Boothbay Harbor ©
Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore hidden gems such as Pemaquid Point Lighthouse and Boothbay Region Land Trust. You'll find plenty of places to visit near Boothbay Harbor: Fort Edgecomb State Historical Site (in Edgecomb), Rockland Breakwater Light (in Rockland) and rendall Fine Art (in Wiscasset). There's much more to do: examine the collection at Maine Maritime Museum, step off the mainland to explore Cabbage Island, take a tour by water with Hardy Boat Cruise, and visit a coastal fixture at Burnt Island Lighthouse.

To see other places to visit, reviews, photos, and other tourist information, read our Boothbay Harbor trip builder site.

Traveling by car from Portland to Boothbay Harbor takes 1.5 hours. Alternatively, you can do a combination of train and taxi; or do a combination of bus and taxi. October in Boothbay Harbor sees daily highs of 61°F and lows of 41°F at night. Wrap up your sightseeing on the 9th (Fri) to allow time to drive to Camden.

Things to do in Boothbay Harbor

Parks · Historic Sites · Museums · Wildlife

Side Trips

Highlights from your plan
Coastal Maine Botanical Gardens ©
Coastal Maine Botanical Gardens
Pemaquid Point Lighthouse ©
Pemaquid Point Lighthouse
Boothbay Region Land Trust ©
Boothbay Region Land Trust

6
nights
Camden

Camden ©
Discover out-of-the-way places like Boat Tours & Water Sports and Megunticook Lake. Explore Camden's surroundings by going to Penobscot Narrows Bridge and Observatory (in Prospect), Marshall Point Lighthouse Museum (in Port Clyde) and Owls Head Lighthouse (in Owls Head).

To see where to stay, photos, more things to do, and other tourist information, read our Camden trip planner.

You can drive from Boothbay Harbor to Camden in 1.5 hours. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 58°F in October, and nighttime lows around 42°F. Finish your sightseeing early on the 15th (Thu) to allow enough time to travel to Mount Desert.

Things to do in Camden

Museums · Parks · Historic Sites · Nature

Side Trips

Highlights from your plan
Farnsworth Art Museum ©
Farnsworth Art Museum
Owls Head Transportation Museum ©
Owls Head Transportation Museum
Camden Hills State Park ©
Camden Hills State Park

2
nights
Mount Desert, Mount Desert Island

Mount Desert ©
Mount Desert is a town on Mount Desert Island in Hancock County, Maine, United States. On the 16th (Fri), admire the natural beauty at Asticou Azalea Garden, then take a tour by water with Sea Princess Cruises, and then admire the natural beauty at Asticou Terraces / Thuya Garden. Keep things going the next day: grab your bike and head to Carriage Roads, then hike along Bubble Rock, and then get to know the fascinating history of Ship Harbor Nature Trail.

To find ratings, where to stay, photos, and more tourist information, go to the Mount Desert online trip maker.

Traveling by journey from Camden to Mount Desert takes 2 hours. Expect a daytime high around 59°F in October, and nighttime lows around 42°F. Finish your sightseeing early on the 17th (Sat) so you can drive to Bar Harbor.

Things to do in Mount Desert

Parks · Outdoors · Trails · Historic Sites

Side Trips

Highlights from your plan
Carriage Roads ©
Carriage Roads
Sea Princess Cruises ©
Sea Princess Cruises
Ship Harbor Nature Trail ©
Ship Harbor Nature Trail

7
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Step off the beaten path and head to Frenchman Bay and Schoodic Peninsula. Explore Bar Harbor's surroundings by going to Winter Harbor (Schoodic Point & Whopaints Gallery). There's lots more to do: hike along Precipice Trail, explore the striking landscape at Otter Cliff, stroll through Gorham Mountain Trail, and stroll around Village Green.

To see more things to do, where to stay, ratings, and tourist information, refer to the Bar Harbor trip itinerary builder tool.

Bar Harbor is just a short distance from Mount Desert. In October, daytime highs in Bar Harbor are 59°F, while nighttime lows are 42°F. Wrap up your sightseeing by early afternoon on the 24th (Sat) to allow time for travel back home.

Things to do in Bar Harbor

Parks · Outdoors · Nature · Trails

Side Trips

Highlights from your plan
Schoodic Point ©
Schoodic Point
Schoodic Peninsula ©
Schoodic Peninsula
Precipice Trail ©
Precipice Trail

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