21 days in Maine Itinerary

21 days in Maine Itinerary

Created using Inspirock Maine vacation maker

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Make it your trip
Fly to Bangor International Airport, Drive to Greenville
1
Greenville
— 2 nights
Drive
2
Bar Harbor, Mount Desert Island
— 6 nights
Drive
3
Rockland
— 6 nights
Drive
4
Kennebunkport
— 6 nights
Drive

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Greenville

— 2 nights
Greenville is a town in Piscataquis County, Maine, United States. Visiting Moosehead Lake and Off-Road Tours will get you outdoors. You'll explore the less-touristy side of things at Lily Bay State Park and Houston Brook Falls. Explore Greenville's surroundings by going to The Wire Bridge (in North New Portland), Elephant Mountain (in Rockwood) and Ira Mountain (in Kingfield). And it doesn't end there: tour the pleasant surroundings at Burnt Jacket Mountain, contemplate the waterfront views at Prong Pond, and get engrossed in the history at Moosehead Historical Society.

To find reviews, where to stay, maps, and tourist information, read our Greenville trip itinerary builder app.

New York City to Greenville is an approximately 5.5-hour combination of flight and car. You can also drive. Expect little chillier temperatures when traveling from New York City in July; daily highs in Greenville reach 75°F and lows reach 58°F. Wrap up your sightseeing on the 25th (Mon) to allow time to travel to Bar Harbor.

Things to do in Greenville

Parks · Nature · Outdoors · Tours

Side Trips

Bar Harbor, Mount Desert Island

— 6 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Let the collections at George B. Dorr Museum of Natural History and Maine Granite Industry Museum capture your imagination. Step off the beaten path and head to Sand Beach and Great Head Trail. There's lots more to do: hike along Beech Mountain Trail, admire the natural beauty at Asticou Terraces / Thuya Garden, tour the pleasant surroundings at Precipice Trail, and grab your bike and head to Carriage Roads.

For other places to visit, reviews, where to stay, and other tourist information, you can read our Bar Harbor travel itinerary planner.

Traveling by car from Greenville to Bar Harbor takes 3 hours. In July, daytime highs in Bar Harbor are 75°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 31st (Sun) early enough to drive to Rockland.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Rockland

— 6 nights
Rockland is a city in Knox County, Maine, in the United States. Step out of the city life by going to Morning In Maine Boat Tour and Moose Point State Park. Popular historic sites such as Rockland Breakwater Light and Maine Lighthouse Museum are in your itinerary. Venture out of the city with trips to Belfast (Passy Rail Trail & Belfast Harborwalk) and Sweetgrass Farm Winery and Distillery (in Union). There's lots more to do: admire the masterpieces at Farnsworth Art Museum, appreciate the history behind Andre the Seal Statue, stop by Maine State Prison Store, and examine the collection at Sail Power and Steam Museum.

To find where to stay, maps, photos, and other tourist information, refer to the Rockland online route planner.

You can drive from Bar Harbor to Rockland in 2.5 hours. Alternatively, you can take a bus. July in Rockland sees daily highs of 74°F and lows of 58°F at night. Wrap up your sightseeing on the 6th (Sat) early enough to drive to Kennebunkport.

Things to do in Rockland

Parks · Museums · Historic Sites · Nature

Side Trips

Kennebunkport

— 6 nights
Kennebunkport is a town in York County, Maine, United States. Get in touch with nature at Wells Beach and Boat Tours & Water Sports. Get some historical perspective at Marginal Way Walkway and St. Ann's Episcopal Church. Explore Kennebunkport's surroundings by going to Perkins Cove (in Ogunquit), Long Sands Beach (in York Beach) and Fisherman's Walk (in York Harbor). The adventure continues: kick back and relax at Mother's Beach, tour the pleasant surroundings at Ogunquit Beach, tee off at Merriland Farms Golf Course, and cruise along Ocean Ave.

For where to stay, other places to visit, more things to do, and other tourist information, use the Kennebunkport holiday planner.

You can drive from Rockland to Kennebunkport in 2.5 hours. Other options are to take a bus; or do a combination of bus and train. When traveling from Rockland in August, plan for a bit warmer days and about the same nights in Kennebunkport: temperatures range from 80°F by day to 54°F at night. Finish your sightseeing early on the 12th (Fri) to allow enough time to drive back home.

Things to do in Kennebunkport

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.