Shannon O'Brien Travel Itineraries

The best destinations

Photo of Maine
Photo of Maine

The Best of Maine

#55 best destination in the world

Map view

Gorham Mountain Loop, Acadia National Park

Photo of Acadia National Park

Walk difficulty: Moderate

Best time to visit: June-Aug

Cost: $

  • Trail offering rocky coastline, Cadillac Mountain, and a panoramic view of ocean drive

Jordan Pond, Bar Harbor

Photo of Bar Harbor

Walk difficulty: Easy

Best time to visit: Sept-early Oct

  • Oligotrophic tarn in Acadia National Park near the town of Bar Harbor
  • The pond was formed by the Wisconsin Ice Sheet during the last glacial period

Rockland Breakwater Lighthouse, Camden

Photo of Camden

Walk difficulty: Easy

Best time to visit: Sept-early Oct

Cost: $

  • Historic lighthouse complex in the harbor of Rockland
  • The light was established in 1902, and now automated, it continues to serve as an active aid to navigation

St. Ann's by-the-Sea Episcopal Church, Kennebunkport

Photo of Kennebunkport

Best time to visit: June-Oct

Cost: $

  • Historic stone chapel completed in 1892, that overlooks the Atlantic Ocean and Kennebunk River
  • It is noted for its stone facade, its stained-glass windows and its surrounding gardens

Portland Head Light

Photo of Portland Head Light

Best time to visit: June-Aug

Cost: $

  • Historic lighthouse in Cape Elizabeth, that sits on a head of land at the entrance of the primary shipping channel into Portland Harbor
  • Completed in 1791, it is the oldest lighthouse in Maine
  • The light station is automated, and the tower, beacon, and foghorn are maintained by the United States Coast Guard, while the former lighthouse keepers' house is a maritime museum within Fort Williams Park

Cadillac Mountain

Photo of Cadillac Mountain

Best time to visit: Sept-early Oct

Cost: $

  • Cadillac Mountain is located on Mount Desert Island, within Acadia National Park
  • It is known as the first place in the continental U.S. to see the sunrise, although that is only true for a portion of the year

Footbridge Beach, Ogunquit

Photo of Ogunquit

Best time to visit: June-Oct

Cost: $

  • Right on the Atlantic Ocean, Footbridge Beach is lifeguarded during the summer months and is a popular destination for striper fishing
  • There is a public ramp available for launching a small boat, kayak, or paddleboard

Ogunquit Beach

Photo of Ogunquit Beach

Walk difficulty: Easy

Best time to visit: June-Oct

Cost: $

  • Ogunquit is a resort town where, resolving to create a safe anchorage, the Fish Cove Harbor Association dug a channel across land they purchased to connect Fish Cove with the Josias River
  • When the trench was complete, the resulting tidewater basin was spanned by a manually operated draw footbridge
  • By 1888, the village became an attraction for artists, and a tourist area

Sunday River Ski Resort, Bethel

Photo of Bethel

Best time to visit: Jan-Feb, Dec

Cost: $$

  • Ski resort located in Newry, and one of Maine's largest and most visited ski resorts
  • Its vertical drop of 2,340 feet (710 m) is the second largest in Maine
  • Sunday River has the most terrain among the East Coast skiing destinations, including eight different peaks
  • The resort features 135 trails across eight interconnected mountain peaks, and is serviced by a network of 18 lifts

Mount Katahdin

Photo of Mount Katahdin

Best time to visit: June-Aug

Cost: $

  • Highest mountain in Maine at 5,269 feet (1,606 m)
  • It is a steep, tall massif formed from a granite intrusion weathered to the surface
  • Katahdin has inspired hikes, climbs, journal narratives, paintings, and a piano sonata
  • Katahdin is the northern terminus of the Appalachian Trail and is near a stretch known as the Hundred-Mile Wilderness

Portland Museum of Art

Photo of Portland Museum of Art

Best time to visit: June-Aug

Cost: $

  • The Portland Museum of Art is the largest and oldest public art institution in Maine, founded in 1882
  • The Museum's collection includes more than 22,000 artworks, dating from the 18th century to the present

Cape Neddick Light

Photo of Cape Neddick Light

Best time to visit: June-Oct

Cost: $

  • Lighthouse in Cape Neddick, put into use in 1879, and still in use today
  • "Nubble Light," as it is also called, is a famous American icon and a classic example of a lighthouse

Chimney Pond Trail, Baxter State Park

Photo of Baxter State Park

Walk difficulty: Moderate

Best time to visit: June-Aug

Cost: $

  • Baxter State Park is a large wilderness area permanently preserved as a state park
  • The park was established by 28 donations of land, between the years of 1931 and 1962, eventually creating a park of over 200,000 acres (809 km2) in size
  • Baxter State Park has a diverse population of wildlife, the most common of which are the moose, the black bear, and the white-tailed deer

Coastal Maine Botanical Gardens Loop

Photo of Coastal Maine Botanical Gardens

Walk difficulty: Easy

Best time to visit: June-Aug

Cost: $

  • Botanical garden in Boothbay, opened in 2007
  • Its gardens and landscape include nearly a mile of tidewater shoreline
  • 17 of the gardens feature native plants of Maine and other plants suited to northern coastal conditions