History and Harbors


First explored in the early 1500’s Maine has a long rich history. This easy walking tour will introduce you to Maine’s history, architecture and natural beauty.  This 7-day tour will show the charm of Portland, The beauty of the mid-coast, and the stunning panorama of Acadia National Park.

  • Discover Portland, Maine
  • Hike the Maine Coast
  • Enjoy Fresh Seafood
  • Explore Acadia National Park

2022 Dates

June 12-17
July 17-22
August 14-19
September 18-23
October 2-7

Price $2895.00 per person



Pick Up/Drop OffMap of Popular walking spots on the Maine Coast

Portland, Maine (PWM)

Day 1: Discover Portland

Meet your guides in the early afternoon in Portland. Founded in 1623, and full of charm you enjoy a guided walk through Portland’s historic West End and a visit to the Portland Head Light before our welcome dinner.

Day 2: Freeport, Damariscotta, and Pemaquid Point

Known as the home of L.L. Bean, Freeport is much more than shopping, we enjoy an easy stroll through the woods and along the shore of Wolfe’s Neck State Park.  After a short drive, we pause for you to enjoy lunch on your own and to explore the town of Damariscotta. before an afternoon walk through the Dodge Point Preserve. Here we follow old farm roads through mixed forests to the shore of the Damariscotta River. Our path along the river offers a great opportunity to spot a variety of shorebirds.  A short drive takes us to the Pemaquid Point Lighthouse where we enjoy wine and cheese overlooking the ocean.

Day 3: Owls Head Light, and the Rockland Breakwater

In the morning you visit the Owl’s Head Light before walking the mile-long breakwater in Rockland Harbor for great views of Penobscot Bay and Rockland Harbor. After some time explore Rockland and enjoy lunch it is a short drive to Camden where enjoy a ride on an antique wooden schooner.

Day 4: Camden Hills and Castine

Your morning begins with a hike in Camden Hill State Park for views of Lake Megunitcook, Penobscot Bay and the opportunity to see the sweeping panorama of the Maine Coast all the way to Acadia National Park.  In the afternoon we visit Castine, one of the most historic towns in Maine. Castine has flown the flag of four nations in its rich history. Enjoy a walking tour of the town and the monuments to early struggles for control of the new world.

Day 5: Schoodic Head

Today you travel to the quiet part of Acadia National Park the Schoodic Peninsula.  You hike the Buck Cove Mountain Trail for wonderful views of the ocean and Acadia National Park.

Day 6: Cadillac Mountain

The highest peak on the Eastern Seaboard between Maine and Rio, Cadillac is the first place in the United States to see the sunrise. We will drop you where the trail crosses the park loop road so you can walk the last mile to the summit. Enjoy views of Frenchman Bay and the Porcupine Islands. A noon departure takes you back to Portland

  • Hiking: 1 mile
  • Meals: Breakfast
Browse Trips


  • Five Nights Lodging
  • 4 Dinners, 3 Lunches, 5 Breakfasts
  • Hotel, Meal and Activity Graruities
  • Experienced Leaders
  • Van Transport
  • Snacks and Beverages
  • Park Entry Fees
  • Souvineer Waterbottle and T-Shirt


$ 2895.00 per person

Single Supplement $700.00

Ask A Question