9 Days/8 Nights – Gateway: Boston

1: Boston, MA to Newport, RI (74 mi/110 km)

It’s less than a 2 hour drive to Newport, RI, one of New England’s most historic and lively cities.

1 night Newport, RI

2 & 3: In Newport and to Cape Cod, MA (75 mi/120 km)

For many years the home of the America’s Cup, Newport is recognized as the sailing capital of the east coast and it was also the summer resort of America’s first millionaires. Tour the Cliff Walk and Ten Mile Drive; visit one of the extravagant summer mansions built by America’s aristocracy in the Gilded Age. Newport’s restored waterfront features many shops and restaurants. Later it’s an easy drive to Cape Cod for a two night stay. A fabulous summer resort, Cape Cod is renowned for its white sandy beaches and abundant attractions. Plan a whale watch cruise; visit historic Chatham or colorful, artistic Provincetown. Take a day trip to Martha’s Vineyard or Nantucket.

2 nights Cape Cod, MA

4: To Kennebunkport, ME (150 mi/240 km)

Venture north along the coast to America’s oldest port, Gloucester, setting for the film “The Perfect Storm” Time to enjoy lunch here at one of the many restaurants on the waterfront before heading for Kennebunkport, perhaps stopping, en-route, at Kittery’s outlet stores for exciting bargains. One of Maine’s prettiest seaport villages, Kennebunkport is where you can view former President Bush’s second home with its commanding location on the rocky coast. Tonight, perhaps a tasty native lobster dinner at one of the cozy restaurants.

1 night Kennebunkport, ME

5: To Boothbay Harbor, ME (87 mi/140 km)

Continue north along Maine’s Mid-Coast region where you’ll discover seaside resorts, charming villages, dramatic peninsulas and grand panoramas. Perhaps visit the Maine Maritime Museum in Bath or the Musical Wonder House in Wiscasset. Boothbay Harbor is a charming town with art galleries, shops and restaurants. You may wish to stroll the town or take a cruise of the quaint harbor

1 night Boothbay Harbor, ME

6 & 7: Bar Harbor, ME (122 mi/195 km)

Take Route 1 and then down the peninsular to scenic Pemaquid Point  and the Fishermen’s Museum in the light keeper’s house. Continue to Camden and drive to the top of Mt. Battie for expansive views of Penobscot Bay. Spectacular scenery waits, as you head for Bar Harbor situated on Mount Desert Island, known as the home of Acadia National Park, with its lakes, forest, coastline and more than 300 species of birds. Either hike or drive to the top of Cadillac Mountain — the highest point on the eastern seaboard — and you’ll be the first in the country to welcome the sun. Above you the early morning sky; below, Maine’s rugged coastline. When your trek ends, head over to Bar Harbor, the island’s hub, where you’ll find more than 100 restaurants. Explore its sidewalk cafes and shops, or wander the waterfront and gaze at the 19th-century mansions that tower over the water, stately reminders of the days when this small town on Frenchman’s Bay was a grand summer resort for society families.

2 nights Bar Harbor, ME

8: To Portland, ME (175 mi/280 km)

Travel to Portland, perhaps stopping in Bangor, home of Stephen King, where you can see his house in a quiet street near the downtown area. Don’t miss a stop at Freeport for some fabulous shopping at more than 100 outlet shops including renowned outdoors store, LL Bean. The charming town of Portland has ornate mansions with ocean views, brick sidewalks, cobblestone streets and a revitalized Old Port District. The city is known for its restaurants with fine cuisine and a lively pub scene.

9: To Boston, MA (End of Journey) (112mi/180 km)

Time for last minute shopping before heading for Boston Logan Airport and your flight home.

Photo Credit: Kennebunk-Kennbunkport Chamber of Commerce
Photo Credit: Discover New England
Photo Credit: Maine Office of Tourism
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