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undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day with a visit to the Portland Head Light, a historic lighthouse with stunning views of the Atlantic Ocean. Then, head to the Old Port for a stroll through the cobblestone streets, lined with shops, galleries, and restaurants.

Afternoon

For a taste of Maine's culinary scene, visit the Portland Farmers' Market, where you can find fresh local produce, artisanal cheeses, and handmade pastries. After lunch, take a scenic drive to Cape Elizabeth and explore the Two Lights State Park, which offers breathtaking views of the rugged coastline.

Evening

End your day with a seafood feast at Eventide Oyster Co., which has been named one of the best seafood restaurants in the country. Try their famous lobster roll or oysters on the half shell.

Bedtime

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Morning

Spend the morning at the Portland Museum of Art, which houses an impressive collection of American and European art, including works by Winslow Homer and Edward Hopper. Afterwards, visit the Eastern Promenade, a beautiful park overlooking Casco Bay.

Afternoon

For lunch, head to Duckfat, a popular spot for their Belgian fries and panini sandwiches. Then, take a short drive to the nearby town of Freeport, known for its outlet shopping. Browse the stores for deals on outdoor gear, clothing, and home goods.

Evening

Enjoy a sunset sail on the bay with Portland Schooner Co. This two-hour cruise takes you past lighthouses, forts, and islands, and includes complimentary wine and cheese.

Bedtime

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Morning

Take a day trip to the charming town of Kennebunkport, about 30 minutes south of Portland. Stroll through the streets lined with historic homes, visit the art galleries and gift shops, and take a scenic walk along the rocky coastline.

Afternoon

For lunch, stop at The Clam Shack, a local institution famous for their fried clams and lobster rolls. Afterwards, head to the nearby Rachel Carson National Wildlife Refuge, where you can hike through marshes and forests and spot wildlife.

Evening

Back in Portland, dine at Fore Street, a farm-to-table restaurant that sources its ingredients from local farms and fishermen. Be sure to make a reservation in advance, as this restaurant is very popular.

Bedtime

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Morning

Visit the Maine Maritime Museum in nearby Bath, which tells the story of Maine's maritime history through exhibits, artifacts, and interactive displays. Afterwards, visit the nearby town of Brunswick, home to Bowdoin College and a vibrant arts scene.

Afternoon

For lunch, stop at Morse's Sauerkraut, a family-owned business that has been making sauerkraut for over 100 years. Then, take a tour of the nearby Allagash Brewery, known for their Belgian-style beers.

Evening

End your trip with a dinner at Street & Co., a cozy seafood restaurant in the Old Port. Try their seafood stew or swordfish with roasted garlic and lemon butter.

Bedtime

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