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undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day with a hearty breakfast at the Holy Donut, which offers unique potato-based donuts that are a must-try. After breakfast, take a stroll through the Eastern Promenade Park, which offers stunning views of Casco Bay.

Afternoon

Explore the historic Old Port district, which is home to a variety of shops, art galleries, and restaurants. Visit the Portland Museum of Art to marvel at its impressive collection of American and European art, or take a tour of the iconic Portland Head Light, which is the oldest lighthouse in Maine.

Evening

Treat yourself to a delicious seafood dinner at Eventide Oyster Co., which is famous for its fresh oysters and innovative seafood dishes. End your evening with a cocktail at The Top of the East, which offers breathtaking views of the Portland skyline.

Bedtime

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Morning

Enjoy a leisurely breakfast at the Standard Baking Co., which offers a variety of delicious pastries and breads. After breakfast, take a scenic drive to Cape Elizabeth, which is home to stunning beaches and parks.

Afternoon

Spend the afternoon exploring Fort Williams Park, which offers breathtaking views of the Atlantic Ocean and is home to the Portland Head Light. Visit Two Lights State Park, which offers scenic hiking trails and picturesque views of the coastline.

Evening

Head back to Portland for dinner at Fore Street, which is known for its farm-to-table philosophy and locally sourced ingredients. After dinner, catch a show at the historic State Theatre, which hosts a variety of concerts and performances.

Bedtime

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Morning

Start your day with a visit to the Portland Farmers' Market, which offers a variety of fresh produce, baked goods, and artisanal products. After the market, take a scenic drive to Freeport, which is known for its outlet shopping.

Afternoon

Spend the afternoon exploring the charming town of Freeport, which is home to a variety of shops, restaurants, and cafes. Visit the L.L. Bean flagship store, which is open 24 hours a day and offers a variety of outdoor gear and clothing.

Evening

Head back to Portland for dinner at Street & Co., which is known for its fresh seafood and cozy atmosphere. End your evening with a nightcap at The Bearded Lady's Jewel Box, a speakeasy-style bar that offers craft cocktails and live music.

Bedtime

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