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Travel AI

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a walk through the Eastern Promenade Park and enjoy the stunning views of Casco Bay. Then, head to the Holy Donut, the most popular donut shop in town, for a sweet treat.
Afternoon
Visit the Portland Head Light, one of the most photographed lighthouses in the country, and learn about its history at the adjacent museum. Then, take a stroll through the charming Old Port neighborhood and explore its many unique shops and galleries.
Evening
End your day with a delicious seafood dinner at Eventide Oyster Co., known for its fresh oysters and innovative twists on classic New England seafood dishes.
Bedtime
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Morning
Explore the Portland Museum of Art, which features an impressive collection of American and European art. Then, head to the nearby Victoria Mansion, a stunning example of pre-Civil War architecture and design.
Afternoon
Take a scenic drive to Cape Elizabeth and visit Two Lights State Park, where you can enjoy breathtaking views of the Atlantic Ocean and explore the nearby historic lighthouses. Afterwards, head to Scratch Baking Co. for some delicious pastries.
Evening
Dine at Fore Street, a farm-to-table restaurant that showcases the best of local Maine ingredients in its creative dishes.
Bedtime
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Morning
Start your day with a visit to the Maine Historical Society and learn about the state's rich history and culture. Then, head to the Portland Observatory, a historic maritime signal tower that offers panoramic views of the city and harbor.
Afternoon
Take a tour of Allagash Brewing Company, known for its Belgian-style beer and commitment to sustainable brewing practices. Then, head to the nearby Bissell Brothers Brewing Company for some more craft beer.
Evening
Dine at Central Provisions, a cozy restaurant that specializes in small plates and creative cocktails.
Bedtime
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Morning
Take a day trip to the nearby town of Freeport, known for its outlet shopping and historic sites. Visit the L.L. Bean flagship store and explore the many other shops and boutiques in the area.
Afternoon
Enjoy a scenic drive along the coast to the charming town of Kennebunkport, where you can stroll through its many art galleries and unique shops. Then, visit the Walker's Point Estate, the summer home of former President George H.W. Bush.
Evening
Dine at Street & Co., a cozy seafood restaurant that serves up some of the best lobster dishes in town.
Bedtime
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Morning
Spend your final day exploring the natural beauty of the area. Take a ferry to the nearby Casco Bay Islands and enjoy hiking, kayaking, and other outdoor activities. Then, head back to Portland for a delicious brunch at The Front Room.
Afternoon
Visit the Wadsworth-Longfellow House, the childhood home of famed poet Henry Wadsworth Longfellow. Then, head to the Portland Observatory for a sunset tour and enjoy the stunning views of the city and harbor.
Evening
End your trip with a dinner at Scales, a modern seafood restaurant that features a raw bar and creative seafood dishes.
Bedtime
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