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undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a stroll down the Eastern Promenade Trail, which offers panoramic views of Casco Bay. Take in the fresh sea air and enjoy the sunrise.
Afternoon
After your walk, head to the Portland Museum of Art, which features an impressive collection of American and European art. Then, explore the Old Port, a charming neighborhood full of art galleries, boutiques, and restaurants. Stop at Eventide Oyster Co. for some of the best lobster rolls in town.
Evening
For dinner, make a reservation at Fore Street, a farm-to-table restaurant that serves locally sourced, seasonal cuisine.
Bedtime
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Morning
Take a scenic drive to Cape Elizabeth to visit the Portland Head Light, one of Maine's most photographed lighthouses. Afterward, head to Two Lights State Park, where you can explore tide pools and enjoy a picnic lunch.
Afternoon
Spend the afternoon on a lobster boat tour with Lucky Catch Cruises, where you can learn about lobster fishing and even help haul in the traps. After the tour, head to Bite Into Maine, a food truck located in Fort Williams Park that serves some of the best lobster rolls in the state.
Evening
For dinner, try Central Provisions, a small plates restaurant that features innovative American cuisine and an extensive wine list.
Bedtime
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Morning
Explore the arts district in downtown Portland, which is home to many galleries and studios. Check out the Portland Art Gallery, which showcases contemporary art from local and regional artists. Afterward, grab breakfast at Tandem Coffee Roasters, which offers a variety of baked goods and specialty coffee drinks.
Afternoon
Visit the Victoria Mansion, a stunning 19th-century mansion that is now a museum. Then, head to Allagash Brewing Company for a brewery tour and tasting of their Belgian-style beers.
Evening
For dinner, try Scales Restaurant, a seafood-focused restaurant that offers a raw bar and a variety of grilled and roasted seafood dishes.
Bedtime
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Morning
Take a day trip to Kennebunkport, a charming coastal town located about 30 minutes south of Portland. Visit the Seashore Trolley Museum to learn about the history of trolleys in Maine, then explore the town's many art galleries and boutiques.
Afternoon
After lunch at The Clam Shack, a casual seafood spot that serves up some of the best fried clams in Maine, head to Goose Rocks Beach for some relaxation and sunbathing.
Evening
For dinner, try Earth at Hidden Pond, a farm-to-table restaurant located in a wooded setting. The menu features locally sourced ingredients and changes frequently based on what is in season.
Bedtime
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Morning
Spend the morning exploring the Portland Observatory, a maritime museum that offers stunning views of the city and the bay. Then, head to the Maine Narrow Gauge Railroad Co. & Museum to learn about the history of narrow gauge railroads in Maine.
Afternoon
For lunch, head to Duckfat, a popular sandwich shop that serves up crispy fries and a variety of paninis and salads. Afterward, visit the Wadsworth-Longfellow House, the childhood home of poet Henry Wadsworth Longfellow.
Evening
For dinner, try Street & Co., a cozy seafood restaurant that serves up fresh, locally sourced seafood dishes.
Bedtime
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