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Portland, Maine Adventure - 3 Days Itinerary

Last updated: 2024 Jun 14

Exploring the Heart of Portland

Morning

Start your day with a hearty breakfast at Becky's Diner, a beloved local spot known for its classic American breakfast and friendly atmosphere. Afterward, head to Portland Trolley City Tour with Portland Head Light Stop to get an overview of the city and visit the iconic Portland Head Light.

Afternoon

For lunch, enjoy some delicious seafood at Eventide Oyster Co., famous for its fresh oysters and innovative dishes. Post-lunch, take a leisurely stroll along the Eastern Promenade, offering stunning views of Casco Bay and plenty of photo opportunities.

Evening

Dine at Fore Street, one of Portland's top-rated restaurants known for its farm-to-table cuisine. End your evening with a relaxing walk through the Old Port district, soaking in the vibrant nightlife.

Bedtime

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4.82
Portland Trolley City Tour with Portland Head Light Stop
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4.53
Eastern Promenade
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History and Culinary Delights

Morning

Begin your day with breakfast at Hot Suppa!, renowned for its Southern-inspired dishes. Then, delve into history with a visit to the Tate House Museum, an 18th-century Georgian home offering insights into colonial life.

Afternoon

Lunch will be at Central Provisions, offering small plates perfect for sharing. In the afternoon, embark on the Portland Food Walking Tour with Tastings to sample some of Portland's best culinary offerings while learning about its food culture.

Evening

Enjoy dinner at Duckfat, famous for its Belgian fries and unique menu items. After dinner, unwind with drinks at one of Portland's many craft breweries or bars in the Old Port area.

Bedtime

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Tate House Museum
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Portland Food Walking Tour with Tastings
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Lighthouses and Local Brews

Morning

Kick off your morning with breakfast at The Honey Paw, known for its creative Asian-inspired dishes. Then take part in the scenic Portland Best of Maine Lighthouse Scenic Cruise, which offers breathtaking views of several lighthouses along the coast.

Afternoon

Have lunch at The Green Elephant, a popular vegetarian bistro offering delicious plant-based meals. Spend your afternoon exploring local breweries on the Portland Old Port Brewery & Pub Walking Tour, where you can taste some of Portland's finest brews.

Evening

Conclude your trip with dinner at DiMillo's On the Water, an iconic floating restaurant offering fresh seafood and beautiful waterfront views. Cap off your evening by enjoying a sunset walk along Commercial Street.

Bedtime

Find amazing hotels in Portland, Maine.