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Travel AI

3-day trip to Portland, Maine Itinerary

Last updated: 2024 Jun 14

Exploring Portland's Landmarks

Morning

Start your day by visiting the iconic Portland Head Light, one of the most photographed lighthouses in the United States. Afterward, grab a delicious breakfast at The Honey Paw, known for its unique Asian-inspired dishes.

Afternoon

Take a scenic Portland Best of Maine Lighthouse Scenic Cruise to admire the stunning lighthouses along Casco Bay. Enjoy a seafood lunch at Eventide Oyster Co, where you can savor fresh oysters and other delectable seafood options.

Evening

Immerse yourself in Portland's history with a guided Portland, Maine Hidden Histories Guided Walking Tour. After the tour, head to Boda for a delightful dinner featuring Thai street food and creative cocktails.

Bedtime

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4.79
Portland Head Light
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4.86
Portland Best of Maine Lighthouse Scenic Cruise
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Culinary Delights and Local Breweries

Morning

Start your day with a visit to Tate House Museum, a historic home showcasing the history and culture of Portland. Grab a coffee and pastry at BaoBao Dumpling House to fuel up for the day.

Afternoon

Embark on a Portland Old Port Culinary Walking Tour to sample the diverse culinary scene in Portland. Indulge in a variety of dishes from local restaurants such as Central Provisions and Bresca. Afterward, visit Rising Tide Brewing Company for a tasting of their craft beers.

Evening

Enjoy a relaxing dinner at Fore Street, a renowned farm-to-table restaurant offering a seasonal menu with locally sourced ingredients. Afterward, head to The Treehouse for a cozy atmosphere and craft cocktails.

Bedtime

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Tate House Museum
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4.81
Portland Old Port Culinary Walking Tour
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Coastal Adventure and Shopping

Morning

Explore the beautiful Casco Bay by taking a Portland Schooner Tall Ship Cruise on Casco Bay. Enjoy the scenic views and fresh sea breeze. For breakfast, grab a delicious sandwich at Duckfat.

Afternoon

Visit Kittery Premium Outlets for a shopping spree and find great deals on designer brands. Refuel with a hearty lunch at Salvage BBQ and enjoy their mouthwatering BBQ specialties.

Evening

Experience a taste of Portland's local breweries and spirits with a Portland, Maine Local Brewery & Spirits Bus Tour. Sample craft beers and spirits at various locations, including Goodfire Brewing and Sap House Meadery & Winery. End the day with a delightful dinner at Street & Co, known for its creative seafood dishes.

Bedtime

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