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3 Days of Coastal Charm in Portland, Maine Itinerary

Last updated: 2024 Jun 14

Exploring Portland's Historic Gems

Morning

Start your day with a hearty breakfast at Becky's Diner, a beloved local spot known for its classic American breakfast fare. Afterward, head to Tate House Museum to delve into the rich history of Portland. This 18th-century house offers a glimpse into colonial life and architecture.

Afternoon

For lunch, visit Duckfat, famous for its Belgian fries and delicious sandwiches. Afterward, take the Portland Food Walking Tour with Tastings to sample some of the best local flavors while learning about the city's culinary history.

Evening

End your day with dinner at Fore Street, a highly-rated restaurant known for its wood-fired dishes and farm-to-table ingredients. Enjoy a leisurely evening stroll along the waterfront to soak in the coastal charm.

Bedtime

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Tate House Museum
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Portland Food Walking Tour with Tastings
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Coastal Adventures and Culinary Delights

Morning

Begin your day with breakfast at Hot Suppa, where you can enjoy Southern-inspired dishes made from locally sourced ingredients. Then embark on the Portland Best of Maine Lighthouse Scenic Cruise, which offers stunning views of iconic lighthouses along the coast.

Afternoon

Have lunch at Eventide Oyster Co., renowned for its fresh oysters and seafood dishes. In the afternoon, explore the Eastern Promenade , a scenic park offering panoramic views of Casco Bay and opportunities for walking or biking.

Evening

Dine at Street & Co., a cozy seafood restaurant known for its Mediterranean-inspired dishes. Cap off your evening with a visit to Rising Tide Brewing Company to sample some local craft beers.

Bedtime

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4.86
Portland Best of Maine Lighthouse Scenic Cruise
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Rising Tide Brewing Company
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Active Explorations and Relaxation

Morning

Kick off your morning with breakfast at The Green Elephant, which offers delicious vegetarian options. Then enjoy an active start to your day with the Portland, Maine Guided Bike Tour Around The Peninsula, perfect for exploring various neighborhoods and landmarks.

Afternoon

For lunch, head to Central Provisions for small plates that are big on flavor. Spend your afternoon visiting Fort Gorges , accessible by kayak or boat, this historic fort provides unique views of Portland Harbor.

Evening

Conclude your trip with dinner at DiMillo's On the Water, an iconic floating restaurant offering seafood classics and stunning harbor views. If time permits, take an evening stroll through Old Port for some last-minute shopping or simply enjoy the vibrant nightlife.

Bedtime

Find amazing hotels in Portland, Maine.