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Hidden Gems and Culinary Delights in Portland, Maine Itinerary

Last updated: 2024 Jun 14

Culinary Exploration in the Old Port

Morning

Start your day with a delightful breakfast at Duckfat, known for its delicious pastries and unique menu. After breakfast, take a self-guided walking tour of the Old Port with the Portland, Maine Walking Tour Audio Guide. Explore the charming streets and waterfront at your own pace.

Afternoon

For lunch, head to Central Provisions, a local favorite for its small plates and seasonal dishes. Afterward, immerse yourself in the culinary scene with the Portland Old Port Culinary Walking Tour. Taste a variety of local specialties and learn about the area's food culture.

Evening

Enjoy a fine dining experience at Fore Street, known for its farm-to-table cuisine and cozy atmosphere. After dinner, take a leisurely walk along the waterfront to end your day.

Bedtime

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Lighthouse Adventure and Seafood Delights

Morning

Indulge in a delicious seafood breakfast at Eventide Oyster Co., famous for its oyster selection. After breakfast, embark on the Portland Best of Maine Lighthouse Scenic Cruise to see the iconic lighthouses of the area from the water.

Afternoon

For lunch, savor the flavors of the sea at Street & Co., a seafood restaurant with a charming ambiance. Afterward, visit the Portland Head Light, the most photographed lighthouse in the United States, and explore the surrounding Fort Williams Park.

Evening

Have a relaxed dinner at Scales Restaurant, known for its fresh seafood and waterfront views. End your day with a leisurely stroll in the Old Port district.

Bedtime

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Brewery and Distillery Tour

Morning

Start your day with a hearty breakfast at Bayside American Cafe, a local spot known for its comfort food. After breakfast, take a tour of the Rising Tide Brewing Company or New England Distilling to learn about the craft beverage scene in Portland.

Afternoon

Enjoy a casual lunch at Novare Res Bier Cafe, a popular beer bar with a vast selection of local and international brews. In the afternoon, continue your brewery and distillery tour with visits to other local spots like Allagash Brewing Company or Bissell Brothers Brewing Company.

Evening

For dinner, experience the vibrant atmosphere of Fore River Brewing Company, a brewery with a diverse menu. After dinner, you can explore the nightlife in the East Bayside neighborhood.

Bedtime

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Historic and Cultural Immersion

Morning

Start your day with a leisurely breakfast at The Holy Donut, a local favorite known for its unique potato donuts. After breakfast, take a guided history tour of Portland with the Portland, Maine 2-Hour Guided History Tour. Learn about the city's rich past and architectural heritage.

Afternoon

For lunch, enjoy a picnic at the Eastern Promenade with a sandwich from Rose Foods. Afterward, visit the Tate House Museum, a historic home that offers a glimpse into 18th-century life in Maine.

Evening

Dine at Hugo's Restaurant, a fine dining establishment known for its innovative cuisine and tasting menus. After dinner, take a leisurely walk in the West End neighborhood.

Bedtime

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Outdoor Adventure and Local Exploration

Morning

Start your day with a coffee from Tandem Coffee Roasters and a pastry from Two Fat Cats Bakery. Then, rent a bike from Maine Coast Bicycle Rentals and take a self-guided tour of the city, exploring the waterfront and nearby trails.

Afternoon

For lunch, enjoy a casual meal at LFK, a neighborhood bistro with a focus on local ingredients. In the afternoon, visit the Fort Gorges, a historic fort accessible by boat, and take in the panoramic views of the harbor.

Evening

Have dinner at Lolita, a cozy restaurant known for its small plates and extensive wine list. After dinner, you can explore the arts district and visit some local galleries.

Bedtime

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Culinary Delights and Waterfront Relaxation

Morning

Start your day with a leisurely breakfast at The Front Room, a neighborhood bistro with a focus on seasonal ingredients. After breakfast, take a walk along the Eastern Promenade and enjoy the views of the harbor.

Afternoon

For lunch, head to DiMillo's On the Water, a floating restaurant with a diverse menu and great views of the waterfront. Afterward, take a scenic drive along the coast and visit the Kittery Premium Outlets for some shopping.

Evening

Enjoy a seafood dinner at Boone's Fish House & Oyster Room, a local favorite for its fresh catches. After dinner, take a sunset cruise on Casco Bay to end your day on a relaxing note.

Bedtime

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Farewell to Portland

Morning

On your last day in Portland, enjoy a leisurely breakfast at Mi Sen Noodle Bar, a popular spot for its Asian-inspired dishes. Take a final walk around the Old Port district and pick up any last-minute souvenirs.

Afternoon

For lunch, try the creative dishes at Chaval, a modern bistro with a focus on local and seasonal ingredients. Afterward, visit the Portland Museum of Art to explore its collection of fine and contemporary art.

Evening

End your trip with a memorable dinner at Five Fifty-Five, a fine dining restaurant known for its elegant atmosphere and New England cuisine. Raise a toast to your time in Portland at the end of this culinary and cultural journey.

Bedtime

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