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A 5-Day Culinary and Coastal Adventure in Portland, Maine Itinerary

Last updated: 2024 Jun 14

Culinary Delights and Coastal Breezes

Morning

Start your day with a delightful breakfast at Hot Suppa, known for its Southern comfort food. Afterward, embark on the Portland Old Port Culinary Walking Tour to sample a variety of local flavors.

Afternoon

For lunch, head to Eventide Oyster Co. for a true taste of the sea. In the afternoon, take a Portland, Maine Sunset Kayak Tour with a Guide to experience the beauty of Casco Bay.

Evening

Enjoy a dinner at Fore Street, a renowned farm-to-table restaurant. Afterward, take a leisurely stroll along the Eastern Promenade to end the day.

Bedtime

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4.81
Portland Old Port Culinary Walking Tour
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4.90
Portland, Maine Sunset Kayak Tour with a Guide
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Lighthouses and Local Brews

Morning

Have a hearty breakfast at Bayside American Cafe before setting off on the Portland, Maine Coastal Lighthouses Guided Bicycle Tour.

Afternoon

Stop for a seafood lunch at Scales Restaurant before continuing your lighthouse exploration. In the afternoon, visit the Portland Head Light and enjoy the coastal views.

Evening

For dinner, try the innovative dishes at Central Provisions. Afterward, unwind at Rising Tide Brewing Company with a tasting of local brews.

Bedtime

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5.00
Portland, Maine Coastal Lighthouses Guided Bicycle Tour
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4.79
Portland Head Light
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Whale Watching and Whiskey Tasting

Morning

Start your day with a delicious breakfast at The Sinful Kitchen. Then, embark on a thrilling Portland Best of Maine Lighthouse Scenic Cruise, where you might spot some whales.

Afternoon

Enjoy a picnic lunch at Fort Williams Park, home to the historic Portland Head Light. Afterward, visit New England Distilling for a tour and tasting.

Evening

Indulge in a seafood dinner at Street & Co., known for its fresh ingredients. End the day with a leisurely walk in the charming Old Port district.

Bedtime

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4.86
Portland Best of Maine Lighthouse Scenic Cruise
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New England Distilling
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Antiques and Artisanal Eats

Morning

Have a cozy breakfast at The Front Room. Spend the morning exploring the Arts District, home to numerous galleries and boutiques.

Afternoon

For lunch, savor the flavors of the Mediterranean at Silvia. In the afternoon, take a self-guided tour of the Portland, Maine City and Lighthouse E Bike Tour.

Evening

Enjoy a farm-to-table dinner at Fore Street. Afterward, sample some local spirits at Bimini Gin.

Bedtime

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Arts District
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Portland, Maine City and Lighthouse E Bike Tour
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Museums and Maritime History

Morning

Start your day with a leisurely breakfast at Bayside American Cafe. Then, visit the Portland Museum of Art to explore its impressive collection.

Afternoon

For lunch, try the unique creations at Duckfat. In the afternoon, take a Portland, Maine Sunset Kayak Tour with a Guide to enjoy the city from the water.

Evening

Conclude your trip with a memorable dinner at Five Fifty-Five, known for its elegant atmosphere and fine cuisine. Afterward, take a sunset cruise on a Portland Schooner Tall Ship Cruise on Casco Bay.

Bedtime

Find amazing hotels in Portland, Maine.