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5 Days Exploring Historic Boston with Good Food and Romantic Activities

5 Days Exploring Historic Boston with Good Food and Romantic Activities Itinerary

Last updated: 2024 Jun 14

Historic Boston Exploration

Morning
Start your day with a visit to the iconic Freedom Trail to explore historic sites like the Boston Massacre Site and Granary Burying Ground. Dive into history at the Old South Meeting House and Paul Revere House.
Afternoon
Enjoy a leisurely stroll through the picturesque Beacon Hill and explore the charming streets of Boston North End. Visit the historic Faneuil Hall Marketplace for some shopping and local treats.
Evening
Indulge in a romantic dinner at Menton, known for its exquisite French cuisine. After dinner, take a relaxing walk in the beautiful Boston Public Garden under the moonlight.
Bedtime
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Cultural Immersion in Boston

Morning
Spend your morning exploring the prestigious Harvard University campus and visit the Harvard Museum of Natural History. Admire art at the Boston Athenaeum.
Afternoon
Head to MIT Museum to dive into science and technology history. Explore Kendall Square for its innovation hub vibe.
Evening
Dine at Yvonne's, a chic restaurant with a speakeasy ambiance perfect for a romantic evening. After dinner, enjoy a performance at Boston Symphony Hall.
Bedtime
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Historical Landmarks Discovery

Morning
Visit historical landmarks like Massachusetts State House and Copley Square. Explore Copley Place for some shopping.
Afternoon
Discover more history at Bunker Hill Monument and USS Constitution in Charlestown Navy Yard. Enjoy lunch at Craigie on Main known for its delicious American cuisine.
Evening
For a romantic evening, dine at Bar Mezzana offering modern Italian dishes. Afterward, take a leisurely walk along the Charlestown Navy Yard waterfront.
Bedtime
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Red Sox Game Day

Morning
Start your day with a self-guided walking tour of Fenway Park, home of the Red Sox. Explore Fenway neighborhood for breakfast at Mike's City Diner.
Afternoon
After lunch at Row 34, head to Fenway Park for an exciting Red Sox game experience.
Evening
For a post-game dinner, enjoy seafood delights at Ostra Boston. End your day with a romantic stroll around Back Bay area.
Bedtime
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Final Day of Exploration

Morning
Embark on a self-guided walking tour of historic sites like Longfellow House and Cambridge Common. Visit MIT for more insights into innovation.
Afternoon
Explore Quincy Market for local flavors and souvenirs. Have lunch at Pammy's known for its contemporary American cuisine.
Evening
End your trip with a romantic dinner at Giulia, offering authentic Italian dishes in an intimate setting.
Bedtime
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