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Massachusetts Adventure: 7 Days of History and Cuisine

Massachusetts Adventure: 7 Days of History and Cuisine Itinerary

Last updated: 2024 Jun 14

Historic Boston Beginnings

Morning
Start your day with a visit to Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 locations significant to the history of the United States. It's a great way to get an overview of the city's rich history.
Afternoon
After a morning of walking, head over to Neptune Oyster for a delightful seafood lunch. Post-lunch, explore Faneuil Hall Marketplace, which has been a marketplace and a meeting hall since 1743. It's now home to various shops, eateries, and street performers.
Evening
In the evening, dine at Ostra, known for its Mediterranean seafood dishes. After dinner, take a leisurely stroll through Boston Public Garden, America's first public botanical garden.
Bedtime
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Freedom Trail

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Faneuil Hall Marketplace

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Boston Public Garden

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Academic and Cultural Exploration

Morning
Begin your day with breakfast at Tatte Bakery & Cafe in Kendall Square before heading to MIT Museum. The museum showcases the innovations and research from MIT's labs.
Afternoon
For lunch, visit Myers+Chang, an Asian-inspired diner offering delicious small plates. In the afternoon, explore Harvard University and take a walk around Harvard Square. Don't miss the iconic John Harvard Statue on campus.
Evening
Enjoy dinner at Mamma Maria, an Italian restaurant in North End. Afterward, visit Paul Revere House, one of Boston's oldest buildings.
Bedtime
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MIT Museum

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Harvard University

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John Harvard Statue

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Paul Revere House

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Revolutionary Sites and Modern Marvels

Morning
Kick off your day with breakfast at Flour Bakery + Cafe before visiting the historic site of Boston Massacre Site. This site marks where British soldiers killed five civilian men during the American Revolution.
Afternoon
Have lunch at No. 9 Park, which offers French and Italian cuisine in Beacon Hill. Then head over to see the impressive architecture of the Massachusetts State House followed by exploring the charming streets of Beacon Hill.
Evening
Dine at The Capital Grille for an upscale steakhouse experience. End your evening with a visit to the iconic landmark of Boston sports history: Fenway Park.
Bedtime
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Boston Massacre Site

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Massachusetts State House

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Beacon Hill

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Fenway Park

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Seaside Adventures and Historical Insights

Morning
Start your morning with coffee from Thinking Cup before heading out on a harbor cruise that includes stops at various historical sites such as Castle Island and Spectacle Island.
Afternoon
Enjoy lunch at Island Creek Oyster Bar for some fresh seafood delights. In the afternoon, visit the interactive exhibits at the popular tourist attraction: New England Aquarium. Spend some time exploring marine life exhibits including their famous penguin colony.
Evening
Have dinner at Spanish tapas restaurant Toro Boston. Conclude your night with an evening walk along Boston Harborwalk for beautiful waterfront views.
Bedtime
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Barcelona 24 or 48-Hour Hop-On Hop-Off Bus Tour

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Colonial Charm and Modern Delights

Morning
Begin your day with a visit to Granary Burying Ground, one of Boston's oldest cemeteries where many notable figures from the American Revolution are buried. Enjoy a morning coffee at Thinking Cup nearby.
Afternoon
Head over to Oleana for a Mediterranean-inspired lunch. Afterward, explore Boston Old State House, a historic building that played a significant role in American history.
Evening
Dine at Sarma, known for its innovative Middle Eastern small plates. End your evening with a visit to Boston Symphony Hall for an enchanting musical performance.
Bedtime
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Granary Burying Ground

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Boston Old State House

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Boston Symphony Hall

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Harbor Views and Historical Walks

Morning
Boston Tea Party Ships & Museum is the perfect start to your day, offering an interactive experience that brings history to life. Grab breakfast at Flour Bakery + Cafe beforehand.
Afternoon
Toro Boston offers a delightful lunch with its Spanish tapas menu. Spend the afternoon exploring Charlestown Navy Yard, home to the USS Constitution, the world's oldest commissioned naval vessel still afloat.
Evening
The Capital Grille is an excellent choice for dinner with its elegant ambiance and fine dining menu. Conclude your night with a serene walk through Copley Square, surrounded by beautiful architecture.
Bedtime
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Boston Tea Party Ships & Museum

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Charlestown Navy Yard

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Copley Square

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Cultural Finale and Farewell

Morning
Museum of Science Boston is an engaging way to start your final day in Boston. Enjoy breakfast at Tatte Bakery & Cafe before diving into the museum's fascinating exhibits.
Afternoon
Neptune Oyster provides a perfect seafood lunch experience. Spend your afternoon exploring Back Bay, known for its picturesque streets and Victorian brownstones.
Evening
No. 9 Park offers an exquisite dining experience for your last evening in Boston. End your trip with a peaceful stroll through Boston Common, America's oldest public park.
Bedtime
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Museum of Science Boston

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Back Bay

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Boston Common

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