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Roam Around

4-Day Boston Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

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 acquainted with the city's rich history.

Afternoon

Head over to Faneuil Hall Marketplace for lunch and some shopping. This historic market and meeting hall has been a marketplace and a meeting place since 1743. Don't forget to grab lunch at Neptune Oyster, known for its fresh seafood.

Evening

In the evening, take a stroll through Boston Public Garden, America's first public botanical garden. End your day with dinner at Ostra, which offers Mediterranean cuisine in an elegant setting.

Bedtime

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4.54
Freedom Trail
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4.59
Faneuil Hall Marketplace
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Academic and Cultural Insights

Morning

Begin your day with a visit to Massachusetts Institute of Technology (MIT). Explore the campus and perhaps visit some of its notable buildings and museums.

Afternoon

Afterwards, head over to Cambridge for lunch at Mamma Maria, which offers Italian cuisine in a cozy setting. Post-lunch, explore Harvard University and its surrounding areas including Harvard Square.

Evening

Spend your evening exploring Beacon Hill, one of Boston's most picturesque neighborhoods. Enjoy dinner at No. 9 Park, known for its refined French and Italian-inspired dishes.

Bedtime

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Massachusetts Institute of Technology (MIT)
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Harvard University
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Artistic and Nautical Adventures

Morning

Start your day at the fascinating Museum of Science Boston, which offers interactive exhibits that are perfect for all ages.

Afternoon

For lunch, head over to the North End and dine at Myers+Chang, known for its Asian-inspired dishes. Afterward, visit the nearby Paul Revere House to learn about this iconic American patriot.

Evening

In the evening, enjoy a scenic walk along the waterfront before heading to dinner at Island Creek Oyster Bar, famous for its oysters and seafood dishes.

Bedtime

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Museum of Science Boston
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4.49
Paul Revere House
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Revolutionary History Unveiled

Morning

Begin your day with a visit to the iconic Bunker Hill Monument, which commemorates one of the first major battles of the American Revolutionary War.

Afternoon

Have lunch at Toro Boston, renowned for its Spanish tapas. Post-lunch, explore more revolutionary history by visiting the nearby Charlestown Navy Yard where you can see the USS Constitution.

Evening

Conclude your day with an exploration of Copley Square followed by dinner at The Capital Grille, known for its steaks and fine dining experience.

Bedtime

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Bunker Hill Monument
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Cultural and Culinary Finale

Morning

Start your final day in Boston with a visit to Boston Public Library. This architectural marvel is not only a library but also an art gallery and museum. Take some time to explore its beautiful reading rooms and art collections.

Afternoon

For lunch, head over to Sarma, known for its creative Mediterranean small plates. After lunch, visit the MIT Museum to explore fascinating exhibits on science and technology.

Evening

Spend your evening at the Boston Symphony Hall, one of the world's most renowned concert halls. End your Boston adventure with a memorable dinner at Oleana, celebrated for its Middle Eastern-inspired cuisine.

Bedtime

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