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Roam Around

6-Day Boston Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning

Start your day with a visit to the 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 and see some of its most important landmarks.

Afternoon

Head over to Faneuil Hall Marketplace for lunch. This bustling market has been a staple in Boston since 1743 and offers a variety of food options. After lunch, explore the shops and street performances that make this place so lively.

Evening

In the evening, take a stroll through Boston Public Garden. The garden is especially beautiful at sunset, and you can even take a swan boat ride if you're up for it.

Bedtime

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Freedom Trail
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Faneuil Hall Marketplace
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Academic and Cultural Highlights

Morning

Begin your day with a visit to Massachusetts Institute of Technology (MIT). The campus is not only architecturally stunning but also home to several interesting exhibits and museums.

Afternoon

After exploring MIT, head over to Kendall Square for lunch. This area is known for its innovative vibe and has plenty of dining options. Spend some time walking around and soaking in the atmosphere.

Evening

In the evening, visit Boston Symphony Hall for a concert. The hall is renowned for its acoustics and hosts performances by the Boston Symphony Orchestra as well as other notable musicians.

Bedtime

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Massachusetts Institute of Technology (MIT)
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Kendall Square
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Revolutionary War Sites

Morning

Start your day with a visit to Bunker Hill Monument. This site commemorates one of the first major battles of the American Revolutionary War. Climb to the top for panoramic views of Boston.

Afternoon

For lunch, head over to Charlestown Navy Yard where you can also visit the historic USS Constitution. Known as 'Old Ironsides,' this ship played a crucial role in American naval history.

Evening

End your day with dinner at one of North End's famous Italian restaurants before taking an evening walk through Boston North End, known for its charming streets and vibrant atmosphere.

Bedtime

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Bunker Hill Monument
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USS Constitution
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Beacon Hill and Historical Insights

Morning

Start your day with a visit to Beacon Hill. This historic neighborhood is known for its narrow, gaslit streets and brick sidewalks. Take a leisurely walk and enjoy the charming architecture.

Afternoon

Head over to Boston Common for a relaxing afternoon. This central public park is the oldest city park in the United States and offers plenty of green space to unwind. Grab lunch at one of the nearby cafes or food trucks.

Evening

In the evening, explore Granary Burying Ground. This historic cemetery is the final resting place of many notable figures from American history, including Paul Revere and Samuel Adams. End your day with dinner at one of Boston's top-rated restaurants.

Bedtime

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Beacon Hill
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Boston Common
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Cultural Finale

Morning

Begin your final day with a visit to the Museum of Science Boston. This museum offers interactive exhibits that are perfect for all ages and provide a fun way to learn about science and technology.

Afternoon

For lunch, head over to Quincy Market where you can find a variety of food options. Afterward, visit Boston Tea Party Ships & Museum. This interactive museum brings history to life with reenactments and exhibits about the famous Boston Tea Party.

Evening

End your trip with an evening at Boston Symphony Hall, if you haven't visited yet. Enjoy a final dinner at one of Boston's renowned restaurants before heading back home.

Bedtime

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Museum of Science Boston
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Boston Tea Party Ships & Museum
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Harvard Day Trip

Morning

Take a short trip to Cambridge and start your day with a visit to Harvard University. Explore Harvard Yard and don't miss seeing the iconic John Harvard Statue.

Afternoon

For lunch, head over to Harvard Square where you'll find numerous dining options. Afterward, visit the fascinating Harvard Museum of Natural History, which houses an extensive collection of specimens from around the world.

Evening

Return to Boston in time for dinner at one of Back Bay's renowned restaurants before taking an evening stroll through Back Bay, known for its beautiful architecture and vibrant nightlife.

Bedtime

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