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4 Days Exploring Boston Itinerary

Last updated: 2024 Jun 14

Historic Boston

Morning

Start your day with a visit to the Freedom Trail, a 2.5-mile-long path through downtown Boston that passes by 16 locations significant to the history of the United States. Enjoy breakfast at Tatte Bakery & Cafe, known for its delicious pastries and coffee.

Afternoon

In the afternoon, explore the Boston Massacre Site and then head over to the Old South Meeting House, where you can learn about the events leading up to the American Revolution. For lunch, stop by Union Oyster House, one of America's oldest restaurants.

Evening

Conclude your day with a visit to Faneuil Hall Marketplace for some shopping and dining. Enjoy dinner at Neptune Oyster, famous for its seafood dishes.

Bedtime

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4.54
Freedom Trail
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Boston Massacre Site
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Cultural Boston

Morning

Start your morning with a peaceful walk through the beautiful Boston Public Garden. Have breakfast at The Friendly Toast, known for its hearty breakfast options.

Afternoon

In the afternoon, explore cultural landmarks such as the historic library at Boston Public Library and take in some art at Copley Square. For lunch, stop by Stephanie's on Newbury for classic American fare.

Evening

Spend your evening visiting the impressive exhibits at the Museum of Science Boston. Conclude your day with dinner at No. 9 Park, offering French and Italian-inspired dishes.

Bedtime

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Boston Public Garden
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Boston Public Library
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Revolutionary Sites

Morning

Begin your final day in Boston with a visit to the iconic warship at the Charlestown Navy Yard, home of the USS Constitution. Have breakfast nearby at The Paramount in Beacon Hill.

Afternoon

In the afternoon, explore more revolutionary sites including Bunker Hill Monument and Paul Revere House. Stop for lunch at Quincy Market where you can find various food stalls offering local delicacies.

Evening

End your trip with an evening stroll through Beacon Hill followed by dinner at Mamma Maria in North End known for its authentic Italian cuisine.

Bedtime

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Cambridge and Harvard

Morning

Begin your day with a visit to Harvard University and take a stroll around Harvard Yard. Have breakfast at Flour Bakery & Cafe, which offers an array of baked goods and breakfast options.

Afternoon

Spend your afternoon exploring Harvard Square and then head over to the fascinating exhibits at the Harvard Museum of Natural History. For lunch, dine at Beat Brasserie, known for its eclectic menu and vibrant atmosphere.

Evening

End your day with a visit to the iconic MIT Museum. Enjoy dinner at The Red House Restaurant, which offers contemporary American cuisine in a historic setting.

Bedtime

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