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Boston Adventure 5 Days Itinerary

Last updated: 2024 Jun 14

Historic Boston Exploration

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 past.

Afternoon

After exploring the Freedom Trail, head over to Boston Common for a relaxing stroll. As America's oldest public park, it's an ideal spot for some midday relaxation. For lunch, enjoy a meal at Neptune Oyster, known for its fresh seafood and delightful oysters.

Evening

In the evening, visit Faneuil Hall Marketplace. This historic marketplace offers a variety of shops and eateries. End your day with dinner at Ostra, where you can indulge in Mediterranean-inspired dishes.

Bedtime

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4.54
Freedom Trail
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4.49
Boston Common
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Cultural and Academic Insights

Morning

Begin your second day with a trip to Museum of Science Boston. This museum offers numerous interactive exhibits that are both educational and entertaining.

Afternoon

For lunch, head over to Myers+Chang, an Asian-inspired eatery offering delicious small plates. Afterward, explore Harvard University in nearby Cambridge. Take a guided tour to learn about its history and notable alumni.

Evening

In the evening, visit Harvard Square, which is bustling with shops and cafes. Enjoy dinner at Mamma Maria, an Italian restaurant known for its cozy atmosphere and delectable dishes.

Bedtime

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3.99
Museum of Science Boston
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4.25
Harvard University
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Architectural Marvels and Local Flavors

Morning

Start your day by visiting Boston Public Library, one of the most beautiful libraries in the world. The architecture is stunning and it's a peaceful place to begin your morning.

Afternoon

For lunch, try out Toro Boston, which offers Spanish tapas in a vibrant setting. Afterward, head over to Copley Square, surrounded by architectural landmarks like Trinity Church and the John Hancock Tower.

Evening

Spend your evening exploring Back Bay, known for its Victorian brownstone homes and trendy boutiques. Have dinner at The Capital Grille for an upscale dining experience featuring dry-aged steaks.

Bedtime

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4.11
Boston Public Library
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4.38
Copley Square
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Revolutionary Sites and Scenic Views

Morning

Kick off your fourth day with a visit to the iconic Paul Revere House. Learn about Paul Revere's midnight ride during the American Revolution.

Afternoon

For lunch, head over to No. 9 Park, which offers French-Italian cuisine in an elegant setting. Afterward, visit the nearby Bunker Hill Monument for panoramic views of Boston from its top.

Evening

Conclude your day by visiting the lively neighborhood of North End (Little Italy). Enjoy dinner at Oleana, where you can savor Middle Eastern-inspired dishes.

Bedtime

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4.49
Paul Revere House
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4.38
Bunker Hill Monument
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Maritime History and Waterfront Wonders

Morning

Begin your final day with a visit to New England Aquarium. This popular attraction features a wide variety of marine life and interactive exhibits, making it perfect for all ages.

Afternoon

For lunch, head over to Island Creek Oyster Bar, known for its fresh seafood and oysters. Afterward, take a stroll along the Boston Harborwalk, which offers scenic views of the waterfront and access to various historical sites.

Evening

In the evening, visit Boston Tea Party Ships & Museum. This interactive museum brings the historic event to life with reenactments and exhibits. End your day with dinner at Sarma, where you can enjoy Mediterranean-inspired small plates in a cozy setting.

Bedtime

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