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Roam Around

Boston's Historical and Haunted Sights: A 2-Day Adventure Itinerary

Last updated: 2024 Jun 14

Freedom Trail, Harbor Cruise, and North End Delights

Morning

Start your day with a hearty breakfast at the iconic Mike's Pastry in the North End. Then, embark on a Guided Walking Tour of the Freedom Trail to explore the city's rich history and visit landmarks like the Paul Revere House, Granary Burying Ground, and Faneuil Hall.

Afternoon

For lunch, savor the flavors of New England at Legal Sea Foods. Afterward, hop on the Historical Sightseeing Cruise to enjoy picturesque views of the Boston Harbor and the USS Constitution.

Evening

In the evening, head to the North End for a delightful Italian dinner at Giacomo's Ristorante. Afterward, take a leisurely stroll through the historic neighborhood and enjoy the vibrant atmosphere.

Bedtime

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4.85
Guided Walking Tour of the Freedom Trail
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4.56
Historical Sightseeing Cruise
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Aquarium, Fenway Park, and Harvard Square

Morning

Enjoy a delicious breakfast at Neptune Oyster in the North End. Then, visit the New England Aquarium for an immersive marine experience, including a Skip-the-Line Entry.

Afternoon

For lunch, indulge in fresh seafood at Row 34. Afterward, take a guided tour of the iconic Fenway Park, home of the Boston Red Sox.

Evening

In the evening, explore the vibrant Harvard Square in Cambridge. Enjoy a delightful dinner at Harvest, followed by a student-guided walking tour of Harvard University and its surroundings.

Bedtime

Find amazing hotels in Boston, Massachusetts.