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Roam Around

3-Day Boston History, Culture, and Food Tour Itinerary

Last updated: 2024 Jun 14

Boston's Historical Landmarks and Culinary Delights

Morning

Start your day with a hearty breakfast at the iconic Mike's Pastry in the North End, known for its delectable cannolis and pastries. Afterward, embark on a Guided Walking Tour of the Freedom Trail to explore Boston's rich history, visiting sites like the Paul Revere House, Granary Burying Ground, and the Old State House.

Afternoon

For lunch, savor the flavors of the North End on a North End Secret Food Tour, where you'll sample authentic Italian cuisine and learn about the neighborhood's culinary heritage. Afterward, take a leisurely stroll through the picturesque Charles River Esplanade, enjoying the scenic views and vibrant atmosphere.

Evening

In the evening, experience the charm of Faneuil Hall Marketplace and Quincy Market. Enjoy a delightful dinner at Union Oyster House, the oldest restaurant in the United States, known for its fresh seafood and historic ambiance. Afterward, take a Historical Sightseeing Cruise to see Boston's landmarks from the water, including the USS Constitution and the Boston Tea Party Ships & Museum.

Bedtime

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4.85
Guided Walking Tour of the Freedom Trail
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4.72
North End Secret Food Tour
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Cultural Immersion and Harvard Exploration

Morning

Kick off your day with a visit to the prestigious Harvard University. Join a Harvard University Student-Guided Walking Tour led by knowledgeable students and gain insights into the university's history and traditions. Afterward, explore the Harvard Square and visit the Harvard Museum of Natural History to admire its fascinating exhibits.

Afternoon

For lunch, indulge in a memorable dining experience at O Ya, a renowned Japanese restaurant offering exquisite sushi and innovative dishes. Afterward, take a relaxing stroll along the Charles River and enjoy the picturesque views of the city skyline.

Evening

In the evening, head to the vibrant neighborhood of Kendall Square for a visit to the MIT Museum, where you can explore the intersection of science, technology, and art. For dinner, savor the flavors of the Mediterranean at Oleana, known for its creative and flavorful dishes. Conclude your evening with a visit to the After Dark at View Boston Observatory (Adults Only), where you can enjoy panoramic views of the city under the night sky.

Bedtime

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4.57
Harvard University Student-Guided Walking Tour
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3.80
Harvard Museum of Natural History
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Aquatic Wonders and Salem's Enigmatic History

Morning

Begin your day with a visit to the New England Aquarium, where you can marvel at a diverse range of marine life, including sea turtles, sharks, and penguins. Afterward, enjoy a delightful brunch at Row 34, known for its fresh seafood and lively atmosphere.

Afternoon

After brunch, embark on a scenic drive to the historic city of Salem. Explore the enigmatic history of the Salem Witch Trials with a visit to the Salem Witch Museum and join the Ghosts, Witches, & Warlocks Guided Walking Tour to uncover the city's haunted past. For a unique experience, join the Salem Boos and Brews Haunted Pub Crawl to visit some of the city's most intriguing pubs and taverns.

Evening

Conclude your trip with a memorable dinner at No. 9 Park, a celebrated restaurant offering refined French and Italian cuisine. Afterward, take a Salem Night Tour Haunt and History Guided Night Tour to experience the city's eerie atmosphere under the cover of darkness. Reflect on your journey as you return to Boston, cherishing the memories of your historical, cultural, and culinary adventure.

Bedtime

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