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3-Day North End Boston Italian Food & Historic Sites Itinerary

3-Day North End Boston Italian Food & Historic Sites Itinerary Itinerary

Last updated: 2024 Jun 14

Italian Delights & Historical Bites

Morning
Begin your North End experience with a classic Italian breakfast at Mike's Pastry, known for its cannoli and other pastries. Afterward, take a casual stroll through the charming streets of the Boston North End, also known as Little Italy, and explore the historic neighborhood.
Afternoon
For lunch, savor the flavors of Italy at Giacomo's Ristorante. After lunch, visit the iconic Paul Revere House and learn about the American Revolution. Continue to the Boston Tea Party Ships & Museum for an interactive tour, immersing yourself in the history of the Boston Tea Party.
Evening
As the sun sets, enjoy a delightful dinner at Neptune Oyster, followed by a leisurely walk along the waterfront to the historic USS Constitution, also known as "Old Ironsides." End the evening with a visit to the lively Quincy Market for some entertainment and shopping.
Bedtime
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Freedom Trail & Culinary Tales

Morning
Start your day with a hearty breakfast at Myers + Chang, offering a blend of Chinese, Taiwanese, Thai, and Vietnamese cuisines. Afterward, join a small group for a guided Small Group Freedom Trail History Walking Tour, visiting 11 historically significant sites.
Afternoon
Enjoy a buffet lunch cruise on the Boston Harbor, taking in the city's skyline and waterfront landmarks. Later, explore the vibrant marine life at the New England Aquarium and relax at the nearby Boston Common.
Evening
For dinner, indulge in the seafood specialties at Legal Sea Foods. Cap off the night with a breathtaking view of the city from Top of the Hub, located on the 52nd floor of the Prudential Tower.
Bedtime
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Fenway Fun & Culinary Run

Morning
Start your day with a visit to the iconic Fenway Park, home of the Boston Red Sox. Take a guided tour and immerse yourself in the history of this legendary ballpark. After the tour, enjoy a casual breakfast at Eastern Standard Kitchen & Drinks.
Afternoon
Explore the trendy and upscale shops and restaurants at Faneuil Hall Marketplace. For lunch, head to Row 34 and indulge in their selection of fresh oysters and seafood dishes. Afterward, take a relaxing cruise on the Boston Harbor Sunset Yacht Cruise and enjoy stunning views of the city.
Evening
Conclude your culinary journey with a sumptuous dinner at O Ya, known for its innovative Japanese cuisine. After dinner, take a stroll through the historic North End and explore the neighborhood's charming streets and boutique shops.
Bedtime
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