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Boston's Best: A 5-Day Adventure Itinerary
Last updated: 2024 Jun 14Boston's Historical Heartbeat
Morning
Start your day with a delicious breakfast at Mike's Pastry, famous for its cannolis. Afterward, take a stroll through the historic Boston Common and Public Garden, the oldest public park in the United States.
Afternoon
For lunch, head to Union Oyster House, the oldest continuously operating restaurant in the U.S. Afterward, immerse yourself in history with a guided tour of the Freedom Trail, visiting iconic sites like the Paul Revere House and the USS Constitution.
Evening
Enjoy a seafood dinner at Legal Sea Foods and then take a leisurely evening stroll along the picturesque Charles River.
Bedtime
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4.49Boston Common
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4.49Boston Common
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4.14Public Garden
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4.14Public Garden
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Boston's Revolutionary Spirit
Morning
Fuel up with breakfast at Toro, known for its Spanish cuisine. Then, explore the Boston Tea Party Ships & Museum and learn about the historic event that sparked the American Revolution.
Afternoon
For lunch, try the award-winning seafood at Row 34. Afterward, take a relaxing cruise on the Boston Harbor and enjoy the city's skyline from the water.
Evening
Indulge in a fine dining experience at O Ya, a renowned sushi restaurant, and then take a Boston Harbor Sunset Yacht Cruise for a memorable end to the day.
Bedtime
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4.22Boston Tea Party Ships & Museum
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4.22Boston Tea Party Ships & Museum
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4.56Boston Harbor
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4.56Boston Harbor
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Boston's Academic Excellence
Morning
Start your day with a hearty breakfast at Neptune Oyster, known for its fresh seafood. Then, explore the prestigious Harvard University and take a student-guided walking tour of the campus.
Afternoon
For lunch, head to Eastern Standard Kitchen & Drinks in Kenmore Square. Afterward, visit the nearby Fenway Park for a guided tour of the iconic baseball stadium.
Evening
Enjoy a casual dinner at Santarpio's Pizza, a local favorite, and then explore the vibrant nightlife in the Fenway-Kenmore area.
Bedtime
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4.25Harvard University
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4.25Harvard University
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4.19Fenway Park
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4.19Fenway Park
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Boston's Cultural Tapestry
Morning
Start your day with a visit to the New England Aquarium and skip the line with your pre-booked ticket. Afterward, enjoy a leisurely breakfast at Myers + Chang.
Afternoon
For lunch, savor the flavors of Italy at Mamma Maria in the North End. Then, take a guided tour of the Isabella Stewart Gardner Museum and admire its impressive art collection.
Evening
Dine at Craigie on Main, known for its innovative cuisine, and then experience the vibrant atmosphere of the North End, Boston's Little Italy.
Bedtime
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4.42New England Aquarium
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4.42New England Aquarium
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4.51North End
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4.51North End
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Boston's Culinary Delights
Morning
Start your day with a guided walking tour of the North End, sampling the best Italian pastries and coffee.
Afternoon
For lunch, indulge in a seafood feast at Neptune Oyster. Afterward, explore the historic Quincy Market and the Faneuil Hall Marketplace.
Evening
Enjoy a memorable dinner at No. 9 Park, known for its elegant atmosphere and exceptional cuisine. Then, take a leisurely stroll along the Waterfront to end your trip on a high note.
Bedtime
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4.51North End
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4.51North End
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4.13Quincy Market
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4.13Quincy Market
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