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Ultimate 5-Day Boston Adventure Itinerary
Last updated: 2024 Jun 14Historical Boston Exploration
Morning
Start your day with a delicious breakfast at the iconic Mike's Pastry in the North End. Afterward, embark on a guided walking tour of the Freedom Trail, visiting historic sites like the Boston Tea Party Ships and Museum and the Boston Common.
Afternoon
For lunch, savor the seafood at Legal Sea Foods near the New England Aquarium. Spend the afternoon exploring the aquarium and then hop on the Hop-on Hop-off Old Town Trolley Tour to see more of the city.
Evening
Enjoy a relaxing dinner at Row 34 in Fort Point. End the day with a Boston Harbor Sunset Cruise to admire the city's skyline from the water.
Bedtime
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4.61Freedom Trail
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4.61Freedom Trail
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4.75Boston Tea Party Ships and Museum
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4.75Boston Tea Party Ships and Museum
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Harvard and Cambridge Day
Morning
Have breakfast at Toro in the South End. Take a student-guided walking tour of Harvard University and explore the Harvard Square area.
Afternoon
Enjoy a lunch at Giacomo's Ristorante in the North End. Visit the Massachusetts Institute of Technology (MIT) and take a public tour. Stroll through the Cambridge Common and visit the Harvard Museum of Natural History.
4.25Harvard University
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4.25Harvard University
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4.20Harvard Square
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4.20Harvard Square
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Salem and Witchcraft
Morning
Start your day with breakfast at Neptune Oyster in the North End. Take a day trip to Salem and join the Salem Witch Museum Admission Ticket and the Salem Ghosts, Witches, & Warlocks Guided Walking Tour.
Afternoon
Enjoy a late lunch at Top of the Hub in the Prudential Center. Explore more of Salem or head back to Boston for a visit to the Massachusetts State House.
Evening
Dine at Craigie on Main in Cambridge for a memorable culinary experience.
Bedtime
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3.95Salem Witch Museum Admission Ticket
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3.95Salem Witch Museum Admission Ticket
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4.30Salem Ghosts, Witches, & Warlocks Guided Walking Tour
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4.30Salem Ghosts, Witches, & Warlocks Guided Walking Tour
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Boston's Best Views
Morning
Start your day with breakfast at Eastern Standard Kitchen & Drinks in Kenmore Square. Visit the Boston View Boston Observatory Entry Ticket for panoramic views of the city.
Afternoon
Have lunch at Union Oyster House in the North End. Spend the afternoon at the New England Aquarium or take a Boston Historical Sightseeing Cruise.
Evening
Enjoy a dinner at Menton in Fort Point and end the night with a stroll through the Boston Public Garden.
Bedtime
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4.65Boston View Boston Observatory Entry Ticket
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4.65Boston View Boston Observatory Entry Ticket
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4.42New England Aquarium
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4.42New England Aquarium
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Farewell Boston
Morning
Enjoy a leisurely breakfast at The Capital Grille in the Back Bay. Take a morning walk along the Charles River or visit the Boston Public Library.
Afternoon
Have a farewell lunch at Myers + Chang in the South End. Spend your last afternoon shopping at Faneuil Hall Marketplace or taking a Boston Harbor Sunset Yacht Cruise.
Evening
Conclude your Boston adventure with a memorable dinner at No. 9 Park in Beacon Hill.
Bedtime
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4.54Charles River
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4.54Charles River
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4.11Boston Public Library
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4.11Boston Public Library
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