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Ultimate 5-Day Boston and Salem Itinerary

Ultimate 5-Day Boston and Salem Itinerary Itinerary

Last updated: 2024 Jun 14

Historic Boston Beginnings

Morning
Start your Boston adventure with a hearty breakfast at Mike's Pastry, famous for its cannoli. Afterward, take a Boston View Boston Observatory Entry Ticket to get a panoramic view of the city and plan your day.
Afternoon
Immerse yourself in history with a Boston Freedom Trail Walking Tour. For lunch, enjoy the iconic Boston North End Pizza Tour with 3 Slices and Cannoli and savor some of the best slices in the city.
Evening
As the sun sets, experience the Boston Harbor Sunset Yacht Cruise. Enjoy the breathtaking views and the cool ocean breeze. For dinner, indulge in fresh seafood at Legal Sea Foods.
Bedtime
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Iconic Sights and Tastes

Morning
Begin with a visit to the famous Fenway Park, home of the Boston Red Sox, with a Boston Fenway Park Guided Ballpark Tour with Options. Grab a coffee at Eastern Standard Kitchen & Drinks located in the heart of Kenmore Square.
Afternoon
Explore the marine life at the New England Aquarium. For lunch, enjoy a casual and delicious meal at Row 34, known for its oysters and seafood.
Evening
Spend your evening strolling through the historic Faneuil Hall Marketplace. Enjoy dinner at Union Oyster House, the oldest restaurant in the United States, and savor their famous oyster stew.
Bedtime
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Literary and Academic Boston

Morning
Start with a visit to the prestigious Harvard University in Cambridge. Enjoy breakfast at The Capital Grille before taking a self-guided walk around the Harvard campus.
Afternoon
Explore the innovative and quirky exhibits at the MIT Museum. For lunch, head to Craigie on Main and indulge in their famous burger.
Evening
Return to Boston and take a leisurely stroll through the serene Boston Public Garden. Enjoy a sophisticated dinner at L'Espalier, known for its fine French cuisine and elegant atmosphere.
Bedtime
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Witchcraft and Maritime History

Morning
Begin your day with a visit to the Salem Witch Museum Admission Ticket. Learn about the infamous witch trials and the history of witchcraft in Salem. Grab a coffee and a pastry at Top of the Hub in Boston before heading out.
Afternoon
Explore the maritime history of Salem at the Salem 1692 Witchcraft Trials Walk. For lunch, enjoy the sea breeze and fresh seafood at Neptune Oyster.
Evening
Experience the spookier side of Salem with the Salem Night Tour Haunt and History Guided Night Tour. Dine at Giacomo's Ristorante and enjoy their classic Italian dishes in a cozy, welcoming atmosphere.
Bedtime
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Innovative Cambridge and Historic Boston

Morning
Start your day with a Cambridge Harvard University Student-Guided Walking Tour. After the tour, enjoy a delightful breakfast at Oleana, known for its innovative take on Mediterranean cuisine.
Afternoon
Explore the vibrant and diverse neighborhood of Cambridge Common and Kendall Square. For lunch, savor the flavors of the sea at Myers + Chang, offering a fusion of Chinese, Taiwanese, Thai, and Vietnamese dishes.
Evening
Conclude your trip with a relaxing Downtown Boston Harbor Weekend Cruise with Brunch. Enjoy the scenic views and reflect on your journey while dining on the cruise. For a final dinner, experience the lively and energetic atmosphere at Toro with its outstanding Spanish tapas.
Bedtime
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