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5-Day Boston and Salem History, Haunts, and Culinary Delights

5-Day Boston and Salem History, Haunts, and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Historic Boston Beginnings and Culinary Delights

Morning
Start your Boston journey with a guided walking tour of the Freedom Trail, visiting iconic landmarks such as the Massachusetts State House, Granary Burying Ground, and Paul Revere House. After the tour, enjoy a delightful breakfast at Mike's Pastry, famous for its cannolis and pastries.
Afternoon
After breakfast, take a self-guided audio tour of the Boston Tea Party Ships & Museum to immerse yourself in the history of the American Revolution. For lunch, savor the fresh seafood at Legal Sea Foods. Post-lunch, hop on the Old Town Trolley Tour to explore more of the city's highlights at your own pace.
Evening
As the evening sets in, indulge in a secret food tour of Boston's North End, also known as Little Italy. Enjoy the best Italian cuisine and hidden gems of the neighborhood. Conclude the evening with a breathtaking panoramic view of the city from the Top of the Hub while enjoying a fine dining experience.
Bedtime
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Freedom Trail

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Boston Tea Party Ships & Museum

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Cambridge Academia and MIT Exploration

Morning
Cross the Charles River to Cambridge and start your day with a self-guided walking tour of the prestigious Harvard University and its surroundings, including Harvard Square, the John Harvard Statue, and the Harvard Museum of Natural History. Grab a coffee at Eastern Standard Kitchen & Drinks to fuel your morning.
Afternoon
Explore the innovative side of Cambridge with a visit to the Massachusetts Institute of Technology (MIT). Take a guided tour of the campus and visit the MIT Museum. For lunch, enjoy the vibrant atmosphere and fresh oysters at Row 34. Afterward, take a leisurely walk along the Charles River and enjoy the scenic views.
Evening
Head back to Boston and spend a relaxing evening at the Longfellow House (Washington's Headquarters), a historic site with beautiful gardens. For dinner, experience the culinary excellence of Craigie on Main, known for its innovative dishes and warm ambiance.
Bedtime
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Harvard University

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Massachusetts Institute of Technology (MIT)

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Maritime History and Haunted Pub Crawl

Morning
Begin your day with a historical sightseeing cruise, learning about Boston's maritime past and enjoying the views of the city from the water. For breakfast, grab a delicious donut and take a guided Delicious Donut Tour with Tastings through the city's best donut shops.
Afternoon
After the cruise, visit the USS Constitution ("Old Ironsides") and the adjacent Charlestown Navy Yard to explore the history of the US Navy. For lunch, enjoy the classic American fare at Union Oyster House, the oldest restaurant in the United States. Later, take a self-guided audio tour of the Freedom Trail to revisit some of the morning's sites and explore additional locations.
Evening
Embrace the eerie side of Boston with a 1.5-Hour Ghosts and Gravestones Tour in the evening. Follow it up with the Boos and Brews Haunted Pub Crawl in the historic taverns and pubs of the city. Enjoy the stories of the supernatural while sipping on local brews and spirits.
Bedtime
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Salem's Witchcraft and Haunted History

Morning
Immerse yourself in the dark history of Salem with a 1692 Witchcraft Trials Walk. Visit the Salem Witch Trials Memorial and other significant sites. For breakfast, enjoy a meal at Neptune Oyster, known for its fresh seafood and oyster bar.
Afternoon
Explore the city further with a Secrets of Salem Hidden History Walking Tour, uncovering lesser-known stories and locations. Take a break for lunch at Giacomo's Ristorante, a local favorite for Italian cuisine. Afterward, visit the Peabody Essex Museum to appreciate its extensive art and culture collections.
Evening
Conclude your day in Salem with the Salem Night Tour Haunt and History Guided Night Tour. Experience the city's eerie atmosphere under the cover of darkness and hear chilling tales of its haunted past. For dinner, enjoy the cozy ambiance and Mediterranean-inspired dishes at Oleana.
Bedtime
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Boston's Final Sights and Farewells

Morning
Start your last day in Boston with a visit to the Boston View Boston Observatory Entry Ticket. Enjoy a bird's-eye view of the city and reminisce about the places you've explored. For breakfast, head to Myers + Chang for a unique blend of Chinese, Taiwanese, Thai, and Vietnamese flavors.
Afternoon
Take a leisurely stroll through the Boston Public Garden and the adjacent Boston Common. Enjoy the serene atmosphere and perhaps take a swan boat ride. For lunch, indulge in the culinary delights of Menton, known for its French-inspired cuisine and elegant setting.
Evening
Reflect on your trip over a sumptuous dinner at L'Espalier, one of Boston's finest dining establishments. Afterward, if time allows, you can catch a performance at the Boston Symphony Orchestra or enjoy a nightcap at a nearby lounge or bar.
Bedtime
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Boston View Boston Observatory Entry Ticket

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Boston Public Garden

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