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Historical and Haunted Boston: 4-Day Itinerary with Iconic Landmarks and Spooky Tours

Historical and Haunted Boston: 4-Day Itinerary with Iconic Landmarks and Spooky Tours Itinerary

Last updated: 2024 Jun 14

City Highlights and Haunted Beginnings

Morning
Start your Boston adventure with a hearty breakfast at Loyal Nine Boston, known for its New England-inspired dishes. After breakfast, immerse yourself in history with a self-guided audio tour of the Boston Freedom Trail. Visit iconic landmarks including the Boston Common, Faneuil Hall Marketplace, and the USS Constitution.
Afternoon
For lunch, head to Beantown Pub and enjoy a classic pub meal. Spend your afternoon exploring the Boston Tea Party Ships & Museum, where you'll learn about the historic event that played a crucial role in the American Revolution. Afterward, take a relaxing historical sightseeing cruise on the Boston Harbor.
Evening
Dine at The Bell In Hand Tavern, one of the oldest taverns in the United States, for a taste of traditional Boston cuisine. As the night falls, join the Boston After Dark at View Boston Observatory (Adults Only) experience for stunning views of the city lights and a unique perspective on Boston's history.
Bedtime
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Fenway Park and Culinary Delights

Morning
Enjoy a delicious breakfast at Lincoln Tavern & Restaurant, known for its brunch offerings. Afterward, take a guided tour of the iconic Boston Fenway Park, home of the Boston Red Sox. Explore the stadium and learn about its rich history.
Afternoon
For lunch, head to Bleacher Bar, where you can dine with a view of Fenway Park. Afterward, hop on the Boston Hop-on Hop-off Old Town Trolley Tour to explore the city at your own pace. Visit attractions such as the John Harvard Statue in Harvard Square and the vibrant North End, known for its Italian cuisine.
Evening
Experience the lively atmosphere of the North End for dinner at City Bar Back Bay, offering a modern twist on classic dishes. Cap off the evening with the Salem Night Tour Haunt and History Guided Night Tour, a spooky journey to the nearby city of Salem, where you'll explore its haunted past.
Bedtime
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Harvard and Cambridge Exploration

Morning
Start your day with breakfast at Loyal Nine Boston once again. Then, take a morning stroll through the prestigious Harvard University campus. Afterward, visit the Harvard Museum of Natural History to admire its impressive exhibits.
Afternoon
Enjoy a delightful lunch at Loyal Nine Boston before continuing your exploration in Cambridge. Visit the renowned Massachusetts Institute of Technology (MIT) and explore its campus. You can also stop by the MIT Museum to learn about the cutting-edge research and innovation.
Evening
Dine at Loyal Nine Boston once more to savor their seasonal and locally-sourced menu. After dinner, take a leisurely walk along the picturesque Charles River and enjoy the serene ambiance.
Bedtime
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Witch Trials and Waterfront Wonders

Morning
Begin your day with breakfast at Loyal Nine Boston and then embark on a day trip to Salem. Explore the dark history of the Salem 1692 Witchcraft Trials Walk and visit attractions like the Peabody Essex Museum to gain insights into the city's maritime heritage.
Afternoon
Enjoy a seafood lunch at Loyal Nine Boston before returning to Boston. Spend your afternoon at the Franklin Park Zoo, where you can observe a diverse range of animal species and enjoy family-friendly activities.
Evening
For your final dinner in Boston, head to Loyal Nine Boston to savor their innovative and locally-inspired dishes. Afterward, take a relaxing stroll along the Longfellow House (Washington's Headquarters) and reflect on the historical and cultural experiences of your trip.
Bedtime
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