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5-Day Boston and Salem Halloween Adventure Itinerary Itinerary
Last updated: 2024 Jun 14Historic Trails and Haunted Tales
Morning
Begin your Boston adventure with a hearty breakfast at Mike's Pastry, famous for its delectable pastries. Fuel up for a morning exploring the city's historic sites, starting with a visit to the iconic Boston Common. Stroll through the park and then head to the nearby Freedom Trail for a small group history walking tour, immersing yourself in the rich past of the American Revolution.
Afternoon
For lunch, enjoy the fresh seafood at Legal Sea Foods. Afterward, take a break with a delightful cruise on the Boston Harbor, learning about the city's maritime history and enjoying scenic views. In the late afternoon, hop on the Old Town Trolley Tour to explore more of Boston's top attractions with the flexibility to hop on and off at different sites.
Evening
As the sun sets, savor a dinner with a view at Top of the Hub, offering panoramic scenes of the city. Cap off the night with a spooky 1.5-hour Ghosts and Gravestones Tour, visiting eerie locations and hearing chilling tales of Boston's haunted past.
Bedtime
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Harvard and Cambridge Exploration
Morning
Take a morning trip to nearby Cambridge and enjoy breakfast at Eastern Standard Kitchen & Drinks. Then, immerse yourself in the prestigious atmosphere of Harvard University with a student- guided walking tour. Explore the campus, visit the Harvard Square, and gain insights into the history and culture of this renowned institution.
Afternoon
For lunch, indulge in the mouthwatering dishes at Giacomo's Ristorante. Afterward, continue your Cambridge exploration with visits to the Massachusetts Institute of Technology (MIT) and the MIT Museum. Learn about cutting-edge research and innovation while admiring the campus architecture.
Evening
Return to Boston and enjoy a relaxing evening cruise on the Charles River, taking in the beautiful views of the city and its landmarks. Dine at Row 34, known for its exceptional seafood and industrial-chic atmosphere.
Bedtime
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Fenway Excursion and Culinary Delights
Morning
Start your day with a visit to the iconic Fenway Park, home of the Boston Red Sox. Take a guided ballpark tour and immerse yourself in the history of this legendary stadium. Afterward, enjoy a classic American breakfast at The Capital Grille.
Afternoon
For lunch, savor the flavors of New England at Neptune Oyster, known for its fresh seafood. Spend your afternoon exploring the vibrant Fenway neighborhood, visiting the Isabella Stewart Gardner Museum or enjoying the eclectic shops and cafes.
Evening
Dine at UNION OYSTER HOUSE, the oldest restaurant in the U.S., and indulge in their famous oysters and seafood dishes. End your night with a memorable Boston Harbor Sunset Yacht Cruise, taking in the breathtaking views of the city skyline and enjoying live music on board.
Bedtime
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Witches and Tea Party Tales in Salem
Morning
Embark on a day trip to the bewitching town of Salem. Enjoy breakfast at Santarpio's Pizza, a local favorite known for its delicious pies. Begin your Salem exploration with an interactive tour at the Boston Tea Party Ships and Museum, where you'll be transported back to the revolutionary era.
Afternoon
After a morning of history, take a break with a buffet lunch cruise on the Salem, enjoying the coastal views and fresh sea breeze. Then, delve into the mysterious world of witchcraft with visits to the Salem Witch Museum and the Salem 1692 Witchcraft Trials Walk.
Evening
As the sun sets, join the Salem Night Tour Haunt and History Guided Night Tour to explore the darker side of Salem's past. Hear chilling tales of witch trials and hauntings as you visit eerie sites. For dinner, indulge in the vibrant atmosphere and diverse flavors of Salem's restaurant scene.
Bedtime
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Aquatic Life and North End Flavors
Morning
Begin with a visit to the New England Aquarium, where you can explore a wide range of marine life, including the mesmerizing giant ocean tank. Enjoy a delightful breakfast at Myers + Chang, known for its inventive Asian-inspired dishes.
Afternoon
For lunch, take a food tour of the historic North End, also known as Boston's "Little Italy." Savor the flavors of the neighborhood with stops at local eateries, including a North End Pizza Tour with 3 Slices and Cannoli.
Evening
Conclude your Boston journey with a visit to the vibrant Faneuil Hall Marketplace. Explore the shops, street performers, and rich history of the marketplace before enjoying a farewell dinner at No. 9 Park, where you can indulge in a sophisticated and memorable dining experience.
Bedtime
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