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Historic Trails and Haunted Tales in Boston & Salem

Historic Trails and Haunted Tales in Boston & Salem Itinerary

Last updated: 2024 Jun 14

Freedom and Flavors on the Freedom Trail

Morning
Begin your Boston adventure with a hearty breakfast at Mike's Pastry, famous for its cannolis and pastries. Fuel up for a morning exploring the Boston Freedom Trail Walking Tour. This 2.5-hour guided tour will take you to 11 historically significant sites, including the USS Constitution and the Paul Revere House.
Afternoon
For lunch, enjoy the fresh seafood at Legal Sea Foods. Afterward, take a self-guided tour of the Boston Tea Party Ships & Museum. Spend some time learning about the historic event that took place in 1773.
Evening
As the sun sets, savor a fine dining experience at No. 9 Park. Conclude your day with a Boston Harbor Sunset Yacht Cruise, offering stunning views of the city skyline and waterfront landmarks.
Bedtime
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Boston Freedom Trail Walking Tour

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Paul Revere House

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Boston Tea Party Ships & Museum

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Boston Harbor Sunset Yacht Cruise

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Harvard Highlights and Cambridge Charm

Morning
Enjoy a leisurely morning with breakfast at Toro, known for its Spanish tapas. Then, head to Cambridge for a Harvard University and Massachusetts Institute of Technology (MIT) exploration. Walk through Harvard Square and visit the John Harvard Statue for a photo op.
Afternoon
For lunch, try the wood-fired pizzas at Santarpio's Pizza, a local favorite. Spend your afternoon visiting the Massachusetts Institute of Technology Public Tour and the MIT Museum to get a glimpse of cutting-edge innovation.
Evening
Dine at Eastern Standard Kitchen & Drinks, offering a sophisticated setting and a menu of diverse, globally-inspired dishes. After dinner, take a stroll along the Charles River to admire the city lights.
Bedtime
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Harvard University

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Massachusetts Institute of Technology (MIT)

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Harvard Square

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John Harvard Statue

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MIT Museum

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Charles River

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Witchcraft, Warlocks, and Walking Tours

Morning
Start your day with a visit to the Salem Witch Museum Admission Ticket. Explore the history of the Salem witch trials and the witchcraft hysteria of 1692. Afterward, grab a coffee at a local cafe to prepare for your walking tour.
Afternoon
For lunch, indulge in the Italian cuisine at Giacomo's Ristorante, a cozy spot with a reputation for excellent food. Post-lunch, take the Salem Ghosts, Witches, & Warlocks Guided Walking Tour to discover the spooky and mysterious side of Salem.
Evening
Conclude your day with the Salem Night Tour Haunt and History Guided Night Tour. This lantern-lit evening tour will take you to haunted locations and share chilling tales of the city's past. For dinner, enjoy the casual ambiance and fresh seafood at Row 34.
Bedtime
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Salem Witch Museum Admission Ticket

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Trolley Rides and Tastings

Morning
Take a relaxed morning with breakfast at Myers + Chang, offering a fusion of Chinese, Taiwanese, Thai, and Vietnamese flavors. Post-breakfast, embark on the Boston Hop-on Hop-off Old Town Trolley Tour. Use this convenient mode of transport to visit various attractions around the city, hopping off at stops that pique your interest.
Afternoon
For lunch, enjoy the ambiance and fresh oysters at Neptune Oyster. After a satisfying meal, continue your exploration with a visit to the Boston View Boston Observatory Entry Ticket. Take in panoramic views of the city while learning about its history and landmarks.
Evening
Dine at O Ya, a contemporary Japanese restaurant offering an omakase experience. After dinner, satisfy your sweet tooth with the Boston Guided Delicious Donut Tour with Tastings. Sample a variety of delectable donuts while learning about the city's culinary scene.
Bedtime
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Boston Hop-on Hop-off Old Town Trolley Tour

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Historic Harbor and Haunted Pub Crawl

Morning
Begin your final day with breakfast at Craigie on Main, known for its innovative, French-inspired cuisine. Afterward, set out on the water for a Boston Historical Sightseeing Cruise. Learn about the city's maritime history and pass by iconic landmarks.
Afternoon
For lunch, head to Menton, a fine dining establishment offering exceptional French cuisine. Post-lunch, visit the Longfellow House (Washington's Headquarters) to explore the historic home and gardens of poet Henry Wadsworth Longfellow.
Evening
Conclude your trip with the Salem Boos and Brews Haunted Pub Crawl. This guided tour will take you to the city's most haunted pubs, where you can enjoy a drink while listening to ghostly tales. For a memorable final dinner, dine at The Capital Grille, known for its dry-aged steaks and extensive wine selection.
Bedtime
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