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Historical and Haunted Boston: 5-Day Itinerary Itinerary
Last updated: 2024 Jun 14Colonial Beginnings and Harbor Cruises
Morning
Start your historical journey with a hearty breakfast at The Black Rose, an iconic Irish pub in the heart of Boston. Afterward, immerse yourself in the city's past with a Boston Tea Party Ships and Museum Interactive Tour. Experience the events that sparked the American Revolution.
Afternoon
For lunch, head to Clarke's at Faneuil Hall, located in the historic Faneuil Hall Marketplace. Afterward, enjoy a leisurely Boston Historical Sightseeing Cruise to see the city from a different perspective.
Evening
Dine at Fin Point Oyster Bar + Grille, offering a sophisticated seafood menu. Cap off the evening with the Boston Harbor Sunset Yacht Cruise, enjoying the city lights and a gentle sea breeze.
Bedtime
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4.75Boston Tea Party Ships and Museum Interactive Tour
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4.75Boston Tea Party Ships and Museum Interactive Tour
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4.56Boston Historical Sightseeing Cruise
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4.56Boston Historical Sightseeing Cruise
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Freedom Trail and North End Delights
Morning
Begin with a classic Boston breakfast at The Merchant Kitchen & Drinks. Then, embark on a Boston Guided Walking Tour of the Freedom Trail to visit 16 historical sites, including the Massachusetts State House and the Paul Revere House.
Afternoon
Enjoy an Italian lunch in the North End at CLINK. and The Liberty Bar. Afterward, take a self-guided walk through the charming neighborhood, visiting the Old North Church and enjoying some cannoli at a local bakery.
Evening
Experience the lively atmosphere of Faneuil Hall Marketplace in the evening, with its street performers and array of dining options. Have dinner at The Point Boston, known for its contemporary American cuisine.
Bedtime
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4.85Boston Guided Walking Tour of the Freedom Trail
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4.85Boston Guided Walking Tour of the Freedom Trail
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4.59Faneuil Hall Marketplace
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4.59Faneuil Hall Marketplace
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Universities and Upscale Dining
Morning
Start your day with a visit to two prestigious universities, Harvard and MIT. Have breakfast at Tavern in the Square in Harvard Square before taking a Cambridge Harvard University Student-Guided Walking Tour and exploring the MIT campus on your own.
Afternoon
Enjoy a leisurely lunch at Yard House, offering a wide range of dishes and a vibrant atmosphere. Spend the afternoon strolling along the Charles River or visiting the MIT Museum if you're interested in science and technology.
Evening
Dine at Porters Bar and Grill, a cozy spot with a diverse menu. Afterward, catch a performance at the Harvard Square or enjoy a drink at one of the area's many bars and lounges.
Bedtime
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4.57Cambridge Harvard University Student-Guided Walking Tour
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4.57Cambridge Harvard University Student-Guided Walking Tour
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4.54Charles River
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4.54Charles River
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Parks, Sports, and Haunted Tales
Morning
Have a refreshing breakfast at Warehouse Bar & Grille before heading to the famous Fenway Park for a Boston Fenway Park Guided Ballpark Tour with Options. Explore the history of this iconic sports venue.
Afternoon
For lunch, try the innovative dishes at The Tip Tap Room. Afterward, take a walk through the serene Boston Common and Public Garden, enjoying the greenery and maybe even a swan boat ride.
Evening
Experience the spookier side of Boston with the Boston After Dark at View Boston Observatory (Adults Only). Before that, enjoy a dinner at Silvertone Bar & Grill, known for its comfort food and extensive drink selection.
Bedtime
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4.19Fenway Park
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4.19Fenway Park
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4.79Boston Fenway Park Guided Ballpark Tour with Options
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4.79Boston Fenway Park Guided Ballpark Tour with Options
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Salem Day Trip and Witchy Wonders
Morning
Take a day trip to Salem, Massachusetts, and start with a breakfast at Emmets. Then, explore the witch trials and maritime history with the Salem Pirate Museum with Authentic Treasures Entry Ticket and the Salem Secrets of Salem Hidden History Walking Tour.
Afternoon
Enjoy a seafood lunch at Rock Bottom Restaurant & Brewery before visiting the Peabody Essex Museum to see its extensive collection of art and cultural artifacts.
Evening
Dine at The Bell In Hand Tavern, one of the oldest taverns in the United States. Afterward, take the Salem Night Tour Haunt and History Guided Night Tour to learn about the city's darker past.
Bedtime
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4.91Salem Pirate Museum with Authentic Treasures Entry Ticket
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4.91Salem Pirate Museum with Authentic Treasures Entry Ticket
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4.56Salem Secrets of Salem Hidden History Walking Tour
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4.56Salem Secrets of Salem Hidden History Walking Tour
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