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Ultimate 5-Day New England Adventure Itinerary

Ultimate 5-Day New England Adventure Itinerary Itinerary

Last updated: 2024 Jun 14

Historic Landmarks and Scenic Views

Morning
Begin your New England adventure with a hearty breakfast at Eastern Standard Kitchen & Drinks, known for its classic dishes and vibrant atmosphere. Afterward, take a Guided Walking Tour of the Freedom Trail, visiting iconic sites such as the Boston Common, Faneuil Hall, and the Paul Revere House.
Afternoon
For lunch, enjoy the fresh seafood at Legal Sea Foods. Spend your afternoon exploring the interactive exhibits at the Boston Tea Party Ships and Museum. Later, take in the city's skyline with a visit to the View Boston Observatory.
Evening
Dine with a view at Top of the Hub, where you can savor a delicious meal while overlooking the city. Wrap up your day with a Boston Harbor Sunset Yacht Cruise, enjoying the cool breeze and the sightseeing opportunities.
Bedtime
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Boston Guided Walking Tour of the Freedom Trail

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Boston Boston Tea Party Ships and Museum Interactive Tour

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Boston View Boston Observatory Entry Ticket

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Boston Harbor Sunset Yacht Cruise

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Culinary Delights and Cultural Sights

Morning
Start your day with a visit to the North End to Freedom Trail Food and History Tour. Sample the best Italian dishes in the North End while learning about the neighborhood's rich history. After the tour, grab a cannoli at Mike's Pastry to enjoy later.
Afternoon
After a satisfying morning, take a stroll through the Harvard University campus in nearby Cambridge. For lunch, indulge in mouthwatering sushi at O Ya, known for its innovative omakase menu. Explore the boutiques and bookstores in Harvard Square before returning to Boston.
Evening
For dinner, experience the lively atmosphere and exceptional cuisine at Neptune Oyster. Cap off the evening with a visit to the Salem Witch Museum Admission Ticket, immersing yourself in the history of the witch trials.
Bedtime
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Boston North End to Freedom Trail Food and History Tour

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Harvard University

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Salem Witch Museum Admission Ticket

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Iconic Sports and Scenic Riverways

Morning
Kick off the day with a Boston Fenway Park Guided Ballpark Tour with Options. Explore the legendary home of the Boston Red Sox and learn about its storied history. After the tour, enjoy a classic Boston lunch at Union Oyster House, the oldest restaurant in the city.
Afternoon
Spend your afternoon at the Charles River, where you can engage in activities such as kayaking, paddleboarding, or simply enjoying a leisurely riverside walk. Later, visit the MIT Museum to explore the intersection of art, science, and technology.
Evening
Dine at Row 34, a warm and convivial restaurant known for its outstanding seafood. Conclude your day with a visit to the Salem Night Tour Haunt and History Guided Night Tour, delving into the mysterious and spooky side of the city.
Bedtime
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Boston Fenway Park Guided Ballpark Tour with Options

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Charles River

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MIT Museum

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Salem Night Tour Haunt and History Guided Night Tour

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Historical Trails and Haunted Tales

Morning
Start with a guided Small Group Freedom Trail History Walking Tour, delving into the rich history of the American Revolution. After the tour, enjoy a traditional New England breakfast at The Capital Grille.
Afternoon
Explore the vibrant and diverse marine life at the New England Aquarium. For lunch, savor the flavors of the sea at Myers + Chang, known for its creative Asian-inspired dishes. Afterward, take a leisurely walk along the waterfront.
Evening
Enjoy a delightful dinner at Giacomo's Ristorante, a North End favorite, known for its classic Italian cuisine. Cap off the evening with a Ghosts, Witches, & Warlocks Guided Walking Tour through the historic streets of Boston.
Bedtime
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Boston Freedom Trail Small Group Guided Walking Tour

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Barcelona 24 or 48-Hour Hop-On Hop-Off Bus Tour

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Salem Ghosts, Witches, & Warlocks Guided Walking Tour

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Exploration and Flexibility

Morning
Begin with a Hop-on Hop-off Old Town Trolley Tour, allowing you the flexibility to choose your morning activities. Hop off at the sites that interest you most, and enjoy breakfast at a local cafe along the way.
Afternoon
Use your Go City Explorer Pass including 2 to 5 Attractions to visit the attractions of your choice. For lunch, try the innovative dishes at Craigie on Main, known for its farm-to-table fare and inventive cocktails.
Evening
Conclude your trip with a memorable dinner at No. 9 Park, where Chef Barbara Lynch's European-influenced cuisine has earned it a spot among the city's best restaurants. Reflect on your New England journey over exquisite dishes and fine wines.
Bedtime
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Boston Hop-on Hop-off Old Town Trolley Tour

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Boston Go City Explorer Pass including 2 to 5 Attractions

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