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Roam Around

Historic Boston and Enchanting Salem in 5 Days Itinerary

Last updated: 2024 Jun 14

Freedom Trail and Harbor Views

Morning

Start your day with a delightful breakfast at Mike's Pastry, known for its delicious pastries. Afterward, embark on the Boston Freedom Trail Small Group Walking History Tour at 10:00 am, immersing yourself in the rich history of the city.

Afternoon

For lunch, savor the fresh seafood at Legal Sea Foods. In the afternoon, continue your historical exploration with a visit to the Boston Tea Party Ships and Museum Interactive Tour. Afterward, take a Boston Harbor Sunset Cruise to enjoy the beautiful views.

Evening

Conclude your day with a dinner at Row 34, known for its oysters and seafood. After dinner, take a leisurely stroll around Boston North End, also known as Little Italy, and enjoy the vibrant atmosphere.

Bedtime

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4.91
Boston Freedom Trail Small Group Walking History Tour
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4.75
Boston Tea Party Ships and Museum Interactive Tour
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Whale Watching and Fenway Park

Morning

Enjoy a hearty breakfast at The Capital Grille before heading to the harbor for a Boston Whale Watching Catamaran Cruise. After the cruise, visit the iconic Fenway Park for a guided ballpark tour.

Afternoon

For lunch, indulge in a classic New England meal at Union Oyster House, the oldest restaurant in the U.S. In the afternoon, explore the Museum of Science Boston.

Evening

Dine at Craigie on Main, known for its innovative cuisine. After dinner, take a Boston Harbor Champagne Sunset Sail from Rowes Wharf for a magical end to the day.

Bedtime

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4.58
Boston Whale Watching Catamaran Cruise
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4.19
Fenway Park
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Witch Trials and Maritime History

Morning

Start your day with a breakfast at Neptune Oyster, a popular spot for seafood. Then, take a trip to Salem and begin with the Salem 1692 Witchcraft Trials Walk to learn about the infamous witch trials.

Afternoon

For lunch, try the renowned pizza at Santarpio's Pizza. In the afternoon, visit the Salem Witch Museum Admission Ticket and explore the maritime history at the Salem Secrets of Salem Hidden History Walking Tour.

Evening

Enjoy a dinner at Giacomo's Ristorante, known for its Italian cuisine. Conclude your day with the Salem Night Tour Haunt and History Guided Night Tour for a spooky yet informative experience.

Bedtime

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4.26
Salem 1692 Witchcraft Trials Walk
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Salem Witch Museum Admission Ticket
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Harvard and MIT Exploration

Morning

Begin your day with a breakfast at Oleana, offering a delightful Mediterranean menu. Then, head to Cambridge and take a Cambridge Explore Harvard University on a Student-Led Tour to discover the prestigious institution.

Afternoon

For lunch, enjoy the contemporary Spanish tapas at Toro. In the afternoon, visit the Massachusetts Institute of Technology Public Tour to explore the cutting-edge campus.

Evening

Dine at Eastern Standard Kitchen & Drinks, a popular brasserie. Afterward, take a leisurely walk around Harvard Square and soak in the vibrant atmosphere.

Bedtime

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4.57
Cambridge Explore Harvard University on a Student-Led Tour
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4.57
Massachusetts Institute of Technology Public Tour
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Aquatic Wonders and Culinary Delights

Morning

Enjoy a relaxed breakfast at Myers + Chang, known for its Asian-inspired cuisine. Then, visit the New England Aquarium and immerse yourself in the underwater world.

Afternoon

For lunch, experience a unique dining cruise with Mamma Maria, offering stunning views of the city. In the afternoon, take a Boston Duck Tour The Original and World-Famous for a fun and informative ride.

Evening

Conclude your trip with a memorable dinner at O Ya, a top-rated sushi restaurant. Afterward, take a Boston Harbor Sunset Yacht Cruise to enjoy the city lights from the water.

Bedtime

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