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Historical, Culinary, and Sporting Delights in Boston, Massachusetts Itinerary
Last updated: 2024 Jun 14Boston's Rich History and Culinary Gems
Morning
Start your day with a delightful breakfast at Mike's Pastry, famous for its mouthwatering cannolis. Afterward, embark on a guided walking tour of the Freedom Trail, a 2.5-mile route that leads you to 16 historically significant sites. Learn about the American Revolution and visit landmarks like the Boston Common, Faneuil Hall Marketplace, and the USS Constitution.
Afternoon
For lunch, head to Union Oyster House, the oldest continuously operating restaurant in the United States. Afterward, visit the Boston Tea Party Ships and Museum for an interactive tour that brings the events of 1773 to life. Then, take a stroll through the picturesque North End, Boston's oldest residential community, and savor a delicious Italian meal at Mamma Maria.
Evening
In the evening, enjoy a historical sightseeing cruise on the Boston Harbor. Afterward, treat yourself to a sumptuous dinner at Top of the Hub, where you can savor gourmet cuisine while taking in breathtaking panoramic views of the city from the 52nd floor of the Prudential Tower.
Bedtime
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Maritime Adventures and Haunted History
Morning
Start your day with a visit to the New England Aquarium, where you can skip the line and explore the fascinating marine exhibits. Afterward, enjoy a leisurely lunch at Legal Sea Foods, a Boston institution known for its fresh seafood.
Afternoon
In the afternoon, set sail on a Boston Harbor Sunset Yacht Cruise and take in the stunning views of the city's skyline and historic landmarks from the water. After the cruise, explore the haunted side of Boston with a 1.5-hour Ghosts and Gravestones Tour that takes you to the city's most haunted locations.
Evening
For dinner, experience the vibrant atmosphere and delectable Spanish tapas at Toro. Afterward, join a History Pub Crawl Tour Along the Freedom Trail for a unique blend of history and local brews as you visit some of Boston's most historic taverns.
Bedtime
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Baseball, Academic Excellence, and Culinary Delights
Morning
Start your day with a guided tour of the iconic Fenway Park, home of the Boston Red Sox. Afterward, enjoy a classic Boston brunch at Eastern Standard Kitchen & Drinks, located in the heart of Kenmore Square.
Afternoon
Spend the afternoon exploring the prestigious Harvard University with a student-guided walking tour. Afterward, enjoy a delightful lunch at Giacomo's Ristorante, known for its authentic Italian cuisine.
Evening
For your final evening in Boston, indulge in a memorable dining experience at O Ya, a Japanese restaurant that offers innovative omakase menus. After dinner, take a leisurely stroll along the Charles River and enjoy the beautiful views of the city.
Bedtime
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