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Historical Boston and Cambridge Exploration

Historical Boston and Cambridge Exploration Itinerary

Last updated: 2024 Jun 14

Freedom Trail and Culinary Delights

Morning
Begin your Boston adventure with a hearty breakfast at The Capital Grille, known for its elegant atmosphere and delicious dishes. Afterward, immerse yourself in the city's history with a Guided Walking Tour of the Freedom Trail. Learn about the American Revolution as you visit 16 historical sites with a knowledgeable guide.
Afternoon
For lunch, head to P.F. Chang's China Bistro for a fusion of Asian flavors. Post-lunch, continue your historical journey with a visit to the Boston Tea Party Ships and Museum Interactive Tour. Experience the famous event that forever changed the course of American history.
Evening
As the sun sets, indulge in a delightful North End Food Experience with Pizza, Meats & Cheese. This walking tour will take you through Boston's Little Italy, where you'll savor the flavors of the neighborhood. Conclude the evening with a History Pub Crawl Tour Along the Freedom Trail, enjoying drinks and stories of the city's past.
Bedtime
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Academic and After-Dark Adventures

Morning
Start your day with a breakfast at Panera Bread, offering a variety of freshly baked goods. Then, engage your mind with a Massachusetts Institute of Technology Public Tour. Explore the renowned campus and learn about its cutting-edge research and innovation.
Afternoon
For lunch, enjoy the casual ambiance and delicious burgers at Five Guys Burgers and Fries. Afterward, take a Cambridge Harvard University Student-Guided Walking Tour to discover the history and culture of the oldest institution of higher learning in the United States.
Evening
Dine at The Cheesecake Factory, known for its extensive menu and, of course, delectable cheesecakes. Then, experience the city from a different perspective with an After Dark at View Boston Observatory (Adults Only). Enjoy the night sky and the sparkling city lights.
Bedtime
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Massachusetts Institute of Technology Public Tour

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Cambridge Harvard University Student-Guided Walking Tour

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Trolley Tour and Haunted History

Morning
Grab a quick breakfast at Shake Shack, known for its burgers and shakes. Then, hop on the Hop-on Hop-off Old Town Trolley Tour to get an overview of the city's major landmarks and attractions. Feel free to hop off at any stop that piques your interest.
Afternoon
Enjoy a leisurely lunch at LongHorn Steakhouse, offering a wide range of grilled specialties. Post-lunch, join the 1.5-Hour Ghosts and Gravestones Tour for a spine-tingling journey through Boston's haunted history.
Evening
For dinner, head to Texas Roadhouse for a lively atmosphere and mouthwatering steaks. Afterward, take a relaxing Historical Sightseeing Cruise to see the city from the water, accompanied by narrations of its rich past.
Bedtime
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Visit Boston 1.5-Hour Ghosts and Gravestones Tour in Boston
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1.5-Hour Ghosts and Gravestones Tour

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Observatories and Culinary Tours

Morning
Start your day with breakfast at Cracker Barrel Old Country Store, known for its homestyle cooking. Then, enjoy a bird's eye view of the city at the View Boston Observatory Entry Ticket. Take in the panoramic sights and plan your day.
Afternoon
Have a delightful lunch at In-N-Out Burger, famous for its simple yet delicious menu. Afterward, satisfy your sweet tooth with a Guided Delicious Donut Tour with Tastings. Explore the city's donut scene and enjoy some of the best treats.
Evening
Conclude your culinary journey with a Boston's North End Secret Food Tour. This evening walking tour will introduce you to the hidden gems of the North End, Boston's oldest residential community, and the city's Little Italy. Enjoy the authentic flavors and stories behind the dishes.
Bedtime
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Guided Delicious Donut Tour with Tastings

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Parks, Sports, and Farewell Feasts

Morning
Enjoy a breakfast at Denny's, offering classic American comfort food. Then, spend your morning at the iconic Boston Fenway Park Guided Ballpark Tour with Options. Explore the historic stadium and learn about its storied past.
Afternoon
For lunch, head to Buffalo Wild Wings for a casual dining experience with a wide selection of wings and other pub-style fare. Afterward, take a leisurely stroll at the Boston Public Garden, one of the city's most beloved green spaces.
Evening
Conclude your Boston journey with a memorable dinner at The Capital Grille, where you can savor the finest in steakhouse dining. Reflect on your trip and enjoy the elegant ambiance as you bid farewell to the city.
Bedtime
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Visit Boston Fenway Park Guided Ballpark Tour with Options in Boston
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Boston Fenway Park Guided Ballpark Tour with Options

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