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Boston Historic Landmarks and Culinary Delights

Boston Historic Landmarks and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Freedom Trail and Seafood Sensations

Morning
Start your day with a hearty breakfast at OAK Long Bar + Kitchen [12345], known for its elegant ambiance and diverse menu. After breakfast, immerse yourself in history with a self-guided walk along the Freedom Trail. Explore iconic landmarks such as the Massachusetts State House, Granary Burying Ground, and the Paul Revere House.
Afternoon
For lunch, indulge in the fresh seafood at Fin Point Oyster Bar + Grille [67890]. Post lunch, continue your historical journey with a visit to the USS Constitution, also known as "Old Ironsides," and the nearby Bunker Hill Monument.
Evening
As the day winds down, enjoy a delightful dinner at Lincoln Tavern & Restaurant [34567] in South Boston. Afterward, take a leisurely walk through the charming North End, also known as Boston's "Little Italy," and savor some authentic Italian gelato to cap off your day.
Bedtime
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Harvard and MIT Exploration

Morning
Fuel up for the day with breakfast at CLINK. and The Liberty Bar, located in the historic Liberty Hotel. Then, embark on a self-guided visit to Harvard University and explore the prestigious campus, including Harvard Square, the John Harvard Statue, and the Harvard Museum of Natural History (optional visit).
Afternoon
Enjoy a delightful lunch at Bar Cicchetti Boston, offering a menu inspired by the flavors of Venice. Afterward, cross the Charles River to visit the renowned Massachusetts Institute of Technology (MIT). Take a public tour to learn about the cutting-edge research and innovation at one of the world's top universities.
Evening
Experience the vibrant atmosphere of Kendall Square, a hub of technology and innovation. For dinner, head to The Street Bar and enjoy a variety of culinary options in a lively food hall setting.
Bedtime
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Sports and Brews

Morning
Start your day with breakfast at Beantown Pub, a classic spot with a wide selection of dishes. Then, gear up for an interactive experience with a Fenway Park Guided Ballpark Tour with Options. Explore the historic stadium and learn about the rich baseball history of the Boston Red Sox.
Afternoon
After the tour, enjoy a pub-style lunch at Causeway Boston, located near the TD Garden. Spend the rest of the afternoon exploring the vibrant Faneuil Hall Marketplace and Quincy Market, where you can shop for souvenirs and enjoy street performances.
Evening
For a unique dining experience, visit 4th Wall Restaurant & Bar, known for its innovative menu and theatrical ambiance. After dinner, if it's a game night, catch a live sports event at the TD Garden or head to a nearby sports bar to enjoy the local atmosphere.
Bedtime
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Historical Immersion and Haunted Tales

Morning
Enjoy a delightful breakfast at Silvertone Bar & Grill, a cozy spot with a retro vibe. Then, start your day with a visit to the Boston Tea Party Ships and Museum Interactive Tour. Immerse yourself in the events that led to the American Revolution and participate in the interactive exhibits.
Afternoon
For lunch, head to jm Curley, a gastropub with a laid-back atmosphere and a menu featuring classic comfort food. Afterward, join the Boston History Pub Crawl Tour Along the Freedom Trail and explore the city's historic pubs while learning about the role of taverns in the American Revolution.
Evening
Experience the darker side of Boston with a Boston In Cold Blood True Crime Guided Walking Tour. After the tour, lighten the mood with dinner at Blake's Kitchen + Bar, known for its diverse menu and welcoming ambiance.
Bedtime
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Culinary Delights and Evening Views

Morning
Indulge in a delicious breakfast at Time Out Market Boston, where you can choose from a variety of local vendors. After breakfast, take a self-guided Guided Delicious Donut Tour with Tastings and explore the best donut spots in the city.
Afternoon
For lunch, head to The Bell In Hand Tavern, one of the oldest taverns in the United States, and enjoy a meal in a historic setting. Afterward, visit the Boston View Boston Observatory Entry Ticket and take in panoramic views of the city.
Evening
Dine at Elephant & Castle, a British-style pub with a warm and inviting atmosphere. After dinner, enjoy an adults-only experience at Boston After Dark at View Boston Observatory (Adults Only), where you can sip on cocktails and enjoy the city lights.
Bedtime
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Day Trip to Salem

Morning
Start your day with breakfast at Mr. Dooley's Boston, known for its Irish hospitality and hearty breakfast options. Then, take a day trip to the nearby city of Salem. Explore the witch trials history with visits to the Salem 1692 Witchcraft Trials Walk and the Paul Revere House.
Afternoon
Enjoy a seafood lunch at Solas Irish Pub, which offers a variety of Irish and American dishes. Afterward, immerse yourself in the spooky side of Salem with the Salem Ghosts, Witches, & Warlocks Guided Walking Tour and visit the Salem Night Tour Haunt and History Guided Night Tour if available.
Evening
Head back to Boston and unwind with dinner at Emmets, a cozy Irish pub with a welcoming atmosphere. Reflect on the day's experiences and enjoy a pint of Guinness or a local craft beer.
Bedtime
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Waterfront and Culinary Cruise

Morning
Enjoy a leisurely breakfast at Bleacher Bar, where you can dine with a view of Fenway Park. After breakfast, take a morning stroll along the Charles River and enjoy the serene waterfront views.
Afternoon
For lunch, visit 4th Wall Restaurant & Bar and savor their creative dishes. Afterward, embark on the Boston's North End Secret Food Tour and explore the culinary delights of one of the city's most vibrant neighborhoods.
Evening
Conclude your trip with a memorable dinner at The Street Bar, where you can enjoy a variety of cuisines in a lively market setting. After dinner, take a relaxing Boston Harbor Sunset Cruise and admire the city's skyline as the sun sets on your Boston adventure.
Bedtime
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