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![5-Day Boston and Cambridge Exploration with Iconic Landmarks and Culinary Delights](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018cdb66-30ea-7683-aa55-558149ef98c0/location629.jpg)
5-Day Boston and Cambridge Exploration with Iconic Landmarks and Culinary Delights Itinerary
Last updated: 2024 Jun 14Historical Landmarks and Scenic Views
Morning
Begin your Boston adventure with a panoramic view of the city from the Boston View Boston Observatory. After taking in the sights, head to the historic Boston Tea Party Ships and Museum for an interactive tour that brings the American Revolution to life.
Afternoon
For lunch, savor the flavors of Boston's North End on the Boston's North End Secret Food Tour. Afterward, immerse yourself in history with a guided walking tour of the Freedom Trail, visiting iconic sites like the Paul Revere House and the Granary Burying Ground.
Evening
As the sun sets, experience the city after dark with the Boston After Dark at View Boston Observatory (Adults Only). Then, enjoy a delightful dinner at Lincoln Tavern & Restaurant, known for its innovative American cuisine and vibrant atmosphere.
Bedtime
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![Visit Boston View Boston Observatory Entry Ticket in Boston](https://cdn.getyourguide.com/img/tour/64bac79cab09e.jpeg/21.jpg)
4.65Boston View Boston Observatory
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![Visit Boston View Boston Observatory Entry Ticket in Boston](https://cdn.getyourguide.com/img/tour/64bac79cab09e.jpeg/21.jpg)
Boston View Boston Observatory
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![Visit Boston Boston Tea Party Ships and Museum Interactive Tour in Boston](https://cdn.getyourguide.com/img/tour/30a0bde098eb21d1.jpeg/21.jpg)
4.75Boston Tea Party Ships and Museum
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![Visit Boston Boston Tea Party Ships and Museum Interactive Tour in Boston](https://cdn.getyourguide.com/img/tour/30a0bde098eb21d1.jpeg/21.jpg)
Boston Tea Party Ships and Museum
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![Visit Boston's North End Secret Food Tour in Boston](https://cdn.getyourguide.com/img/tour/5bec77ac06380.jpeg/21.jpg)
4.72Boston's North End Secret Food Tour
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![Visit Boston's North End Secret Food Tour in Boston](https://cdn.getyourguide.com/img/tour/5bec77ac06380.jpeg/21.jpg)
Boston's North End Secret Food Tour
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![Visit Boston Guided Walking Tour of the Freedom Trail in Boston](https://cdn.getyourguide.com/img/tour/1f5b03dc768c9523.jpeg/21.jpg)
4.85Freedom Trail
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![Visit Boston Guided Walking Tour of the Freedom Trail in Boston](https://cdn.getyourguide.com/img/tour/1f5b03dc768c9523.jpeg/21.jpg)
Freedom Trail
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![Visit Paul Revere House in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/89/bb.jpg)
4.49Paul Revere House
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![Visit Paul Revere House in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/89/bb.jpg)
Paul Revere House
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![Visit Granary Burying Ground in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/2d/02/58.jpg)
4.54Granary Burying Ground
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![Visit Granary Burying Ground in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/2d/02/58.jpg)
Granary Burying Ground
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![Visit Boston After Dark at View Boston Observatory (Adults Only) in Boston](https://cdn.getyourguide.com/img/tour/f6dddce8422790e0.jpeg/21.jpg)
4.11Boston After Dark at View Boston Observatory (Adults Only)
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![Visit Boston After Dark at View Boston Observatory (Adults Only) in Boston](https://cdn.getyourguide.com/img/tour/f6dddce8422790e0.jpeg/21.jpg)
Boston After Dark at View Boston Observatory (Adults Only)
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Academic and Athletic Icons
Morning
Start your day with a guided tour of the world-renowned Harvard University in nearby Cambridge. Explore the historic campus and learn about its prestigious history.
Afternoon
After the tour, enjoy a leisurely lunch at Five Horses Tavern - South End, offering a diverse menu and a cozy ambiance. Post-lunch, visit the legendary Fenway Park for a guided ballpark tour, immersing yourself in the rich traditions of America's oldest Major League Baseball stadium.
Evening
Dine at Bleacher Bar, where you can enjoy a unique dining experience with a view directly into Fenway Park. Afterward, take a stroll through the vibrant atmosphere of Kenmore Square and enjoy the evening in this lively neighborhood.
Bedtime
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![Visit Harvard University in Boston](https://media.tacdn.com/media/attractions-content--1x-1/12/31/c0/57.jpg)
4.25Harvard University
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![Visit Harvard University in Boston](https://media.tacdn.com/media/attractions-content--1x-1/12/31/c0/57.jpg)
Harvard University
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![Visit Fenway Park in Boston](https://media.tacdn.com/media/attractions-content--1x-1/12/31/df/f1.jpg)
4.19Fenway Park
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![Visit Fenway Park in Boston](https://media.tacdn.com/media/attractions-content--1x-1/12/31/df/f1.jpg)
Fenway Park
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![Visit Kendall Square in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/8e/27.jpg)
4.82Kenmore Square
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![Visit Kendall Square in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/8e/27.jpg)
Kenmore Square
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Maritime History and Culinary Delights
Morning
Embark on a historical sightseeing cruise to learn about Boston's maritime past and enjoy the city's skyline from the water on the Boston Historical Sightseeing Cruise. After the cruise, grab a delicious breakfast at Clarke's at Faneuil Hall, located in the heart of the city.
Afternoon
Spend your afternoon exploring the lively Faneuil Hall Marketplace and Quincy Market, where you can indulge in a variety of cuisines from local vendors. Afterward, take a self-guided tour of the USS Constitution, the world's oldest commissioned warship afloat.
Evening
Enjoy a memorable dinner at OAK Long Bar + Kitchen, known for its extensive drink selection and upscale American fare. End your evening with a stroll along the charming streets of the North End, also known as Boston's "Little Italy."
Bedtime
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![Visit Boston Historical Sightseeing Cruise in Boston](https://cdn.getyourguide.com/img/tour/6233308710ac3db6.jpeg/21.jpg)
4.56Boston Historical Sightseeing Cruise
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![Visit Boston Historical Sightseeing Cruise in Boston](https://cdn.getyourguide.com/img/tour/6233308710ac3db6.jpeg/21.jpg)
Boston Historical Sightseeing Cruise
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![Visit Faneuil Hall Marketplace in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/61/bc.jpg)
4.59Faneuil Hall Marketplace
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![Visit Faneuil Hall Marketplace in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/61/bc.jpg)
Faneuil Hall Marketplace
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![Visit Quincy Market in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5a/da.jpg)
4.13Quincy Market
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![Visit Quincy Market in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5a/da.jpg)
Quincy Market
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![Visit Chengdu Giant Panda Breeding Research Base Ticket in Boston](https://cdn.getyourguide.com/img/tour/2a826b23c24a537533ee7098f22a79ea9a282042c137b60c718cbf18f3a9f56c.jpg/21.jpg)
4.74USS Constitution
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![Visit Chengdu Giant Panda Breeding Research Base Ticket in Boston](https://cdn.getyourguide.com/img/tour/2a826b23c24a537533ee7098f22a79ea9a282042c137b60c718cbf18f3a9f56c.jpg/21.jpg)
USS Constitution
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![Visit Boston North End in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/84/f4.jpg)
4.51North End
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![Visit Boston North End in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/84/f4.jpg)
North End
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Cambridge Cultural Immersion and Haunted History
Morning
Begin your day with a visit to the Massachusetts Institute of Technology (MIT), where you can explore the campus and its innovative spirit. Afterward, enjoy a delightful breakfast at The Tip Tap Room, known for its unique beer selection and diverse menu.
Afternoon
Take a guided walking tour of the Cambridge Harvard University Student-Guided Walking Tour to gain insights into the student experience and the history of this prestigious institution. For lunch, head to Yard House for a wide range of dishes and an extensive beer list.
Evening
As the night falls, immerse yourself in the Salem Night Tour Haunt and History Guided Night Tour in the nearby historic town of Salem. Explore the spooky side of the city and learn about its haunted past. After the tour, enjoy a late-night drink at The Bell In Hand Tavern, one of the oldest taverns in the United States.
Bedtime
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![Visit Massachusetts Institute of Technology (MIT) in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/a8/8c.jpg)
4.33Massachusetts Institute of Technology (MIT)
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Massachusetts Institute of Technology (MIT)
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![Visit Cambridge Harvard University Student-Guided Walking Tour in Boston](https://cdn.getyourguide.com/img/tour/d023451efbb78671.jpeg/21.jpg)
4.57Cambridge Harvard University Student-Guided Walking Tour
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![Visit Cambridge Harvard University Student-Guided Walking Tour in Boston](https://cdn.getyourguide.com/img/tour/d023451efbb78671.jpeg/21.jpg)
Cambridge Harvard University Student-Guided Walking Tour
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![Visit Salem Night Tour Haunt and History Guided Night Tour in Boston](https://cdn.getyourguide.com/img/tour/5c9bbfa3792b0.jpeg/21.jpg)
4.59Salem Night Tour Haunt and History Guided Night Tour
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![Visit Salem Night Tour Haunt and History Guided Night Tour in Boston](https://cdn.getyourguide.com/img/tour/5c9bbfa3792b0.jpeg/21.jpg)
Salem Night Tour Haunt and History Guided Night Tour
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Literary Legacies and Scenic Strolls
Morning
Begin with a visit to the Longfellow House (Washington's Headquarters) in Cambridge, the former home of renowned poet Henry Wadsworth Longfellow. Then, enjoy a guided tour of the Harvard Museum of Natural History, where you can explore a vast collection of specimens and exhibits.
Afternoon
For lunch, head to Emmets for an authentic Irish dining experience. Afterward, take a leisurely walk along the picturesque Charles River and enjoy the serene views of the water and the city skyline.
Evening
Conclude your Boston journey with a delicious dinner at The White Bull Tavern, offering a warm and inviting atmosphere. Reflect on your trip as you enjoy a meal in this historic city.
Bedtime
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![Visit Santa Ana Volcano Hiking Tour + Coatepeque Lake Sightseeing in Boston](https://cdn.getyourguide.com/img/tour/4f561f88cb0a0.png/21.jpg)
4.33Longfellow House (Washington's Headquarters)
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![Visit Santa Ana Volcano Hiking Tour + Coatepeque Lake Sightseeing in Boston](https://cdn.getyourguide.com/img/tour/4f561f88cb0a0.png/21.jpg)
Longfellow House (Washington's Headquarters)
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![Visit Harvard Museum of Natural History in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/92/ea.jpg)
3.80Harvard Museum of Natural History
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![Visit Harvard Museum of Natural History in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/92/ea.jpg)
Harvard Museum of Natural History
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![Visit Charles River in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/2d/0f/f2.jpg)
4.54Charles River
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![Visit Charles River in Boston](https://media.tacdn.com/media/attractions-content--1x-1/0b/2d/0f/f2.jpg)
Charles River
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