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Boston is a historic American city that has a little bit of everything. It’s steeped in history, overflowing with culture, and tied together with stunning scenery. The modern charm of the city is just as enticing as its historic allure.
If you’re planning a trip to this exciting New England city, guided tours of Boston are a great option. They take the hassle out of planning and leave the itinerary and schedule to someone else. Plus, you’ll learn tons of insider information from your local guide.
Here are our picks for the best tours in Boston, Massachusetts!
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Fenway Park is the iconic Major League Baseball stadium of the Boston Red Sox. Bostonians are passionate Red Sox fans, and this beloved ballpark and baseball team brings the city great pride and joy. This makes a stadium tour one of the best Boston tours.
Tours operate year-round and let you learn about the Red Sox on a more personal level. Visit the press box, see the Fenway Park Living Museum collection, and learn about this historic sports club’s impressive timeline. You’ll also go on top of the infamous “Green Monster”.
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On this historical tour of Boston, you’ll be guided along 11 of the 16 stops on Boston’s Freedom Trail. Visit some of the most significant landmarks of the United State’s revolutionary founding.
Your period-costumed Boston tour guide will lead the way and entertain you with facts and information on American history throughout the tour. See the beautiful Boston Common – America’s first public park. Visit the Granary Burying Ground – the final resting place of many brave American heroes.
Learn about American history from an up-close perspective. This Boston walking tour combines learning with entertainment and presents a great overview of the city.
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Follow a current Harvard student through the world-famous Harvard University campus. You’ll get an insider’s perspective and learn all about the school’s current culture.
Meet your guide and group in the heart of Harvard Square before continuing on to explore the historic Harvard Yard. Learn tales of Harvard history and insight from a student. See major Harvard landmarks, like the Johnston Gate, the John Harvard Statue, Memorial Hall, and Widener Library.
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Climb aboard the Boston trolley and enjoy convenient transportation and on-board entertainment. With your full-day trolley ticket, you’ll easily be able to tour all the highlights of Boston at your own pace.
There are 18 well-placed bus stops across the city that will connect you to over 100 Boston points of interest.
Hop on and off at any stop you’d like. This Boston tour by bus covers all the city’s main areas. These include Beacon Hill, Back Bay, the Theater District, and the Waterfront.
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Discover Boston on a World War II-style boat that travels on land and water! Start your tour driving through Boston’s historic streets. Then, head right into the Charles River on one continuous journey.
You’ll travel past popular sites, including the State House, Bunker Hill, the Boston Common, and Copley Square. Enjoy unobscured views of Boston and Cambridge from the water.
You’ll learn lots of little known facts from your tour guide throughout your whole journey.
Explore Boston’s North End district on guided food walking tour. Enjoy the city’s famous Italian food, including specialties like fresh lobster rolls, Italian sandwiches, pizza, and cannolis.
This tour combines learning about Boston’s history with sampling the city’s cuisine. You’ll make seven stops to taste local dishes. All the while, your tour guide will entertain you with almost 400 years of American history.
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Take a historical journey back in time and revisit a famous event that changed American history. The Boston Tea Party Ships and Museum is an interactive museum that lays out the events surrounding the Boston Tea Party and the American Revolution.
Follow your costumed guide through all the areas of the museum. See restored Boston tea ships, throw a crate of tea into the sea, and meet live 18th-century characters. This tour makes learning hands-on. It’s a fun way to discover an important part of American history.
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Boston has several important universities that are world-renowned for their innovative research. The Massachusetts Institute of Technology (MIT) is one of them. Take a student-led guided tour of the famous MIT campus and explore this institution’s great achievements.
Visit Kendall Square, see the Great Dome, and admire this beautiful campus stretched alongside the Charles River.
Learn about cutting-edge research in math, science, and technology. Hear about the school’s alumni, including astronaut Buzz Aldrin and world-famous architect, I.M. Pei.
If you’re looking for romantic Boston excursions, book a sunset cruise and end your day taking in the breathtaking views of the sun setting over the Boston skyline.
Cruise through the Boston Harbor and listen as your tour guide provides information on the sights you’re passing.
A highlight of the tour is watching the USS Constitution perform its sunset serenade. This is when the boat cannon fires and the flag lowers to signal the end of the day. From your position on the boat, you’ll be able to watch this nighttime ritual with unobscured views.
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Are you looking for unique Boston history tours? With this sightseeing cruise, you’ll learn about Boston’s fascinating history while traveling through the picturesque Harbor Islands National Park Area.
Enjoy wonderful views of the Boston skyline as you take in the fresh open-air. Learn the highlights of American History and hear tales of the Revolutionary War. Pass the nation’s oldest continuously manned lighthouse and the city’s extravagant waterfront properties. This tour is fun for all ages.
Leave the city of Boston behind on a high-speed catamaran and set off for a three-hour whale-watching cruise. See Humpback, Finback whales, Minke Whales, and other marine animals up-close.
Catamarans provide a great way to see the ocean’s most interesting creatures. There are three outside decks that provide very spacious viewing platforms and optimal visibility. Inside you’ll find cushioned seating, tables, and a snack and beverage counter.
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On this Boston sightseeing tour, you’ll cruise through the city on wheels. Explore the highlights of the city as you follow your cycle tour guide around Boston’s most scenic sites. Popular areas include the Boston Common, Copley Square, and the Charles River Esplanade.
Travel from the busy streets of downtown, to the serene paths on the outskirts of the city. You’ll learn about Boston’s past and present as you pass important monuments, landmarks, and historical buildings. This tour is fun for all ages.
Explore important historical landmarks just outside Boston as you follow in the footsteps of George Washington.
You’ll visit the Cambridge Common, where Washington took command of the Continental Army. Stand on the Lexington Green, the area where American soldiers stood their ground against English soldiers. Travel to the Old North Bridge, where the American farmers fired the “shot heard round the world”.
This history tour takes you on a journey to the top sites associated with the American revolution.
Take a good old fashioned pub crawl and learn about American history while enjoying some local Boston brews. You’ll visit four historic Boston taverns – each dates back to at least the 1800s, with several dating back even further.
Hear stories about Boston’s rebellious past from your knowledgable tour guide. Learn the hidden history of Boston, including the importance of beer in the founding of America.
Take a tour through one of Boston’s most scenic neighborhoods, Beacon Hill. Follow a professional photographer tour guide and learn how to capture the most stunning pictures possible.
Visit Acorn St. and Louisburg Square, two of Boston’s most picturesque areas. Photograph red brick buildings and quaint cobblestoned streets lined with old fashioned gas lamps. You’ll learn skills you can use anywhere in the world.
Experience the best of Boston’s wine scene as you visit two of the Back Bay area’s finest restaurants. Learn the history of this charming Boston neighborhood as you sip on delicious wine and tasteful, local food pairings.
An expert, certified wine sommelier will lead your tour and entertain you with information on wine history, wine selection, and Boston’s culinary scene. You’ll leave this activity in good spirits to continue touring Boston.
For a great introduction to the city, take a private, personalized tour with a local guide. You’ll receive a warm welcome to the city and learn lots of useful information that will help you make the most out of your stay.
Learn insider tips, including the best places to eat, drink, and shop. Your walking tour will be completely personalized to meet your interests. Whether you wish to explore Boston’s history, sports culture, or food scene, you get to decide the theme!
Boston is a city that overflows with history, culture, and character. There’s so much to see and do, which is why tours are a great option. They allow you to discover the city with a local and provide interesting insights into the heritage of the city
There are so many options to choose from, with prices to suit all budgets. Whether you fancy a history tour, an outdoor activity, or an alcohol-fueled excursion, you’ll find what you’re looking for.
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Gin lover. Coffee addict. Nicola has traveled the world for 7 years and is a staff writer for Hotel Jules. Born in London, Nicola first got the taste of travel studying abroad in Barcelona. Since then she's been hooked - traveling the world non-stop. Passionate about green travel and vegan lifestyle, Nicola spends more of her free time staring at maps wondering where she will head to next!