Walking Tours · This Weekend

(15 activities)
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    Beacon Hill Crime Tour

    (15)
    The swanky, gas-lit streets of Beacon Hill are among the most beautiful in all of Boston, but beneath the neighborhood's genteel veneer lies a sinister past. Join this walking tour to visit the infamous stomping grounds of the Boston Strangler, one of the city's most notorious serial killers, who terrorized its citizens during a gruesome 18 month killing spree. Step back in time to visit the crime scenes and meet the the victims, the madmen, and the detectives who hunted him down -- all while exploring the beautiful streets of Boston's Beacon Hill. Come relive some of the most terrifyingly captivating moments in the city's hidden dark history.
    Beacon Hill Crime Tour

    Park Street Station, Boston

    • Travel back in time to relive the darker moments of Beacon Hill's history
    • Visit significant locations from the Boston Strangler's infamous killing spree on a guided walk
    • Hear stories from your guide about the pursuit and eventual capture of this crazy killer
    • See the homes of various Strangler victims, and the jail where he would eventually end up
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    15 positive reviews
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    North End/Little Italy Tour

    (7)
    Visit Boston's oldest neighborhood, one that's known for both its rich historic past, its fine restaurants, and its Italian-American population. Surf the wave of immigration through Little Italy, checking out sites like the Paul Revere House, Old North Church, and The Holocaust Memorial. While enjoying expert commentary from your guide about old mafia hangouts and burial grounds, cover city hot spots like one of Boston's oldest and thinnest houses, known as the "The Skinny House"! You'll be excited for a return trip to this beautiful neighborhood the second your tour ends.
    North End/Little Italy Tour

    1 Faneuil Hall Square, Boston

    • Explore Boston's historic North End and Little Italy on a guided walking tour
    • Visit city highlights, including old mafia hangouts and the birthplace of Rose Kennedy
    • Hear stories about significant past neighborhood residents like Paul Revere and Cotton Mather
    • Gain a greater firsthand knowledge of Massachusetts' colorful immigrant past
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    7 positive reviews
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    Cambridge and Harvard Square Tour

    (2)
    Boston as a region may be known as a world center for learning, but Cambridge is really where it's at! Boasting two of the world's leading universities and a diverse population with an edgy, progressive political mindset, Cambridge also holds its share of U.S. history. Come explore where George Washington took command of the newly formed U.S. Army during the Siege of Boston, and stop by the countless museums, bookstores, boutiques and cafes of the area. Jump off the Freedom Trail and cross the Charles River to the City of Cambridge, where you'll see tons of important city sites like Harvard University, the Cambridge Common and the Washington Elm. Find out for yourself why countless numbers of America's elite have nurtured their intellects within the city limits. Maybe you'll even get a chance to "pahk the cah in Hahvahd yahd."
    Cambridge and Harvard Square Tour

    Cambridge Office For Tourism, Cambridge

    • Embark on a tour of Boston and explore its academic center of Cambridge
    • See the locations where many of America's intellectual elite have honed their academic talents
    • Visit a slew of Boston highlights like Harvard University, Washington Elm, and the Cambridge Common
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    2 positive reviews
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    Friday Night Distillery Flights

    (7)
    Each Friday evening, GrandTen Distillery will open its doors to those interested in a more in-depth understanding of handcrafted spirits. Consider this your official invitation to come along for the ride! Learn all about the art of mixology, the history of Boston spirits, and the spirit world in general in an intimate and conversational atmosphere. Enjoy a detailed tour of the facilities, followed by a relaxed tasting of the full line of GrandTen's products (along with special, limited-run spirits not available anywhere else!), and even take home a tasting glass as a souvenir! To keep the atmosphere intimate, seating will be limited to 20 reservations.
    Friday Night Distillery Flights

    383 Dorchester Ave, Boston

    • Enjoy a special, behind-the-scenes look at GrandTen Distillery on this guided tour
    • Learn about mixology as you enjoy an array of tastings, including exclusive limited-run spirits
    • Develop a new appreciation for Boston spirits, and distilled spirits in general as you see how they're produced
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    7 positive reviews
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    Amazing Scavenger Hunt Adventure (Boston)

    (9)
    Price is for a group of 2-5 people Looking for a way to turn Boston into a giant game board? Urban Adventure Quest has created an interactive scavenger hunt that combines the fun of the amazing race with a three-hour sightseeing tour of Boston. Guided from any smartphone, you'll make your way among well-known and overlooked gems of the city, solving clues and completing challenges while learning local history. Answer questions to uncover the next, secret location. The adventure begins in the Boston Commons and will take you on a journey through historic landmarks and along key sections of the Freedom Trail. Experience the history of old cemeteries and famous meeting halls with the sights and smells of the Italian North End.
    Amazing Scavenger Hunt Adventure (Boston)

    Boston Common, Boston

    • Compete in a fun, interactive scavenger hunt around the city of Boston guided by your smartphone
    • Answer questions and complete challenges to guide you to your next location on the tour
    • Adventure by famous Boston landmarks along the Freedom Trail, Boston Common, and old cemeteries
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    9 positive reviews
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    Boston Movie Mile

    Take the Boston Movie Mile Walking Tour and explore the most filmed area in Boston. This unique walking tour of Boston Common and Beacon Hill will guide you through the places you've seen on screen and turn them into a reality. On the Boston Movie Mile Walking Tour a local actor will be your guide, leading you to over 30 area locations seen on screen while giving you inside behind-the-scenes info about the Boston TV and filming industry.
    Boston Movie Mile

    139 Tremont St, Boston

    • Sit on the famous park benches from Ted and Good Will Hunting
    • Have a drink at the original Cheers™
    • See one of Jack Nicholson's mob hangouts in The Departed
    • Discover the street of the Blown Away car crash
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  • Give the gift of fun with a Vimbly gift card!
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    Back Bay to Downtown Boston Walking Tour

    (6)
    This tour begins in the elegant Back Bay, which is filled with a beautiful collection of Victorian Era architecture. From there, you'll pass stately Beacon Hill, known for its importance in the American Revolution. Finally, you will enter the Downtown Area, which houses the major points of the Freedom Trail, filled with Revolutionary War sites from Boston Common to Faneuil Hall. Along the way, you'll encounter unique colonial streets and 18th century buildings that connect this city to sterling skyscrapers, learning about the city's important history. Learn about not only the history of Boston but also the founding of this great nation.
    Back Bay to Downtown Boston Walking Tour

    Copley Square, Boston

    • View Boston's history, beauty, and culture from the newest neighborhoods to the oldest
    • Stroll through Copley Square and the 19th century Back Bay area
    • Pass by Freedom Trail, which houses historic Revolutionary War era sites like Boston Common
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    6 positive reviews
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    South End Wine Tour

    (11)
    A friendly, charismatic wine ambassador leads you to hot spots in Boston’s South End, where you’ll be welcomed to a reserved table, with wait staff standing by, ready to serve pre-selected wines. Learn how to taste, pair and buy with an intimate group. Enjoy six wines over the course of two hours. Enjoy premium wine education from your dedicated wine ambassador on this semi-private event. Tours will go to 2 of the following restaurants. Make sure to check your confirmation ticket for the starting location. Gaslight Brasserie du Coin. Pull up a seat at the Parisian-style zinc bar for a tasting plate of classic French dishes, sipping perfectly paired French bottles alongside your hors d’oeuvres. Bites here might include steak tartare with croutons and aioli or heirloom tomatoes with herbes de Provence, an ideal match for a sparkling wine from the Loire Valley and a fruity Burgundy red. Masa. Here, Southwest meets the South End. For over a decade Masa has been been spicing up the palates of Boston’s most sophisticated diners and serving up libations to the hip bar crowds from the South End, Back Bay, and Theater District. Masa’s menu pairs a carefully selected wine list with the flavors and cooking styles of a Southwestern kitchen. Cinquecento Roman Trattoria. At this rustic italian restaurant, sip and swirl 2 Italian varietals from regions like Umbria and Sicily as you nibble artisanal cheese and salumi, listening as your guide shares tips on identifying different flavors and aromas in each glass. Stephi's on Tremont. The younger, hipper sister of Stephanie’s on Newbury, Stephi’s on Tremont is located in the heart of Boston’s South End across from historic Union Park on Tremont Street.
    South End Wine Tour

    560 Harrison Ave, Boston

    • Taste a collection of the South End's best wines from Gaslight du Coin, Cinquento, and Masa
    • Discuss wine varieties, the manufacturing process, and even why it turns your teeth purple
    • Enjoy a relaxing afternoon sipping and learning about vino
    • Experience some of the best French, Italian, and South American wines available in Boston
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    11 positive reviews
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    TV and Movie Sites Walking Tour

    See familiar buildings from TV shows like Boston Legal and Ally McBeal and movies such as Good Will Hunting, The Departed and The Town. Your guide is a local actor and will provide behind-the-scenes film details as you reach each location!
    - See locations from Mystic River, Legally Blond and Fever Pitch
    - Visit the building from The Departed's climatic rooftop scene
    - Go on location to Charlestown to the neighborhood made famous in The Town
    - Sit at the bar made famous on Cheers
    - See brownstone houses used in Thomas Crown Affair and MTV's Real World
    - Stop at one of the locations used in Boondock Saints
    - Take photos of the mental health facility as seen in The Departed
    This Boston walking tour of famous TV and movie sites is a great way experience the city of Boston. The tour starts in Boston Common, heads south to South Boston, continues up to Charlestown and then cruises alongside Copley and the Back Bay.
    TV and Movie Sites Walking Tour

    131 Tremont St, Boston

    • See more than 40 important movie locations on this TV and movie sites coach tour
    • Enjoy being led on the coach bus by a local actor through these curious and memorable sites and landmarks
    • Show off how much of a movie and TV buff knowing more about sites from Ally McBeal, Blown Away, The Departed, and Good Will Hunting
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    Cambridge, Lexington and Concord Sightseeing Tour

    You'll drive along 'Tory Row' to admire 18th-century Colonial mansions and learn about the American Revolutionary War from your expert local guide. Visit Cambridge Common, where George Washington gathered his troops. Spot the former home of writer Henry Wadsworth Longfellow, whose famous 1860 poem, 'Paul Revere's Ride,' commemorates Paul Revere for riding through Boston, warning the patriots of an oncoming British attack. Then, arrive at the oldest part of Harvard University: Harvard Yard, a beautiful grassy area spanning 25 acres (10 hectares).

    Visit Lexington Green, the site of the Battle of Lexington where some of the war's first shots were fired in 1775. Learn how Captain John Parker commanded the Lexington militia during the Battle of Lexington on April 19, 1775.

    In Concord, journey past the homes of world-renowned writers and poets like Nathaniel Hawthorne, Ralph Waldo Emerson and Louisa May Alcott, author of Little Women. Visit a famous battle trail from the Revolutionary War and listen as your guide illustrates interesting historical anecdotes. Finally, make your way to the Old North Bridge, now part of the Minute Man National Historical Park.
    Cambridge, Lexington and Concord Sightseeing Tour

    1 Seaport Ln, Boston

    • Take a three and a half hour morning tour through the best sights of Boston's most iconic areas
    • Journey passed important areas on Cambridge, Lexington and Concord, and gain insight about George Washington and Paul Revere
    • See everything from Lexington Green to the homes of important writers like Nathaniel Hawthorne
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