Walking Tours · This Weekend

(22 activities)
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    Amazing Scavenger Hunt Adventure (Boston)

    (1)
    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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    1 positive reviews
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    South End Wine Tour

    (3)
    Get on the gateway to Boston's vibrant wine culture and finest restaurants. Uncover the secret wine world operating in this great city. Sip, savor, and embark on a wine adventure through Boston's South End. On this wine tour, you'll stop by the Parisian restaurant Gaslight du Coin and taste a variety of French wines. From there, head to Romanesque incarnation Cinquento and sample Italian favorites. Finally, you will hit up a home to Southwest cuisine, Masa, where you'll add North and South American flair to your wine-tasting palate. Along the way, make new friends and learn the nuances behind each wine. You may finally understand why it turns your teeth purple! Whether you're looking to discover a new favorite restaurant, learn about wine varietals, or just enjoy a relaxing afternoon, you better head to the South End.
    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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    3 positive reviews
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    North End Wine Tour

    (1)
    If you're ever in the North End, you know where to go. You're gettin' Italian. Join this tour for an authentic Italian experience in Boston's North End. Sip, savor, and explore the North End's vibrant wine culture and top-notch restaurants. With City Wine Tours, stop at Gennaro's and sample New World and Old World Italian wines. From there, you'll venture to even more Italian eateries and wine shops that are among the best in Boston. During the tour, you will find out the details behind each wine's history, production, and vintages. Discover a new favorite wine!
    North End Wine Tour

    3 Battery Wharf, Boston

    • Taste a collection of the North End's best wines
    • Discuss wine varieties, how it's manufactured, and even why it turns your teeth purple
    • Enjoy a relaxing afternoon sipping and learning about vino
    • Experience some of the best vintages available in Boston
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    1 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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    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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    Boston Haunts Tour

    Do you believe in ghosts? Whether you're a terrified believer or a staunch skeptic, this spooky tour will engage, fascinate, and surprise you. Venture out into Boston and see all the bone'chilling sights and hear the sweat'causing stories of ghouls, spectors, and other paranormal phenomenon. This lantern-led walking tour will uncover all the skeletons in Boston's closet on this frightening New England experience where anything and everything will happen. Don't expect anything boring, dull, or familiar, but do expect an astonishing and eerie experience.
    Boston Haunts Tour

    24 School St, Boston

    • Scour Boston on a walking tour for all its dark tales of spooky revenants and haunting phantoms
    • See areas where paranormal activity is the norm and the stories are frightening
    • Uncover all the skeletons in Boston's closet with a guide knowledgeable of unearthly dealings
    • Enjoy being scared, shocked, and amazed as you learn all about Boston's dark secrets
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    Back Bay Wine Tour

    (1)
    Where, oh where, do you find the best wine in Boston? In a city loaded with vibrancy and culture, you think it'd be easy to find. Now's your chance on this wine tour through Boston. During this wine adventure, you'll head to Back Bay to enjoy an afternoon of delicious wine tastings. First, you will go to Legal Seafood's, Boston's most popular restaurant, wine cellar. After that, it's time for Maggiano's for some authentic Italian wines. Your last stop on the tour will be L'Espalier Restaurant for authentic vintages, some of which have been stored for over ten years. Along the journey, you'll learn secrets of production, history, and storage behind each wine. Discover a new favorite restaurant, a new favorite wine, and an all time favorite tour!
    Back Bay Wine Tour

    406 Stuart St., Boston

    • Taste a collection of Back Bay's best wines from Legal Seafood, Maggiano's, and L'Espalier Restaurant
    • 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 vintages available in Boston
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    1 positive reviews
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    North End/Little Italy Tour

    (1)
    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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    1 positive reviews
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    Historic Downtown Interactive Tour

    (1)
    Looking for a self-guided walking tour with a little more excitement? This tour works like a scavenger hunt you can play with friends and family at your convenience with the Stray Boots App. You will receive challenges to solve that will take you to all the interesting spots in historic Downtown Boston. You'll see the footsteps of America's Founding Fathers, the Old South Meeting House, and Faneuil Hall. Come along and test your knowledge at the Nation's first public school, ply your trade at Boston's iconic Custom House, and then grab a quick bite at Quincy Market. It's a fun and unforgettable way to get acquainted with this fascinating area. You'll gain access to the tour online and will need to access them via iPhone or Android app, which can be downloaded for free from the respective app store.
    Historic Downtown Interactive Tour

    Old State House, Boston

    • Explore the fascinating neighborhood of historic Downtown Boston in a self-guided tour
    • Play through the tour at your own convenience like a scavenger hunt led by the app while competing against friends and family
    • See the footsteps of America's Founding Fathers, the Old South Meeting House, and Faneuil Hall
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    1 positive reviews
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    Bewitched Historical Tour

    Double, double toil and trouble, fire burn, and cauldron bubble! When it comes to historical Salem, something spooky is always brewing! Get a taste for yourself during this educational walking tour, and in the process find out just how brave you really are! You'll hit the town with a local guide, who will help you dig through the fiction, and unearth the truth of Salem's shady past. Enjoy historical insights, fun facts, and riveting anecdotes as you meander at a leisurely pace! Topics include the infamous 1692 Salem Witch Trials, colonial history, and even present-day witchcraft. You'll visit historical sites, and a few that are rumored to have supernatural inhabitants! For the history buff, this is the kind of tour that will really cast its spell on you!
    Bewitched Historical Tour

    180 Essex St, Salem

    • Explore historical Salem during a guided walking tour led by a knowledgeable local
    • Learn about the infamous witch trials and the main figures involved
    • Visit sites tied to Salem's colonial past, a few of which are reported to be haunted
    • Treat yourself to an educational and eye-opening walk around Salem
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