Cultural & Sightseeing · This Weekend

(68 activities)
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    Sunset Sail

    (44)
    The maritime world of Boston has many great stories to offer, and on this classic sail through the Boston Harbor, as the Sun dips below the horizon, you'll get to see and hear it all. Experience the sights of the Boston Fish Pier, The Moakley Federal Courthouse at Fan Pier, Castle Island, the Donald McKay monument, the Charleston Navy Yard, and much more, on a sail aboard the Adirondack III, a classic 80 foot pilot schooner. Experience Boston like never before, on a schooner, a drink in hand, and a knowledgeable captain and crew to ask about all the stories behind some of Boston's most unforgettable sights.
    Sunset Sail

    60 Rowes Wharf, Boston

    • Enjoy the historic scenery of the Boston Harbor aboard a classic 80 foot pilot schooner
    • Experience a beautiful Boston Harbor sunset on the water
    • Ask your knowledgeable staff and crew anything you'd like to know about the sights
    • Enjoy the ride, see the sights and have a drink onboard
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    44 positive reviews
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    Little Italy Food Tour

    (9)
    On this walking tour, emphasis is always placed on fresh ingredients, not fancy décor, to ensure you enjoy the best-tasting foods in comfortable, authentic settings. Sample pizza from shops specializing in thin crust and Sicilian and refresh yourself with the Polcari family's famous lemon slush, all before ending on a sweet note with a world famous cannoli! Explore the North End's famous Hanover Street down through quaint side streets on your way to various family owned shops, all of which have been serving their own secret recipes for generations. Pass by the country's oldest continuously operated restaurant as well as a tavern that used to be frequented by Paul Revere -- and even get to eat some pizza right outside his home while hearing stories of puritans and patriots from your expert guide. What a perfect combination of food and facts!
    Little Italy Food Tour

    Hanover St & Union St, Boston

    • Experience the flavors and speciality food times of Boston's Little Italy
    • Visit authentic restaurants to sample secret family recipes preserved for generations
    • See the old hangouts of Paul Revere, including his home and favorite tavern
    • Indulge in a world famous cannoli to end your tour on a sweet note
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    9 positive reviews
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    Boston Haunts Tour

    (1)
    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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    1 positive reviews
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    Boston Harbor Sail (Liberty Clipper)

    (28)
    Set sail for the Boston Harbor on Liberty Clipper, a magnificent schooner! On your Boston sail, you'll see the sights in Boston Harbor and everything the ship has to offer. The crew will invite you to help hoist the sails and even to take a turn at the helm. There will also be a bar stocked with soda, water, Sam Adams on draft, mixed drinks, wine, and snacks. Take the wheel, set the sails, or just sit back and enjoy the sights and beauty of the Boston Harbor and her islands! The choice is yours!
    Boston Harbor Sail (Liberty Clipper)

    67 Long Wharf, Boston

    • Set sail into the Boston Harbor on the magnificent schooner known as Liberty Clipper
    • Enjoy the beautiful views of the harbor and have fun interacting with the knowledgeable crew
    • Partake in delicious refreshments and a bar stocked with your favorite drinks
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    28 positive reviews
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    Sweet & Savory South End Walking Food Tour

    (17)
    The Sweet and Savory South End Walking Food Tour takes place in Boston's historic South End neighborhood. You'll taste local favorites from six South End eateries, including chef-inspired sandwiches, a creatively concocted cookie, and the iconic New England fried clam, to name a few. You'll also learn how these local establishments came to be, who owns them and some fun and interesting stories they have to share. On top of delicious food tastings, you'll also enjoy a hearty helping of historical, architectural and cultural information about the South End neighborhood. You'll see some beautifully planned Victorian bow front communities, learn about the cultural development of the area, and hear some fascinating facts about some of the South End's sites and famous residents. This Sweet & Savory South End Walking Food Tour is full of food, facts, and fun!
    Sweet & Savory South End Walking Food Tour

    South End, Boston

    • Taste local favorites from iconic eateries, including sandwiches, cookies, and New England fried clams
    • Learn how these local establishments came to be, who owns them, and fascinating stories behind each locale
    • Enjoy a hearty, historical, architectural, and cultural tour of the South End neighborhood
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    17 positive reviews
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    Newport Mansions and Waterfront Sightseeing Tour

    On this day trip from Boston to Rhode Island, view the gilded mansions, million-dollar yachts and gorgeous beaches of Newport, home to the famous Newport Mansions. Enjoy the beauty of this fabulous New England summer resort as you travel along Ocean Drive (10-Mile Drive), and stop to take walking tours of breathtaking Marble House and The Breakers, two grand, historic mansions once owned by the famous Vanderbilt family. Stroll along the Newport waterfront for free time to shop and dine as you please, and learn about the city's history, colonial heritage, culture and architecture from your knowledgeable guide. Sit back and relax on the 1.5-hour drive south to Newport, Rhode Island. When you arrive, you'll see why this fabulous New England resort city is nicknamed the 'Sailing Capital of the World.'

    Learn about the city's colonial heritage on your scenic drive along Ocean Drive (10-Mile Drive), affording views of historic mansions, beaches and secluded coves. This epic stretch of road is lined with jaw-dropping million-dollar mansions that were once the 19th-century houses of the New York elite, who fled the big city during the summer to Rhode Island. These mega-mansions played a role in transforming Newport's coast from a quiet summer colony of quaint cottages to a legendary resort town brimming with opulent estates.

    Your first stop is The Breakers, the former home of the Vanderbilt family and a US National Historic Landmark. As you'll learn on your walking tour, this is the grandest of Newport's summer 'cottages,' and was a symbol of the family's social and financial reputation at turn of the century.

    Next, enjoy free time to stroll along Newport's beautifully restored waterfront. Spend time shopping and dining on your own, and enjoy views of the harbor dotted with glamorous private yachts, modern racing sailboats and Newport's fishing fleet and ships from around the world.

    In the afternoon, you'll visit a second mansion, Marble House, another home of the Vanderbilt family and a US National Historic Landmark. Take a guided walking tour to fully appreciate the grandiose of this majestic piece of property; the interior of this Gilded Age mansion is a sight to be seen.

    After your tour, enjoy more views of Newport's mansions and beaches from afar on your return journey along Ocean Drive back to Boston.

    Newport Mansions and Waterfront Sightseeing Tour

    50 Park Plaza, Boston

    • Embark on a tour to Rhode Island for a sightseeing expedition of the mansions, yachts, and gorgeous beaches of Newport
    • Stop to take walking tours of breathtaking Marble House and The Breakers
    • Learn about the city's colonial heritage on your scenic drive along Ocean Drive
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    Amazing Scavenger Hunt Adventure (Boston)

    (2)
    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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    2 positive reviews
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    Foods of the Freedom Trail

    (7)
    Stroll through the historic sites of Boston for a walking tour that lets you experience both the culture and culinary aspects of the area. Prepare for 14 landmarks significant to the past of this historic location, and enjoy local delicacies of lobster bisque and Boston baked beans, among many others. Visit the site of the Brinks Robbery, famous Boston churches, cemeteries, and meeting halls. You'll learn all you need to know about Boston Common, the North End, and other unique Boston neighborhoods. Enjoy shopping, sightseeing, and eating generous portions of foods while you uncover hidden gems of this city on this food and walking tour. It is highly unlikely this tour will leave you hungry!
    Foods of the Freedom Trail

    1634 Freedom Trail, Boston

    • Enjoy a walking tour through some of the most historic areas of Boston
    • Visit 14 significant landmarks, including the site of the Brinks Robbery and famous churches
    • Satisfy your appetite with delicious regional tastes
    • Find the common ground between the region and its foods of choice
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    7 positive reviews
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    Pizza and Little Italy Tour

    (24)
    Settled in 1630, Boston's North End is not only the city's oldest neighborhood but also the best smelling (considering the pizza emanating throughout the streets). But don't just smell... taste! On this delicious food tour, enjoy three slices of the very best pizza in the city, while exploring Boston's historic Freedom Trail. Enjoy a slice from Little Italy Brick Oven, whose recipe dates back to 1888. Tasting your way through the city, you'll also venture inside Boston's oldest standing church and discover a birds-eye view of the Bunker Hill monument. See it all, and more importantly, taste it all!
    Pizza and Little Italy Tour

    Hanover St & Cross St, Boston

    • Enjoy three slices of Boston's best pizza, including a slice from Little Italy Brick Oven, which first opened in 1888
    • Stroll along the historic Freedom Trail and visit sites like the city's oldest church and Paul Revere's statue
    • Explore the quaint cobblestone streets and Italian customs in Boston's North End
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    24 positive reviews
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    Steampunk House Tour

    (5)
    What do you get when you mix the best of the old and the best of the new? Steampunk! Come tour a house designed in the Steampunk aesthetic and see things like modern keyboards with typewriter keys, old stoves with modern kitchen features, and an office modeled after Jules Verne's Nautilus. You will learn about the amazing richness of this style and design, innovative ways and examples to repurpose objects for modern use, and synthesizing and combining opposites for practical application. Learn the history of this enduring and mainstream design trend on this fascinating tour. Come celebrate history through personal stories of individuals, families, organizations and places by reusing historical artifacts in new ways.
    Steampunk House Tour

    36 Pleasant St, Sharon

    • Explore a functional art home infusing modern technologies and appliances into incredible period objects and antiques
    • Be fascinated by the blend of historical artifacts and today's technology repurposed in a modern and practical way
    • Appreciate the impressive combined opposites of past and present, form and function, and art and science
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    5 positive reviews

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