Classes & Activities in Boston

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    Harvard Square Wine Tour

    Learning about wine should be as much fun as drinking it! This tour is your gateway to enjoying Boston's vibrant wine culture and best restaurants. Sip, savor, and explore on a journey through Harvard Square. On this tour, you'll visit the chic restaurant Nubar and taste a collection of trendy French, Californian, and South American wines. From there, you will head to First Printer to sip organic, New World wines. Your last stop, Broadway Marketplace, highlights wines from around the world. Make new friends as you learn why some wines turn your teeth purple and why a growing number of vineyards are turning to sustainable farming methods, all while enjoying handpicked wine selections. Whether you're looking to discover a new favorite restaurant, learn about wine varietals, or simply enjoy a relaxing afternoon, this tour is your ticket for an unforgettable day.
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    Harvard Square Wine Tour

    16 Garden St, Cambridge

    • Taste a collection of Harvard Square's best wines from Nubar, First Printer, and Broadway Marketplace
    • Discuss wine varieties, the manufacturing process, and even why it turns your teeth purple
    • Enjoy a relaxing afternoon sipping and learning about vino
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    South End Wine Tour

    (14)
    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.
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    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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    14 positive reviews
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    Back Bay Wine Tour

    (1)
    With its historic town-homes and fashionable eateries, Boston’s Back Bay is a lure for visitors and locals alike. Learn why as you follow a charismatic guide—a certified viticultural expert—to 2 of the neighborhood’s finest restaurants, sampling their best bottles and bites on this wine-lovers’ walking tour for a total of 6 different wines. Meet up with your guide and small group of no more than 12 at Post 390, which puts a contemporary twist on seasonally inspired dishes. A massive wrought iron staircase connects the energy of the first floor with the Dining Room on the second floor. Learn how restaurants select the wines for their lists, and discuss ordering etiquette over mushroom flatbread and glasses from California wine country and the sun-baked vineyards of Sicily. Then, head to your second stop—the well-established, romantic dining room at Legal Sea Foods. With its 10,000 bottle wine cellar, see the owner’s private wine collection; sample two wines made exclusively for Legal Sea Foods, and munch the exquisite lump crab cake with mustard sauce and see which wine pairs best with seafood.
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    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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    Intro to Belaying (South Boston)

    (7)
    Got a thing for ropes? Looking to get a little "knotty"? Then you should definitely learn to belay! Belaying is a crucial part of any serious mountain-climbing adventure, as it will allow you to properly support a partner as well as yourself with simple techniques. During this introductory class, you'll learn the basics you need to know to properly belay, including tying techniques and correct rope handling. These first steps are essential for those who wish to learn to be serious climbers. You'll also be learning in a fantastic indoor climbing facility that's perfect for practicing the techniques you'll eventually use on mountains in a safe, secure environment. Don't tie yourself in knots thinking about it; learning to belay is mountains of fun!
    Intro to Belaying (South Boston)

    30 Old Colony Ave, Boston

    • Learn proper belaying techniques in this introductory-level and professionally taught class
    • Develop greater knowledge of climbing safety and protocol, including skills like knot-tying and partner support
    • Enjoy the benefits of learning and exercising in a state-of-the-art indoor climbing gym
    • Strengthen your confidence in your climbing abilities by gaining valuable experience
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    7 positive reviews
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    Afternoon Kayak Tour of the Scenic Norton Reservoir

    Do you ever need a quick break from dry land? Here's your chance with an opportunity to go kayaking! This stunning 530-acre reservoir is a place that will impress even the most keen nature lovers. This is the perfect guided tour for birdwatchers, watersports-enthusiasts, and fisherman. However, a flatwater paddling experience can be a great time for anyone and everyone. No experience is required, so the beauty of the water and its natural surroundings can be experienced by anyone desiring awe-inspiring sights. With the help of a knowledgeable guide, you can enjoy everything this area has to offer!
    Afternoon Kayak Tour of the Scenic Norton Reservoir

    237 Mansfield Ave, Norton

    • Kayak on a guided tour of the impressive Norton Reservoir
    • Learn pertinent kayaking skills, including proper paddling techniques and safety tips
    • Explore this vast reservoir filled with many beautiful sights and sounds
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    Boston Harbor Sail (Liberty Star)

    (20)
    Set sail for the Boston Harbor on Liberty Star, 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 Star)

    67 Long Wharf, Boston

    • Set sail into the Boston Harbor on the magnificent schooner known as Liberty Star
    • 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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    20 positive reviews
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    Day Sail

    (28)
    The maritime world of Boston has many great stories to offer, and on this classic afternoon sail through the Boston Harbor, 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.
    Day Sail

    60 Rowes Wharf, Boston

    • Enjoy the historic scenery of the Boston Harbor aboard a classic 80 foot pilot schooner
    • Ask your knowledgeable staff and crew anything you'd like to know about the sights
    • Experience the joy of a leisurely sailing cruise
    • Enjoy the ride, see the sights and have a drink onboard
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    28 positive reviews
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    Sunset Sail (Sun to Fri)

    (28)
    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 (Sun to Fri)

    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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    28 positive reviews
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    Independence Pub Crawl of the Freedom Trail -Dry Run

    Can you think of a better possible way to experience Boston without beer and history? Well, there is no possible better way and Boston Crawling's Independence Pub Crawl will prove it to you! You'll kick off this crawl with a walking tour along The Freedom Trail, where your guide will share stories of Boston's unknown colonial and revolutionary past. You will also be entertained with tales of Boston's secret history that nobody knows. If you think that is all the excitement you are going to have, then you thought wrong! While increasing your knowledge about the hidden history, you will have the opportunity to visit 4 local historic taverns where you will be able to taste delicious and one of a kind beers that are special and exclusive to Boston. Enjoy learning everything your 8th-grade teacher left out in history class, spend time with fellow travelers from around the globe, and taste all different kinds of craft beer that you cant get from anywhere else! Experience Boston the best possible way-with history and beer of course!
    Independence Pub Crawl of the Freedom Trail -Dry Run

    6 Faneuil Hall Square, Boston

    • Enjoy a relaxing walking tour of the Freedom Trail, with delicious craft beer in your hand
    • Visit 4 historic taverns in the area, each offering unique and delicious drinks for you to enjoy
    • Listen to tales of Boston's secret history and stories of Boston's unknown colonial and revolutionary past
    • Experience an interesting day crawling from bar to bar along The Freedom Trail, tasting beers you cant taste from anywhere else
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