Cultural & Sightseeing · Tomorrow

(28 activities)
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    Sunset Sail

    (26)
    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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    26 positive reviews
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    City Lights Cruise

    (26)
    Take in the sparkling city lights of the Boston skyline with this relaxing, romantic after-dinner cruise. Your smooth-sailing ship offers wraparound seating and a crowd-free environment, so you're ensured a breathtaking view as you sail past historic points of interest. Sit back and relax as you take in sights such as North End and the church that inspired the Midnight Ride of Paul Revere, Old North Church, as well as iconic landmarks including the U.S.S. Constitution, the buildings of Downtown Boston and much more. On top of all that, you'll be provided complimentary soft drinks, water and light music to set a relaxing mood -- but feel free to bring your own picnic on board and purchase drinks from the cash bar!
    City Lights Cruise

    60 Rowes Wharf, Boston

    • Enjoy a relaxing cruise on a classic 1920s style yacht at night
    • View Boston's sparkling city skyline, Old North Church, and sail past other historical points of interest
    • Experience the intimate side of Boston with minimal commentary and scenic views
    • Bring a picnic and enjoy complimentary soft drinks on board
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    26 positive reviews
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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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    Pizza and Little Italy Tour

    (11)
    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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    11 positive reviews
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    Sweet & Savory South End Walking Food Tour

    (4)
    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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    4 positive reviews
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    Harbor Island Cruise

    (26)
    Get away from the hustle and bustle of the city by exploring the Boston Harbor Islands on this relaxing and crowd-free boat tour. This two-hour cruise will take you past the lush islands and numerous points of interest of the Boston Harbor, such as Long Island, Nixes Mate, a mysterious sunken island, Long Island Head Light, the oldest lighthouse in America, Fort Warren on George's Island, and Lovell's Island -- among many other, fascinating sights. Commentary from local legends will be shared by your friendly and knowledgeable captain. Soak up the sun on the ship's open deck or relax in the shade midship while you sit back and take in the sights. Complimentary soft drinks and water will be provided, but feel free to bring your own picnic or purchase alcoholic beverages on board for this excellent nautical adventure.
    Harbor Island Cruise

    60 Rowes Wharf, Boston

    • Enjoy a relaxing sail to the Boston Harbor Islands
    • Take advantage of numerous photo ops as you see Fort Independence and Spectacle Island
    • Cruise by Long Island and see Long Island Head Light
    • Hear about sailing lore and historical background of the islands
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    26 positive reviews
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    Lighthouse Harbor Tour

    Not sure what to do on this beautiful day? We'll shed a little light on the subject...or rather, these lighthouses will! This lighthouse tour is the perfect way to spend some time exploring the area. You'll see the navigational tower at Bishops & Clerks, Point Gammon Light on Great Island, the Kennedy Compound in Hyannisport, and a replica of Brant Point Light in Hyannis inner harbor. Be sure to bring your camera! The ride is smooth and the sites are beautiful! Trust us -- this tour is sure to light up your life!
    Lighthouse Harbor Tour

    180 Ocean St, Hyannis

    • Enjoy an incredible boat tour of the lighthouses around the area
    • View the navigational tower at Bishops & Clerks, Point Gammon Light on Great Island, the Kennedy Compound in Hyannisport, and a replica of Brant Point Light in Hyannis Inner Harbor
    • Bring your camera to capture the gorgeous sites
    • Relax on a fun boating adventure!
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    Pizza and Historic Tavern Tour

    (11)
    "One if by land, two if by sea." Add it up, and that's how many slices of pizza you'll be eating on this tour. If you don't take this for yourself, take it for Paul Revere. Combining a stroll through Boston's oldest neighborhoods with a ferry ride across Boston harbor, you'll enjoy three slices from the best pizza in the city, while also visiting two of Boston's most historic taverns. As you taste your way through the city, indulge in a drink or two at "Headquarters of the Revolution" and even stop by a tavern once visited by Mr. George Washington. That's 375 years of tavern history! Get ready to eat, drink, and be merry.
    Pizza and Historic Tavern Tour

    Hanover St & Cross St, Boston

    • Explore Boston's oldest neighborhoods and enjoy a ferry ride across Boston harbor
    • Taste three slices of Boston's very best pizza
    • Visit two of the city's most historic taverns, including Three Cranes Tavern and a bar once visited by George Washington
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    11 positive reviews
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    Foods of the Freedom Trail

    (1)
    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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    1 positive reviews
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    Whale Watching Cruise

    Looking for a whale watch that requires less travel time, offers the most comfortable ride available and gives you more time viewing some of the world's most magnificent creatures? Look no further! Here is Boston's ONLY 3-Hour Whale Watch on a high-speed catamaran. They will get you to and from the whales in half the time, which allows you more time to watch the whales. You'll visit Stellwagen Bank, the East Coast's most famous whale watching destination. Stellwagen's heavy concentration of humpback, finback, and minke whales guarantees an adventure filled with opportunities to view and learn about whales as they frolic in their natural habitat. Each Boston Whale Watching Cruise is narrated and guided by a naturalist from the noted Whale Center of New England (WCNE). The WCNE has been studying the whales of New England for more than 20 years and its members are recognized worldwide as authorities on whales. One of the whales you're likely to spot during a Boston Whale Watching Cruise is the humpback. These Northern hemisphere humpbacks reach an average length of 50 feet, and a weight of about 37 tons! Sadly, they're also among the most endangered, and its estimated that only 8 percent of their original population remains.

    With the data collected on each cruise, WCNE is able to further the understanding of whales and their world. And, their presence on board ensures that your whale watch will be an exciting and educational trip. Whale sightings on every whale watch. If you do not see a whale on your trip, you will receive a free ticket for a future Boston Whale Watching Cruise. The catamarans feature 3 outside decks for optimum viewing capability. Inside you will find climate controlled cabin space with cushioned seating, tables, state-of-the-art audio-visual, and a galley offering snacks and beverages for purchase.

    Whale Watching Cruise

    296 State St, Boston

    • Sail out on a high speed catamaran for a three hour excursion of whale watching
    • Enjoy narration and guidance by a naturalist from a prominent authority on whales
    • See humpback, finback, and minke whales as part of your whale watching experience
    • Be on a vessel with cushioned seating and a galley offering snacks and beverages for purchase
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