City Highlights

(40 activities)
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    Guided Tour of Boston's Big Dig

    If you build it, they will come...but what happens if you bury it??? Find out during this fascinating tour which will teach you about Boston's efforts to bury their highway system in an attempt to free its historic center from traffic. Boston is one of the most nationally significant cities in the country, known for its rich history of political revolution, commerce, and social innovation. However, lesser-known is the fact that Boston has a fascinating story surrounding its urban planning. Come learn all about the layout of the city as you visit the Old Massachusetts State House, Fanueil Hall, Quincy Market, the Custom House, Boston Granite School, the Rose Kennedy Greenway, and more! You'll discover the secrets and history behind the urban planning of Boston, while viewing the fascinating areas you're discussing. Your architect tour guide will explain the significance of the Big Dig project, the inspiration for it, and the way that it affects the structure of the city. Boston may be a historic city, but the fabric of it is always changing. Join the tour to learn how it's still making history today!
    Guided Tour of Boston's Big Dig

    206 Washington St, Boston

    • Walk along the cobblestone streets of Boston, lead by an experienced and educated architect or architectural historian
    • Visit the Old Massachusetts State House, Fanueil Hall, Quincy Market, the Custom House, Boston Granite School, the Rose Kennedy Greenway, and more!
    • Learn about the burying of Boston's highway system and how it frees its historic center from traffic
    • Discuss Boston's rich history and purposeful urban planning, which has contributed to the beautiful green spaces that exist in the city today
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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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    Newport RI Day Trip

    Does the placid New England feel ever creep into the back of your mind? Satisfy it with a day trip to Newport, Rhode Island. The trip includes round trip transportation from your Boston hotel to Newport, an hour narrated tour of the town, and a Newport gift bag. While in Newport, you'll enjoy a succulent tour of The Breakers, which is the 13 acre oceanfront Vanderbilt estate. See other fascinating landmarks such as America's oldest existing synagogue and the International Tennis Hall of Fame. The nautical feel will give you full understanding of why Newport is called the "sailing capital of the world!" Come take in the beautiful sights on a breezy day during this day-long excursion.
    Newport RI Day Trip

    Boston Common, Boston

    • Enjoy round trip transportation from Boston for a comfortable day trip to Newport, Rhode Island
    • Uncover a place often called "America's first resort,"which is home to the famous Newport mansions
    • Tour The Breakers, the summer home of Cornelius Vanderbilt, and see a variety of other fascinating landmarks
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    Cape Cod Summer Day Trip

    Your New England summer sightseeing tour begins aboard a luxury coach for a comfortable drive south to Cape Cod. This sandy peninsula -- a common retreat for New Englanders -- is lined with 400 miles (644 km) of pristine shoreline dotted with cottages, sailboats and quaint fishing villages. Stop in Hyannis Port to visit the John F Kennedy memorial. This small residential village is home to the Kennedy Compound and other Kennedy family residences included in the National Register of Historic Places. Next, hop on a boat for a relaxing, fully narrated sightseeing cruise along the Cape Cod Canal, offering the best possible view of the Kennedy Compound. Learn about the waterfront as you soak up the relaxing New England atmosphere and admire lighthouses scattered along the coast. Spend the rest of your day sightseeing and shopping in quaint seaside villages along the Cape. Grab lunch (own expense) at one of the many eateries - the Cape offers some of the freshest seafood imaginable, especially lobster. At the end of the day, relax on your drive back to Boston.
    Cape Cod Summer Day Trip

    Downtown Boston, Boston

    • See sparkling beaches, lighthouses, and fishing villages on a day tour from Boston to Cape Cod
    • Begin your trip with a morning pickup from your downtown Boston hotel for extra convenience
    • Hop on a boat for a relaxing, fully narrated sightseeing cruise along the Cape Cod Canal
    • End with sightseeing and shopping in quaint seaside villages along the Cape before grabbing lunch
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    Segway Tour (2Hr)

    (1)
    Thirsting for some wicked good fun? Whether you're new to the city or a longtime resident, this segway cruise through Beantown's famous streets will leave you laughing. You'll begin by exploring the trendy, brownstone-lined neighborhoods surrounding Boylston and Newbury Streets. Highlights include the Public Garden, Granary Burial Ground, and the State House. Afterwards, you'll say hello to Chinatown on your way to the historic Boston Harbor, location of the iconic Boston Tea Party. Your tour guide will keep the fun rolling (literally), while introducing you to Boston as only a local could. It'll be as good as chowdah!
    Segway Tour (2Hr)

    199 State St., Boston

    • Enjoy a unique tour of historic Boston's most famous neighborhoods by segway
    • Learn about the history and culture of the city with the insights of an energetic guide
    • Make your way over to such iconic places as the Boston Harbor
    • Revel in the thrill of cruising along some of the most historic streets in the nation
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    1 positive reviews
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    Martha's Vineyard Day Trip

    (11)
    Martha's Vineyard has always been the quintessential destination for those wanting to experience the New England feel. This trip starts out in Boston where you are driven straight to the Island Queen ferry dock. After your ferry ride to Martha's Vineyard you will enjoy the sights and history of this New England favorite during a three-hour island tour. Once you complete your tour, you'll have three hours to do some exploring of your own. The day culminates with you returning to where you started to board your return ferry back to Boston. Come explore this beautiful island with none of the stress of planning how to get there! Come take in the beautiful sights on a breezy day during this day-long excursion.
    Martha's Vineyard Day Trip

    The Steamship Authority, Woods Hole

    • Enjoy a full day trip to Martha's Vineyard with all round-trip travelling plans included
    • Take a complete island tour and be enthralled by the unforgettable coastline
    • Experience plenty of shopping and other forms of recreation for a fun, enjoyable day
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    11 positive reviews
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    PhotoWalks Public Garden Tour

    On this historical tour, you'll step back in time...with your iPhone, Android, or camera, of course. With your local tour guide, you'll walk the beautiful Public Garden, learning about the beautiful sights you pass and how to perfectly capture those sights via camera. A picture is worth a thousand words, after all. Learn how to make yours count!
    PhotoWalks Public Garden Tour

    George Washington Statue, Boston

    • Explore the oldest botanical garden in America on this one-of-a-kind walking photo tour
    • Learn how to take creative, professional-quality photographs
    • Receive a complimentary guide to creative photography e-booklet that provides valuable information on maximizing your photography skills
    • Create lasting memories with friends as you enhance your photography skills and get acquainted with the city!
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    Jewish Cultural Walking Tour

    Kosher oases, memorials commemorating the importance of Jewish culture in Beantown, and the Vilna Shul. On this cultural heritage walking tour, you will venture through Beacon Hill's back side, where Jews resided during the nineteenth century. Visit the historic Vilna Shul and stroll past the Jewish homes and neighborhoods that brought this area to life. From there, you'll head to the West End and see the Puffer House Cigar-Rolling Factory and the impactful Holocaust Memorial. Before the Italians arrived to serve up cheap slices in Boston's North End, the neighborhood actually housed predominantly Jewish immigrants and fantastic matzoh balls. Explore Boston's history through some of its most important immigrants.
    Jewish Cultural Walking Tour

    Milk St, Boston

    • Learn the Jewish history in Boston neighborhoods like Beacon Hill, the West End, and North End
    • Visit historic Jewish sites such as Vilna Shul, Holocaust Memorial, and The Milk Street Cafe
    • Discover the impressive and impactful stories behind Jewish culture in Boston
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    Segway Tour (1Hr)

    (1)
    Walking is for suckers. Explore one of the nation's most historically important cities like royalty as you take control of your very own segway! This guided tour will start off on Boylston Street and cut through Back Bay, Newbury Street, and Commonwealth Avenue. Along the way, your guide will point out important sites, including statues, churches, and some of Boston's many brownstones. After getting to know these trendy Boston neighborhoods, you'll cross over Harvard Bridge into Cambridge, and cruise along the beautiful Charles River for a clear view of the Boston city skyline. Then you'll go over the Longfellow Bridge and back into Boston, where you'll visit historic Beacon Hill and Boston Common. Whether you're new to Boston or just looking for a little fun, this segway tour wheely hits the spot!
    Segway Tour (1Hr)

    199 State St., Boston

    • Enjoy a unique tour of historic Boston's most famous neighborhoods by segway
    • Learn about the history and culture of the city with the insights of an energetic guide
    • Travel along the Cambridge-side of the Charles River for a stunning view of the city
    • Revel in the thrill of cruising along some of the most historic streets in the nation
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    1 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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