Cultural & Sightseeing · Tomorrow

(30 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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    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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    Harbor Island Cruise

    (44)
    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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    44 positive reviews
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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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    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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    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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    Amazing Scavenger Hunt Adventure (Boston)

    (9)
    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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    9 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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    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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