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Boston Cruises, Sailing & Water Tours (and other fun Things to Do)

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Tours & Activities (58)
 | All Boston Tours
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Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

star-4.5
367
See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.
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  • 1 hour 30 minutes
  • Taking safety measures
From
$36.71
From
$36.71
Taking safety measures

Boston Whale Watching Cruise by High-Speed Catamaran
Likely to Sell OutLikely to Sell Out

Boston Whale Watching Cruise by High-Speed Catamaran

star-4.5
1356
Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.
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  • 3 hours 30 minutes
  • Taking safety measures
From
$62.85
From
$62.85
Taking safety measures

Boston Hop-On Hop-Off Trolley Tour with 15 Stops

Boston Hop-On Hop-Off Trolley Tour with 15 Stops

star-4.5
2046
Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour. If you upgrade to the Gold or Platinum Pass, you will be given your (seasonal) Harbor Cruise ticket when you check in for the Trolley Tour. These seasonal cruises depart periodically throughout the day close to Stop 1.
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  • 1 hour 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.35
From
$49.35
Taking safety measures

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

star-4.5
6680
Hop into a duck boat—renovated World War II amphibious vehicle—for a comprehensive tour of Boston. Pass Boston Common, Quincy Market, and the Celtics' home turf at TD Garden. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.
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  • 1 hour 20 minutes
  • Free Cancellation
  • Taking safety measures
From
$53.35
From
$53.35
Taking safety measures

Boston Harbor Sunset Cruise
Likely to Sell OutLikely to Sell Out

Boston Harbor Sunset Cruise

star-4.5
56
Take an evening cruise on Boston Harbor to watch the sunset from the water. Glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, Leonard P. Zakim Bunker Hill Memorial Bridge, and the USS Cassin Young. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night.
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  • 2 hours
  • Taking safety measures
From
$48.00
From
$48.00
Taking safety measures

Boston Ghosts & Gravestones Night-Time Trolley Tour

Boston Ghosts & Gravestones Night-Time Trolley Tour

star-4.5
523
Discover some of Boston’s deepest, darkest secrets on a “frightseeing” tour aboard the Trolley of the Doomed, which roams around the haunted streets and burial grounds of Boston. Your costumed host provides illuminating insights into the history of the city's spookiest sights such as Copp's Hill Burying Ground.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$45.15
From
$45.15
Taking safety measures

Boston Sunset Dinner Cruise with Buffet

Boston Sunset Dinner Cruise with Buffet

star-4
120
Try a unique alternative to a typical night out in downtown Boston on an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.
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  • 2 hours 30 minutes
  • Taking safety measures
From
$104.67
From
$104.67
Taking safety measures

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

star-4.5
155
Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Central Wharf on the 67-foot Liberty Star or the 125-foot Liberty Clipper and enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.
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  • 2 hours
  • Taking safety measures
From
$59.00
From
$59.00
Taking safety measures

Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option
Likely to Sell OutLikely to Sell Out

Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

star-4.5
1159
Join Boston's only award-winning, original, Martha's Vineyard Day Trip! Leave the trouble of driving to someone else and enjoy a day trip to Martha’s Vineyard from Boston. Then, take a short cruise to Martha's Vineyard then enjoy free time to explore or upgrade to add an island tour. Complimentary snacks, bottled water, island guidebooks and a discount card with island perks are provided during the drive.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$110.00
From
$110.00
Taking safety measures

Boston Harbor Sightseeing Cruise

Boston Harbor Sightseeing Cruise

star-4.5
16
See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Sit back and enjoy a cup of New England Clam chowder while sailing between the harbor's 34 islands, listening to their history through your guide's commentary. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include Nixes Mate, Lovell's Island, Spectacle Island, and Fort Independence.
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  • 1 hour 30 minutes
  • Taking safety measures
From
$34.14
From
$34.14
Taking safety measures

The Revolutionary Story Tour
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The Revolutionary Story Tour

star-5
482
What makes this tour different is that instead of walking the Freedom Trail geographically – starting at one end and following it to the other – we let the escalating action of the American Revolution guide us through the crooked streets of Boston. The sightseeing is synchronized with and unfolds to the storytelling. There’s a lot less emphasis on dry facts and dates and a lot more on the passions, personalities, and psychologies driving the events; recreating the drama and recapturing the energy that invented America. It's not only much more enjoyable it's also the most effective way to explore the city and relive the history. The entire experience has been built with the aspirations and anxieties of a fellow tourist in mind: the groups are kept small so you aren't herded around; we cover both the major sights and the hidden gems; extensive visual aids and props help you grasp the material, and you'll traverse all original neighborhoods getting a sense of the modern city as well. 
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$58.75
From
$58.75
Taking safety measures

Sunset Cruise
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Sunset Cruise

star-4
63
Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$26.34
From
$26.34
Taking safety measures

Boston's North End Small-Group Walking Food Tour

Boston's North End Small-Group Walking Food Tour

star-5
192
Walking the cobblestone streets of the North End is a must, but don’t waste time looking for the ideal place to eat. Join other passionate foodies to snack your way through the neighborhood. Your guide directs you to a hidden bakery and an authentic Italian salumeria. Visit the Old North Church and maybe even get a chance to talk with the neighborhood’s best bakers. Pizza, pastries, and other delights round out your experience.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$72.50
From
$72.50
Taking safety measures

Boston CityPASS

Boston CityPASS

star-4
50
Experience Boston’s must-see tourist attractions — and enjoy considerable savings — on this exciting Boston CityPASS. Visit the popular New England Aquarium, Museum of Science and relax on a Boston Harbor Cruises. Choose between the Harvard Museum of Natural History or the Franklin Park Zoo to complete the experience. This Boston CityPASS is valid for 9 consecutive days from date of first use. Convenient mobile tickets are valid for 1 year from the date of purchase. Transportation to and from the attractions is not included.
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  • 9 days
  • Free Cancellation
From
$64.00
From
$64.00

Walk the Freedom Trail With BostonTownCrier

Walk the Freedom Trail With BostonTownCrier

star-4.5
62
Cover the highlights of the Freedom Trail on this walking tour of Downtown Boston. A shorter route leading between Boston Common and Faneuil Hall Marketplace is ideal for travelers who don’t have the time or inclination to cover the full extended route. A costumed guide adds a theatrical touch to the experience.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$18.00
From
$18.00

Walking Tour: Downtown Freedom Trail plus Beacon Hill to Copley Square/Back Bay
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Walking Tour: Downtown Freedom Trail plus Beacon Hill to Copley Square/Back Bay

star-4.5
242
Travel back in time through the early years of American history during this guided walking tour of Boston’s famous Freedom Trail and its most iconic landmarks. Relive the events of the American Revolution as you pass Faneuil Hall, see the Old and New State Houses, and visit the setting of the infamous Boston Massacre. Then head downtown past Boston Common and the modern John Hancock Tower, finishing in Copley Square. A professional guide joins your trip to help add context.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$35.00
From
$35.00
Taking safety measures

Boston Tea Party Ships & Museum Admission

Boston Tea Party Ships & Museum Admission

star-4.5
504
Relive the most important event leading up to the American Revolution on this self-guided tour of the Boston Tea Party Ships and Museum. Take a journey back in time to the famous Boston Tea Party, an incident that changed the course of American history. It’s more than a stroll through historic artifacts, though. It’s truly one of the top-rated museums in the city of Boston. Explore authentically restored tea ships and throw the fated tea into Boston Harbor.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$29.95
From
$29.95
Taking safety measures

Boston Small-Group Food & History North End Freedom Trail Walking Tour

Boston Small-Group Food & History North End Freedom Trail Walking Tour

star-5
390
Combine two attractions Boston has to offer—delicious food and rich history—on this tour that starts in the popular North End and continues along the Freedom Trail. Snack your way through this historic Italian neighborhood, trying fresh bread at a hidden bakery and enjoying an Italian salumeria. Once fortified, walk the Freedom Trail to discover the rich history of the American Revolution and experience the modern city Boston is now.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$104.00
From
$104.00
Taking safety measures

Private Arrival Transfer from Boston Airport BOS

Private Arrival Transfer from Boston Airport BOS

star-3
74
Forget the long lines and confusion associated with finding transportation from the many Boston International Airport arrivals. Skip the taxis and shuttles and travel with confidence—and without worry—by scheduling a private car. Choose from a 3-person sedan or a 5-passenger SUV or van. Sit back and relax as the vehicle travels from the airport to a downtown Boston or Cambridge accommodation.
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  • 1 hour
  • Free Cancellation
From
$28.00
Price varies by group size
From
$28.00
Price varies by group size

Private Departure Transfer to Boston Airport BOS

Private Departure Transfer to Boston Airport BOS

star-3.5
41
Arrange for a stress-free ride to Boston International Airport with this private transfer service. Meet your driver at your hotel or private residence in Boston or Cambridge, and relax on the journey to the airport in a sedan or minivan (depending on the size of your group).
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  • 1 hour
  • Free Cancellation
From
$28.00
Price varies by group size
From
$28.00
Price varies by group size

Boston City view Bicycle Tour

Boston City view Bicycle Tour

star-5
353
Discover Boston’s top attractions on this comprehensive guided bike tour around the city. See the unique character and charm of each community up close, like the beautiful brownstones in Back Bay and the South End. Visit Boston’s historic North End and pedal past Copley Square and Fenway Park. Cross the Freedom Trail, passing significant locations to United States history.
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  • 2 hours 30 minutes
  • Taking safety measures
From
$68.00
From
$68.00
Taking safety measures

Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail
Likely to Sell OutLikely to Sell Out

Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail

star-4.5
28
Explore elegant neighborhoods, historic streets, and American landmarks on a Boston walking tour from the Back Bay to Beacon Hill and downtown portions of the Freedom Trail. Learn about Boston’s history and culture as you stroll brownstone-lined avenues and walk the shady paths of the Boston Public Garden. Step into Boston’s Revolutionary history in the churches, cemeteries, and battlegrounds of the American struggle for independence.
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  • 2 hours
  • Free Cancellation
From
$35.00
From
$35.00

Boston to Newport Small-Group Day Trip with Breakers & Elms Mansion Admission
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Boston to Newport Small-Group Day Trip with Breakers & Elms Mansion Admission

star-4.5
108
Escape the hustle of the city and get away to the tranquility of Newport, Rhode Island, on a guided, small-group day tour from Boston. This quaint coastal town, known as America’s First Resort, is the perfect getaway and just 70 miles south of Beantown. Explore the Breakers mansion, the most grandiose of Newport’s summer mansions. Visit attractions like the Ocean Drive Historic District, the St Mary’s Church complex and the U.S. Naval War College, among others. Hotel pickup and drop-off plus a snack, guidebook and discount offer card are included.
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  • 10 hours
  • Free Cancellation
  • Taking safety measures
From
$125.00
From
$125.00
Taking safety measures

Tour of The Freedom Trail

Tour of The Freedom Trail

star-4.5
311
Travel back in time to colonial New England on a 90-minute historic walking tour. With a length of just 1.2-miles, you can enjoy the experience without breaking a sweat. Your costumed and in-character guide gives you an immersive understanding of life during America’s infancy. Hear exclusive stories about the country’s Founding Fathers and discover iconic historical sites. 
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  • 1 hour 30 minutes
  • Free Cancellation
From
$26.00
From
$26.00


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