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How to Tackle Boston as a First Timer

How to Tackle Boston as a First Timer

The city of Boston is packed with historic landmarks, popular attractions, prestigious universities, and plenty of pubs. First-time visitors, no matter what their interests, will be sure to find a range of activities in the Massachusetts capital that suit them. Here are some must-dos for your first trip to Boston.

Take a Trolley Tour

Get to know Boston at your own pace and see many of the city’s main attractions and landmarks with a hop-on hop-off trolley tour. The city’s easy-to-spot orange-and-green trolleys make 19 stops near popular sights, including Faneuil Hall Marketplace, the famous Cheers bar, MIT and Harvard, and Trinity Church.

Immerse Yourself In Culture

Boston is chock-full of museums, large and small. Hit the major players, like the Museum of Fine Arts and the Isabella Gardner Museum, then dive into the region’s unique cultural history at spots like the Harvard Museum of Natural History, the Salem Witch Museum, and the Paul Revere House. For a bargain on a day or two of museum trips, pick up a sightseeing pass, like Go Boston or CityPass.

Join a Walking Tour of Boston’s Freedom Trail

This walking path winds past many of Boston’s historic landmarks from the colonial and revolutionary eras. Visit Faneuil Hall, explore the city’s Old State House, and see the site of the Boston Massacre before ending up in modern-day Boston at Copley Square.

Head to Fenway Park

Home of the Boston Red Sox, Fenway Park is an impressive site, even if it’s not baseball season. On a guided tour of the historic ballpark, you can visit the roof deck that overlooks right field and see the infamous 37-foot-tall (11-meter) “Green Monster” as well as “Pesky’s Pole,” and learn why these highlights are significant to Red Sox history.

Go on a Whale-Watching Excursion

Cruise around the Stellwagen Bank National Marine Sanctuary, at the mouth of Massachusetts Bay, spotting whales and other marine life with the help of a naturalist guide. The area serves as a feeding ground for humpback, fin, minke, and pilot whales, as well as for dolphins, sea birds, and more.

Enjoy a Pub Crawl

Raise a few pints of local beer in the city’s historic taverns, and hear stories about Boston's past. You can also swing by a brewery, such as Samuel Adams, to learn about the brewing process and enjoy a tasting.

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11 Tours and Activities | All Boston Tours

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Boston Hop-On Hop-Off Trolley Tour with 18 Stops

Boston Hop-On Hop-Off Trolley Tour with 18 Stops

star-4.5
1700
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.
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  • 1 hour 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.35
From
$49.35
Taking safety measures

Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

star-4.5
609
Revel in the history of Fenway Park, one of baseball’s most beloved stadiums, during this guided tour. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum.
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  • 1 hour
  • Taking safety measures
From
$27.00
From
$27.00
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
1155
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 Small-Group Freedom Trail History Tour & Pub Crawl

Boston Small-Group Freedom Trail History Tour & Pub Crawl

star-5
196
Discover the best of Boston’s hops and history on a pub crawl. Offered at three separate times, you can easily find start at a time that fits with your schedule. Select the Happy Hour tour and enjoy four draught beers or ciders. Or choose the Dry Run option and purchase drinks as you please. Either way, visit some of the city’s top pubs with your guide while passing iconic historical sites.
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  • 2 hours 15 minutes
From
$42.66
From
$42.66

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
6435
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

Walking Tour of The Freedom Trail plus Beacon Hill to Copley Square & Back Bay
Likely to Sell OutLikely to Sell Out

Walking Tour of The Freedom Trail plus Beacon Hill to Copley Square & Back Bay

star-4.5
187
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 Hop-On Hop-Off Trolley Tour with 90-Minute Harbor Cruise Option

Boston Hop-On Hop-Off Trolley Tour with 90-Minute Harbor Cruise Option

star-4.5
1400
Explore the best that Boston has to offer on this hop-on hop-off tour of the city. Visit nine of Boston’s top attractions — like the USS Constitution, the Boston Tea Party Ships and Museum and Fenway Park, to name a few — on a 1.75-hour loop. Select your pass, then board at any of the nine stops and get to know the city in custom fashion, with live on-board commentary from a professional tour conductor. Upgrade your experience to include a Boston harbor cruise.
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  • 2 hours
  • Free Cancellation
From
$38.00
From
$38.00

Go Boston All-Inclusive Pass

Go Boston All-Inclusive Pass

star-4
182
Seeing the best of Boston doesn’t get any easier, or more economical, than with the Go Boston All-Inclusive Pass. This flexible sightseeing pass allows visitors to pick and choose from a wide variety of Boston’s top attractions, over 40 in all, at any pace desired over the course of one, two, three, five, or seven consecutive days. Enjoy immediate entry to attractions. Simply save the pass (available as your 'ticket' after purchase) on your mobile device and go. No voucher redemption is required. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two years from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for the remaining number of days purchased.
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  • 1 to 7 days
From
$76.00
From
$76.00

Boston Guided Brewery Tour with Tastings & Lunch or Dinner

Boston Guided Brewery Tour with Tastings & Lunch or Dinner

star-5
180
Learn about Boston’s thriving craft beer scene and sample a variety of libations on this morning or evening brewery tour. Get an inside look at how beer is made and learn about their operations as you visit breweries, cider houses, and distilleries. Visit brewpubs that may include the well-known Samuel Adams or gastropub Meadhall. Round-trip transportation in downtown Boston by air-conditioned van is included.
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  • 5 hours
  • Free Cancellation
From
$115.00
Price varies by group size
From
$115.00
Price varies by group size

Boston CityPASS

Boston CityPASS

star-4
48
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

Go Boston Explorer City Pass: Choose 2, 3, 4 or 5 Attractions

Go Boston Explorer City Pass: Choose 2, 3, 4 or 5 Attractions

star-3.5
10
See more of Go Boston for one low price by purchasing the Boston Explorer Pass. Save big off regular prices as you get admission to your choice of two, three, four or five Boston attractions, picking among top city highlights like a Fenway Park Tour, Boston Sunset Cruise, Freedom Trail Walking Tour, New England Aquarium and much more. An included digital guidebook helps design the perfect itinerary. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
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  • 60 days
From
$52.00
From
$52.00