Tours in Brookline

Trolley Tour and Harbor Cruise for One, Two, or Four from CityView Trolley Tours (Up to 55% Off)

Cityview Trolley Tours

Boston

Historical sites headline a trolley tour and a 45-minute harbor cruise affords sweeping views of the city

$38 $20

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Boston-to–New York Tour for One, Two, or Four from Go Go U.S. Tour ($70 Value)

Go Go U.S. Tour

Boston

All-day tour takes groups around some of NYC's most famous sites including Times Square and Rockefeller Center

$70 $35

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Super Duck Tour from Super Tours (Up to 47% Off)

Super Tours

Boston

See the city by land and sea during an amphibious Duck tour

$33.33 $17.50

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Boston Ghost Walk for One, Two, or Four from The Celebrity Planet (Up to 66% Off)

Boston Ghost Walk

Edge of Boston Common

Spooky tour visits Omni Parker House, the site of the Boston Massacre, and two cemeteries in search of eerie apparitions

$35 $16

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Walk and Identify Edible Plants with an Urban Foraging Expert

Find Edible Plants in the City

Christian Herter Community Garden

Urban forager David Craft leads his guests on a walk through the city, where he reveals how to identify and harvest up to 30 edible plants

$40

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$20 for a Two-Hour Narrated Haunted Ghost Cruise from Haunted Boston Harbor ($40 Value)

Haunted Boston Harbor

Downtown

Guide leads a two-hour boat cruise for adults through Boston Harbor’s secluded islands, narrating the stories of rumored apparitions

$40 $20

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Halloween Pub Crawl for Two or Four on October 25 and October 30–November 1 from Boston Pub Crawl (Up to 80% Off)

Boston Pub Crawl

Multiple Locations

Four-day pub crawl celebrates Halloween with amazing costumes and specials on domestic beers and well cocktails

$50 $10

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$15 for a Haunted Ghost Ship Cruise on Friday, October 31, from HalloweenCruises.com ($30 Value)

HalloweenCruises.com

Downtown

Guests dance to DJ’d music on Halloween party cruise that searches out phantoms in Boston Harbor

$30 $15

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Select Local Merchants

During the 70-minute Hahvahd Tour, whip-smart Harvard undergrads lead prospective students and curious tourists alike through 375 years of American History. Starting at the Red Line Harvard stop, tour groups take a stroll past the winding lanes and stoic stone buildings of the nation's oldest college while soaking up knowledge about Harvard's fascinating past and colorful student culture. Visitors stop for photo ops at famous sites such as the National Lampoon building?the training ground for comedians such as Conan O'Brien?and the John Harvard statue, which commemorates the most famous person named after the university.

Harvard Sq
Cambridge,
MA
US

Fiction pops out from the screen and into full three-dimensional life courtesy of On Location Tours. From a certain bar where "Everybody knows your name" to a Nazi-like soup maker's original spot, New York City and Boston have served as the backdrop to some of pop culture's most iconic sites. Though the cameras have long since left, On Location Tours' goal is to bring sightseers face-to-face with iconic locations seen in shows like Mad Men and Friends and films like Good Will Hunting and American Hustle. So, while spacious tour busses charter passengers through New York and Boston's most famous neighborhoods, local actors wax poetic on the history of these spots and the actors who have cemented their status as American pop-culture landmarks. On Location Tours shuttles more than 100,000 tourists a year, and has been featured in national press such as Entertainment Weekly , The Wall Street Journal, and 60 Minutes.

148 Tremont St.
Boston,
MA
US

Freewheeling around historic hallmarks and architecture, Boston By Segway, formerly Boston Gliders, has led more than 100,000 sightseers through Bean Town atop intuitive, easy-to-maneuver segways. Tours, which kick off every half-hour, range from one to two hours; the shorter version trundles down Boston's Harborwalk, and the longer sojourn ventures past historic hotspots including Faneuil Hall and Bunker Hill. To get acquainted with the segway, all upright rollers speed through a half-hour how-not-to-crash course, getting acquainted with the natural, fluid steering and learning how to propel the vehicle forward using a carrot tied to a stick. Armed with digital cameras, the urban sherpas snap shots throughout the tour for purchase afterward, and customers may take their own pictures as long as they briefly hop off the segway.

60 Canal Street
Boston,
MA
US

Wielding a flickering lantern, one of Haunted Boston Ghost Tours? guides leads groups through the streets and alleyways of Beantown, illuminating dark corners to expose any lingering apparitions. Beginning at Central Burial Ground, groups stroll through some of Boston?s most historically haunted areas, including the Boston Athenaeum, Boston Commons, and Freedom Trail, ultimately ending at the Omni Parker Hotel. Along the way, a knowledgeable guide explains the history of the various specters lurking about, as well as the stories behind their demises, which date back to colonial-era Boston. Guides lead these tours every night of the week, rain or shine, for tour takers as young as 6 years old in groups of all sizes, excluding any ex-Ghostbusters.

106 Boylston Street
Boston,
MA
US

Bastions of the abolitionist movement, Boston and its progressive citizens helped motivate activists across the nation to stand against slavery, thus fanning a flame that contributed to the Civil War. During a 90-minute Boston Civil War tour, groups walk among historically significant sites where figureheads such as Frederick Douglass and William Lloyd Garrison publicly asserted their outrage and sought refuge from enraged mobs. While strolling through Beacon Hill on Sunday, knowledgeable guides point out the African Meeting House—a recruitment center for Massachusetts' all-black regiment—and the homes of famous authors such as Louisa May Alcott, who pulled from her experience as a Union Army nurse to write Hospital Sketches in 1863.

139 Tremont Street
Boston,
MA
US

Boston's historical skyline sets the backdrop for aquatic adventures aboard Boston Harbor Mini Speed Boats' fleet of F-13 speedboats. The two-person vessels require no boating license, letting customers steer their own way across Boston Harbor and the Charles River. Kept on-course by a team of guides piloting the lead boat, excursions speed past well-known sights such as the John F. Kennedy Presidential Library and Museum, Fort Independence, and the USS Constitution, whose wooden masts stretch towards the sky like a ballerina who let go of her birthday balloon.

85 East India Row
Boston,
MA
US