Tours in Winchester


The Hahvahd Tour for Two or Four with Optional Museum Admission from Trademark Tours (Up to 43% Off)

Trademark Tours

Trademark Tours

Current Harvard undergraduates share university history, stories from current students, and facts about famous alumni on 70-minute tours

$19.90 $11.99

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

Super Tours

Redeem Online: Departure for Super Duck Tours Only

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

$33.33 $17.50

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Bus Tour of New England's Coast or Salem for One or Two from Brush Hill Tours (Up to 44% Off)

Brush Hill Tours

Brush Hill Tours

Knowledgeable operators pilot comfy motor coaches along New England’s coast or through Salem, with stops at scenic and historic sites

$70 $41

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$99 for a Mini-Speedboat Tour with Souvenir Photo from Boston Harbor Mini Speed Boats, Inc. ($159.95 Value)

Boston Harbor Mini Speed Boats, Inc.

Boston Harbor Mini Speed Boats, Inc.

Combine sightseeing and speed as you captain your own speedboat through Boston Harbor, passing some of the city’s most historic sites

$159.95 $99

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$45 for an Urban Dare Adventure Race for a Two-Person Team (Up to $90 Value)

Urban Dare

Bell-in-Hand Tavern

Fast-paced competition challenges teams of two with trivia, photo hunts, and mental and physical challenges

$90 $45

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Two-Hour BYOB/F Public Traditional Sailing Adventure on Boston Harbor from Come Sail Away Now (Up to 56% Off)

Come Sail Away Now

Fan Pier

BYOB/F jaunt across Boston Harbor on the friendship sloop Tupelo Honey offering great skyline views; up to 12 passengers

$150 $73

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BYOB/F Island Picnic to Spectacle Island for 1, 2, 4, 6, 12, or 24 from Boston Harbor Shuttle (Up to 62% Off)

Boston Harbor Shuttle

Fan Pier

Three-hour excursion ferries passengers to a verdant island in Boston Harbor for picnicking, hiking, and more

$60 $29

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Boston Harbor Cruise for Two or Four from Boston Green Cruises (Up to 46% Off)

Boston Green Cruises

Rowes Wharf Water Transport

Fully electric Unplugged or low-emission Beachcat sails along Boston’s waterfront, revealing skyline vistas & landmarks

$56 $32

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Boston Haunts Historical Walking Ghost Tour for Two or Four (Up to 58% Off)

Boston Haunts

Irish Famine Memorial

Guides lead 90-minute walking tours by lantern through historic streets of downtown Boston, sharing stories and reported ghost sightings

$30 $15

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Admission for Two or Four to Haunted Tours from The Boston Night Tour(Up to 52% Off)

The Boston Night Tour

Boston Night Tours

Walk through alleyways, explore the history of the Boston strangler, and visit the site of the Boston Massacre during this haunted tour

$30 $17

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Historical Pub Tour for Two, Four, or Six from History of Boston in 4 Cocktails Tour (Up to 52% Off)

History of Boston in 4 Cocktails Tour

Boston

From Prohibition gin to vodka martinis, explore four cocktails that tell the history of Boston

$40 $22

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Two-Hour Chocolate Walking tour with Six Tastings for One, Two, or Four from Great Food Tours (Up to 60% Off)

Chocolate Tour of Boston

Boston

Sample champagne-flavored truffles, chocolatey French pastries, and cupcakes during a two-hour chocolate tour of Back Bay

$50 $25

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Trolley Tour and Harbor Cruise for One, Two, or Four from CityView Trolley Tours (Up to 52% Off)

Cityview Trolley Tours

CityView Trolley Tours

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

$38 $21

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Two or Four Tickets to Tour of The Freedom Trail: The Path to Independence from Histrionic Academy (Up to 55% Off)

Histrionic Academy

Boston Night Tour

Costume-clad tour guides lead visitors along the Freedom Trail passing by historic landmarks and imparting facts about revolutionary figures

$29.90 $16

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Distillery Tour for Two or Four of Bully Boy Distillers (Up to 54% Off)

Bully Boy Distillery

Bully Boy Distillery

Tours travel past mash tanks & copper stills to see how the distillery produces rum, vodka & whiskey

$40 $21

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Personalized Pedicab Tour for up to Three Adults or Two Adults and Two Kids from Boston Pedicab (Up to 33% Off)

Boston Pedicab

Boston Pedicab

Riders pick a route that matches their interests and passes historic sites, local art, and other notable destinations

$95 $65

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One, Two, Four, or Ten Admissions to a Boston Bar Crawl from Barcrawlin.com (Up to 80% Off)

Barcrawlin.com

Scollay Square

Drink craft beer and cocktails at four to five bars while dressed according to a playful theme

$49 $19

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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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Custom Walking Tour of Salem for Two or Four from Witch City Walking Tours (Up to 55% Off)

Witch City Walking Tours

Salem

A licensed and certified historian leads groups on foot through historic Salem, the site of witchcraft hysteria in 1692

$30 $16

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Admission to Two or Four to Salem Night Tour (Up to 48% Off)

Salem Night Tour

Salem Night Tours

Learn about the chilling history of Salem during this 75-minute nighttime walking tour

$26 $14

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Sailing Outing for One or Two on the Schooner "Fame" (Up to 44% Off)

Schooner "Fame"

Victoria Station

Passengers board replica of early 1812 privateer schooner Fame for a 90-minute sailing trip on historic Salem Sound

$35 $20

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In-Depth Tour for Two or Four at Blue Hill Observatory & Science Center (44% Off)

Blue Hill Observatory & Science Center

Blue Hill Observatory & Science Center

Tour the weather observatory, the home of the oldest climate record in the country, and see historical weather instruments still used today

$16 $9

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$13 for a Hay Ride for Four at Smolak Farms ($20 Value)

Smolak Farms

Smolak Farms

Hay rides take passengers across idyllic farmland filled with Orchards, berries and bee hives

$20 $13

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$237 for a One-Hour Scenic Tour for Up to Three People from Eagle East Aviation Tours ($420 Value)

Eagle East Aviation Tours

Eagle East Aviation Tours

Enjoy a scenic tour from the air as a pilot flies you and up to three guests around; includes a flash drive and first flight certificate

$420 $237

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Round-Trip Ferry Ride for 1 or 2 Between Plymouth and Provincetown from Provincetown Fast Ferry (Up to 43% Off)

Provincetown Fast Ferry

Provincetown Fast Ferry

Bike- and dog-friendly ferries leave Plymouth at 10 a.m. seven days a week and land in Provincetown 75 minutes later

$43 $25

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Meteor Shower/Milky Way Boat Cruise for Two or Four from Mark's Tree Farm (Up to 62% Off)

Mark's Tree Farm

Mark's Tree Farm

High-powered laser pointer showcases planets, galaxies, constellations, giant red stars, and nebulae during guided astronomy boat tour

$300 $125

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$28 for a Whale-Watching Tour from Plymouth Whale Watch ($44 Value)

Plymouth Whale Watch

Mayflower II State Pier

Whale sightings are guaranteed on tours led by guides and naturalists who are knowledgeable in area wildlife and history

$44 $28

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$49 for a Whale-Watching Tour for Two Adults from Capt. John Boats (Up to $94 Value)

Captain John Whale Watching and Fishing Tours

Captain John Whale Watching and Fishing Tours

A 3–4-hour boat tour takes visitors through Cape Cod Bay to see wildlife such as humpback whales, minke whales, dolphins, & razor bills

$94 $49

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Paranormal Investigation Tour for Two or Four from The Plymouth Night Tour (Up to 52% Off)

The Plymouth Night Tour

The Plymouth Night Tour

Tour haunted and historical sites across Plymouth while outfitted with professional paranormal investigation equipment

$30 $17

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$299 for a Sunrise Semi-Private Hot Air Balloon Ride for Two with Champagne from A&A Balloon Rides, LLC ($450 Value)

A&A Balloon Rides, LLC

A&A Balloon Rides, LLC

Passengers float leisurely up to 2,000 feet with 360-degree views of southern New Hampshire in hot air balloons with FAA-certified pilot

$450 $299

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$29 for a Whale-Watching Cruise from Cape Ann Whale Watch (Up to $48 Value)

Cape Ann Whale Watch

Cape Ann Whale Watch

View humpback and fin whales as they feed and play within close range of the 115 ft. boat, Hurricane II; valid all season long

$48 $29

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Tour Tasting and Logo Glasses for Two or Four at Djinn Spirits (Up to 38% Off)

Djinn Spirits

Djinn Spirits

Learn about techniques used to make whiskey and gin; tours are offered Saturday and Sunday from 12 p.m. to 5 p.m.

$30 $19

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Whale-Watching Tour for One, Tour, or Four from Newburyport Whale Watch (Up to 36% Off)

Newburyport Whale Watch

Newburyport Whale Watch

Passengers head out to sea aboard a custom whale-watching craft to enjoy the majestic mammals, aided by an onboard naturalist

$48 $33

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Distillery Tour with Shirt for One, Two, or Four from Privateer Rum (Up to 48% Off)

Privateer Rum

Privateer Rum

90-minute distillery tours give guests insight into the making of delicious rum, with sampling and souvenir t-shirt

$30 $16

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Breakfast, Lunch, or Dinner in a Lighthouse for Up to 4 from The Lighthouse Preservation Society (Up to 67% Off)

Lighthouse Preservation Society

Lighthouse Preservation Society

Prix fixe meal at a private table with harbor views from the top of the historic Newburyport Lighthouse

$900 $299

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Select Local Merchants

  • Charles Riverboat Company
    From the hallowed field at Fenway Park to the educational havens of Harvard and M.I.T, Boston's history is written across its skyline. The area's nearby waterways allow for mostly unencumbered views of these sights, and guided boat tours let sightseers experience the city in a relaxing way. To this end, Charles Riverboat Company's vessels embark on journeys across the Charles River and Boston Harbor. Architecture tours guided by an expert from Boston by Foot and run together with BSA Space, Boston?s premier cultural institution on architecture and design, and home to the Boston Society of Architects, the tour's captains and crews point out historic sights such as famous buildings or the 100-story kettle used during the Boston Tea Party. Sunset tours offered under the warm glow of the setting sun wind through the river as music plays. Charles Riverboat Company also charters their boats for groups of up to 150.
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    100 Cambridgeside Pl.
    Cambridge, MA US
  • The Hahvahd Tour
    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.
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    Harvard Sq
    Cambridge, MA US
  • The Histrionic Academy
    The Histrionic Academy follows the enduring footprints of America's first steps, bringing to life the iconic men, women, and events that helped forge the United States into existence during the Revolutionary era. Throughout the extended, 90-minute Tour the Freedom Trail walking tour, groups weave across the first 1.2 miles of Boston's Freedom Trail behind the proverbial torches held by guides dressed in colonial garb. Up to 16 of the city's historical landmarks along the tour's route act as links to the past, enabling tour takers to see the actual locations where Paul Revere famously hung out and memorized the horse alphabet. In addition to Freedom Trail adventures, The Histrionic Academy also swings open its vault of knowledge during school field trips and a variety of other tours. The Plymouth Night tour raises hairs by shuffling visitors through haunted locales beneath the eerie glow of the moon while hunting for ghosts and ghouls in their paranormal hangouts, learning about the dark shadows cast by the city on a hill and the proper safety gear needed for attempting to climb to the moral high ground. The Salem's 1692 tour relives the hysteria of witch hunts by sailing through city streets atop gas-powered brooms.
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    1 Faneuil Hall Square
    Boston, MA US
  • On Location Tours - Boston
    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.
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    148 Tremont St.
    Boston, MA US
  • Boston By Segway
    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.
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    60 Canal St.
    Boston, MA US
  • Haunted Boston Ghost Tours
    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.
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    106 Boylston Street
    Boston, MA US

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