Tours in Winchester, MA


Lost River Gorge & Boulder Caves: Nature Experience for One or Two at Lost River Gorge & Boulder Caves (34% Off)

Nature Experience for One or Two at Lost River Gorge & Boulder Caves (34% Off)

Lost River Gorge & Boulder Caves

North Woodstock - New Hampshire

Explore granite formations, boulder caves, and spectacular waterfalls in a breathtaking region formed by wind, water, and time

$38 $25

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Boston Super Tours: Super Duck Tour for an Adult, Child 3–11, or Child Under 3 from Boston Super Tours (Up to 26% Off)

Super Duck Tour for an Adult, Child 3–11, or Child Under 3 from Boston Super Tours (Up to 26% Off)

Boston Super Tours

Redeem Online: Departure for Super Duck Tours Only

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

$33.33 $25

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7 Seas Whale Watch: Whale-Watching Trip for One or Two from 7 Seas Whale Watch (Up to 55% Off)

Whale-Watching Trip for One or Two from 7 Seas Whale Watch (Up to 55% Off)

7 Seas Whale Watch

Gloucester

Featured on Discovery Channel and in “National Geographic,” boat tours offer the chance to spot whales and also seals and dolphins

$48 $22

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

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

Cape Ann Whale Watch

Gloucester

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

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

Schooner "Fame"

Pickering Wharf, Salem

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

$35 $21

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Zorvino Vineyards: $20 for a Tour for Two with Tastings, Glasses, and $10 Toward Wine at Zorvino Vineyards ($30 Value)

$20 for a Tour for Two with Tastings, Glasses, and $10 Toward Wine at Zorvino Vineyards ($30 Value)

Zorvino Vineyards

Sandown

Pairs wander through a pastoral vineyard and savor a variety of reds, whites, blends and fruit wines. Each couple receives $10 wine credit

$30 $20

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Boston Green Cruises: Sunset Harbor Cruise for Two from Boston Green Cruises (Up to 50% Off). Morning and Afternoon Also Available.

Sunset Harbor Cruise for Two from Boston Green Cruises (Up to 50% Off). Morning and Afternoon Also Available.

Boston Green Cruises

Boston

Low and zero emission boats carry small groups that glides quietly past famed Boston landmarks during one-hour cruises

$56 $28

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Salem Historical Tours: 1692 Salem Witchcraft Walk

1692 Salem Witchcraft Walk

Salem Historical Tours

Downtown Salem

$10 $7.50

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Capt. Bill & Sons Whale Watch: Whale-Watching Excursion for One or Two from Capt. Bill and Sons Whale Watch (Up to 44% Off)

Whale-Watching Excursion for One or Two from Capt. Bill and Sons Whale Watch (Up to 44% Off)

Capt. Bill & Sons Whale Watch

Gloucester

A family of experts shares tips on spotting humpback and minke whales—as well as dolphins and seals—during three- to four-hour outings

$48 $28

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Newburyport Whale Watch: Whale-Watching Tour for One, Tour, or Four from Newburyport Whale Watch (Up to 43% Off)

Whale-Watching Tour for One, Tour, or Four from Newburyport Whale Watch (Up to 43% Off)

Newburyport Whale Watch

Newburyport

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

$48 $29

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Al Gauron Deep Sea Fishing & Whale Watching: Whale-Watching Tour for One or Two from Al Gauron Deep Sea Fishing & Whale Watching (Up to 41% Off)

Whale-Watching Tour for One or Two from Al Gauron Deep Sea Fishing & Whale Watching (Up to 41% Off)

Al Gauron Deep Sea Fishing & Whale Watching

Hampton Beach

Boats travel up to 40 miles offshore in pursuit of humpback, finback, and minke whales, as well as dolphins and sharks

$33 $20

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Best Tours (Boston): Drunk History of Boston Tour for One, Two, or Four People from Best Tours (Boston) (Up to 60% Off)

Drunk History of Boston Tour for One, Two, or Four People from Best Tours (Boston) (Up to 60% Off)

Best Tours (Boston)

Boston

Visitors learn about Boston’s history through improv, re-enactments, and trivia and sip welcome shots and drinks at four pubs along the way

$50 $25

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

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

Best Tours

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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Cityview Trolley Tours: Trolley Tour and Harbor Cruise for One, Two, or Four from CityView Trolley Tours (Up to 50% Off)

Trolley Tour and Harbor Cruise for One, Two, or Four from CityView Trolley Tours (Up to 50% Off)

Cityview Trolley Tours

Boston

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

$40 $22.99

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Go City Card:  Go Boston Card All-Inclusive 2-Day Pass includes admission to 50+ attractions for 2 days. Pay Nothing at The Gate.

Go Boston Card All-Inclusive 2-Day Pass includes admission to 50+ attractions for 2 days. Pay Nothing at The Gate.

Go City Card

Cambridgeside Galleria Mall

Card grants free admission to 51 Boston museums, tours & attractions. Save up to 55% off combined gate prices if purchased separately

$55 $49.50

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Salem Historical Tours: TV & Movie Sites Tour

TV & Movie Sites Tour

Salem Historical Tours

Downtown Salem

$10 $7.50

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Moonlight Meadery: Mead Tour and Tasting for Two, Four, or Six at Moonlight Meadery (Up to 52% Off)

Mead Tour and Tasting for Two, Four, or Six at Moonlight Meadery (Up to 52% Off)

Moonlight Meadery

Londonderry

Expert mead maker Michael Fairbrother offers up fermentation insight as well as fruit-tinged and spiced meads for tasting

$40 $21

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Boston Harbor Mini Speed Boats, Inc.: $99 for a Mini-Speedboat Tour with Souvenir Photo from Boston Harbor Mini Speed Boats, Inc. ($159.59 Value)

$99 for a Mini-Speedboat Tour with Souvenir Photo from Boston Harbor Mini Speed Boats, Inc. ($159.59 Value)

Boston Harbor Mini Speed Boats, Inc.

North End

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

$159.59 $99

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Flag Hill Winery: Spirit and Wine Tasting & Tour for Two or Four with Souvenir Glasses at Flag Hill Winery (Up to 52% Off)

Spirit and Wine Tasting & Tour for Two or Four with Souvenir Glasses at Flag Hill Winery (Up to 52% Off)

Flag Hill Winery

Flag Hill Winery & Distillery

Learn how grapes and grains transform into wine and spirits during tastings and private tours

$60 $29

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Best Tours (Boston): Italian Food Tour of Boston for One, Two, or Four from Best Tours (Boston) (Up to 60% Off)

Italian Food Tour of Boston for One, Two, or Four from Best Tours (Boston) (Up to 60% Off)

Best Tours (Boston)

Boston

Tour-goers tour Boston’s Little Italy neighborhood and enjoy a four-course lunch while learning all about the Italian immigrant experience

$50 $25

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Best Tours: Two-Hour Cupcake Walking Tour with Five Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Two-Hour Cupcake Walking Tour with Five Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours

Boston

Sample 5 designer cupcakes & desserts while walking around historic Back Bay; cupcakeries include Georgetown Cupcake, Sweet, & Robin’s Candy

$50 $25

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1634 Meadery: Guided Meadery Tour with Souvenir Glasses for Two, Four, or Six at 1634 Meadery (Up to 50% Off)

Guided Meadery Tour with Souvenir Glasses for Two, Four, or Six at 1634 Meadery (Up to 50% Off)

1634 Meadery

Ipswich

Tour this family-run operation, producing small batches of mead by fermenting honey from area apiaries and infusing it with local fruit

$54 $27

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Cape Cod Central Railroad: Scenic Cape Cod Tour for Two or Four from Cape Cod Central Railroad (Up to 36% Off). Two Options Available.

Scenic Cape Cod Tour for Two or Four from Cape Cod Central Railroad (Up to 36% Off). Two Options Available.

Cape Cod Central Railroad

Hyannis Depot

Hop aboard a tourist train to take in views of woodlands, bogs, and the Cape Cod Canal outside the gently rocking cars

$44 $29

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Bully Boy Distillery: Distillery Tour for Two or Four of Bully Boy Distillers (Up to 52% Off)

Distillery Tour for Two or Four of Bully Boy Distillers (Up to 52% Off)

Bully Boy Distillery

Dudley - Brunswick King

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

$40 $19

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Sea Shuttle: 90-Minute Tour of Salem Sound for Two Adults or Two Adults and Two Kids from Sea Shuttle (Up to 41% Off)

90-Minute Tour of Salem Sound for Two Adults or Two Adults and Two Kids from Sea Shuttle (Up to 41% Off)

Sea Shuttle

Salem Neck

Tourists can choose to debark at Great Misery Island for hiking or stay onboard the catamaran for a 90-minute tour of the Salem Sound

$50 $30

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Hermit Woods Winery: Winery Tour and Tasting with Souvenir Glasses for Two or Four at Hermit Woods Winery (48% Off)

Winery Tour and Tasting with Souvenir Glasses for Two or Four at Hermit Woods Winery (48% Off)

Hermit Woods Winery

Meredith

Tour an urban winery and taste wines handcrafted from locally grown fruit and raw honey

$40 $21

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3Quest Challenge: Urban Scavenger Race for Two, Four, or Six from 3Quest Challenge (Half Off)

Urban Scavenger Race for Two, Four, or Six from 3Quest Challenge (Half Off)

3Quest Challenge

3Quest Challenge - Boston

Racing against the clock, players progress through three quests where they find checkpoints, seize clues, and solve the final puzzle

$39.95 $20

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Gilmanton Winery and Vineyard: Sunday Brunch, Wine Tasting, or Three-Pack of Wine Bottles at Gilmanton Winery and Vineyard (Up to 37% Off)

Sunday Brunch, Wine Tasting, or Three-Pack of Wine Bottles at Gilmanton Winery and Vineyard (Up to 37% Off)

Gilmanton Winery and Vineyard

Gilmanton

Imbibe wines such as malbec, seyval, rosé. and carmenere hailing from this 9-acre farm

$45 $32

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Boston Haunts: Haunted Boston Tour for Two or Four from Boston Haunts (50% Off)

Haunted Boston Tour for Two or Four from Boston Haunts (50% 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

$34 $17

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Crave Mead: Meadery Tour with One or Two Honey Jars at Crave Mead (Up to 44% Off)

Meadery Tour with One or Two Honey Jars at Crave Mead (Up to 44% Off)

Crave Mead

Blackstone

Get a glimpse into how sweet, flavorful honey wine is made with extensive meadery tour and tasty samples

$24 $14

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

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

Mark's Tree Farm

Plymouth

Aboard a large boat, enjoy a laser-guided astronomy tour of the constellations, nebulae, and planets, while meteors streak through the sky

$300 $125

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The Histrionic Academy: The Freedom Trail: The Path to Independence for One, Two, or Four from Histrionic Academy (Up to 53% Off)

The Freedom Trail: The Path to Independence for One, Two, or Four from Histrionic Academy (Up to 53% Off)

The Histrionic Academy

Beacon Hill

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

$14.75 $8

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Best Tours (Boston): Boston Coffee Tour for One, Two, or Four from Best Tours (Boston) (Up to 60% Off)

Boston Coffee Tour for One, Two, or Four from Best Tours (Boston) (Up to 60% Off)

Best Tours (Boston)

Boston

Two-hour tour includes barista demos, coffee history and trivia, and stops at famous Boston landmarks, plus coffee tastings along the way

$50 $25

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The Cork Stop: Wine Seminar with Food Pairings for Two, Four, or Six at The Cork Stop (Up to 48% Off)

Wine Seminar with Food Pairings for Two, Four, or Six at The Cork Stop (Up to 48% Off)

The Cork Stop

North Andover

Learn all about different wines and what kinds of foods they pair well with at this fun seminar led by professionals

$100 $52

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Go City Cards: Two-Day All-Inclusive Go City Card Including Free Admission to Dozens of Popular Attractions

Two-Day All-Inclusive Go City Card Including Free Admission to Dozens of Popular Attractions

Go City Cards

Cambridgeside Galleria Mall

Card grants free admission to museums, tours, and attractions; save up to 55% off combined gate prices if purchased separately

$52.99 $49.50

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Northern Lights : Boston Harbor Island Cruise

Boston Harbor Island Cruise

Northern Lights

Downtown

$38 $27.75

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Karma Crew Yacht Charters - Rowes Wharf: "G'Day Mate Coffee Cruise"

"G'Day Mate Coffee Cruise"

Karma Crew Yacht Charters - Rowes Wharf

Downtown

$39 $32

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Attrezzi: Two-Hour Wine-and-Chocolate-Tasting Class for Two or Four at Attrezzi (Up to 52% Off)

Two-Hour Wine-and-Chocolate-Tasting Class for Two or Four at Attrezzi (Up to 52% Off)

Attrezzi

Portsmouth

Wine and chocolate experts pair gourmet chocolates and truffles with private-label wines

$130 $69

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Plymouth Night Tour: Plymouth Night Tour for One, Two, or Four (Up to 53% Off)

Plymouth Night Tour for One, Two, or Four (Up to 53% Off)

Plymouth Night Tour

Remember Plymouth Gifts

Paranormal investigators lead guests through spooky sites around Plymouth with tales of hauntings

$15 $8

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Best Tours Boston: Pizza Tour for One or Two or Italian Food Tour for Four from Best Tours Boston (Up to 60% Off)

Pizza Tour for One or Two or Italian Food Tour for Four from Best Tours Boston (Up to 60% Off)

Best Tours Boston

Boston

Hungry tour-goers explore the city’s best pizza spots or enjoy a four-course meal in the North End neighborhood

$50 $25

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Haunted Boston Ghost Tours: 90-Minute Haunted Walking Tour for Two or Four from Haunted Boston Ghost Tours (Up to 56% Off)

90-Minute Haunted Walking Tour for Two or Four from Haunted Boston Ghost Tours (Up to 56% Off)

Haunted Boston Ghost Tours

Downtown

90-minute walking tours explore Central Burial Ground, Boston Commons & Boston Athenaeum & include info about ghosts & Boston history

$36 $19

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CitySights NY: Admission to Wax Attraction, Harbor Cruise, and Empire State Building from CitySights NY (Up to $61 Off)

Admission to Wax Attraction, Harbor Cruise, and Empire State Building from CitySights NY (Up to $61 Off)

CitySights NY

Visitor Center (Located between 47th and 48th St.)

Passes for Madame Tussauds wax attraction, Empire State Building, and Midtown harbor cruise

$98 $69

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Blue Hill Helicopters: Flight-Simulator Experience or 30-Minute Helicopter Tour for Up to Three at Blue Hill Helicopters (Up to 45% Off)

Flight-Simulator Experience or 30-Minute Helicopter Tour for Up to Three at Blue Hill Helicopters (Up to 45% Off)

Blue Hill Helicopters

Norwood

Flight simulator with virtual cityscape and realistic controls; tour takes guests over sights such as Fenway Park and Charles River

$150 $83

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Stray Boots: Cell-Phone-Guided Scavenger Hunt for Two or Four from Stray Boots (50% Off). Four Options Available.

Cell-Phone-Guided Scavenger Hunt for Two or Four from Stray Boots (50% Off). Four Options Available.

Stray Boots

Cambridgeside Galleria Mall

Clues, trivia, and riddles lead explorers through Boston’s colorful, quirky history via the Stray Boots iPhone or Android app

$24 $12

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Best Tours: Boston Ghost Walk for One, Two, or Four from Best Tours (Up to 65% Off)

Boston Ghost Walk for One, Two, or Four from Best Tours (Up to 65% Off)

Best Tours

Boston

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

$35 $17

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

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

Djinn Spirits

Northwest Nashua

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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New England Lighthouse Tours: Lighthouse Tour for One or Two at New England Lighthouse Tours (Up to 42% Off). Four Options Available.

Lighthouse Tour for One or Two at New England Lighthouse Tours (Up to 42% Off). Four Options Available.

New England Lighthouse Tours

Cambridgeside Galleria Mall

Jeremy D’Entremont, author of more than a dozen books on American lighthouses, leads tours of historic lighthouses throughout New England

$99 $59

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Lighthouse Preservation Society: Meals Atop Newburyport Lighthouse from the Lighthouse Preservation Society (Up to 61% Off). Three Options Available.

Meals Atop Newburyport Lighthouse from the Lighthouse Preservation Society (Up to 61% Off). Three Options Available.

Lighthouse Preservation Society

Newburyport

Breakfast, lunch, or dinner at a private table with harbor views from the top of a historic lighthouse

$900 $349

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Plum Island Fitness: 90-Minute or 3-Hour Historic Bike Tour for Two or Four People at Plum Island Fitness (Up to 61% Off)

90-Minute or 3-Hour Historic Bike Tour for Two or Four People at Plum Island Fitness (Up to 61% Off)

Plum Island Fitness

Newburyport

Explore downtown Newburyport’s historic sites as well as Plum island during informative bike tours

$96 $39

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Select Local Merchants

  • Affordable Asia
    Affordable Asia has the best amenities around. Enjoy Affordable Asia when you stay in Woburn. It'll be a short walk from your parking space with so many options available nearby. So book your next vacation at Affordable Asia in Woburn and reap the many benefits of this wonderful hotel.
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    2 Forbes Rd
    Woburn, MA US
  • Elevate Destinations
    Elevate Destinations has the best amenities around. Enjoy Elevate Destinations when you stay in Cambridge. Elevate Destinations has easy parking nearby for diners who wish to drive. At Elevate Destinations in Cambridge, you can scope out nearby attractions or relax in the comfortable rooms. Book your stay today.
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    4 Clement Circle
    Cambridge, MA US
  • Boston Duck Tours
    Five Things to Know About Boston Duck Tours One of the best parts about taking a Boston Duck Tour is the cheesiness. Passengers are encouraged to quack as they board these bus-boat hybrids that navigate both the city streets and the Charles River. But despite the frivolity, guests still get a good overview of the city and learn about the history that seems to permeate every block. Read on to learn more about what makes the tours so interesting: The ducks are based on WWII vehicles. These amphibious vehicles were used during the war to transport troops over both land and water. Tourgoers see more than 30 landmarks. Depending on the route, sightseers may spot the USS Constitution, Beacon Hill, and the bar where exterior scenes for Cheers were shot. The tour guides all have flamboyant personalities. Called "conDUCKtors," the guides go by punny names such as "The Codfather" and "Amelia Airhead." ConDUCKtors know how to quack in 10 languages. Tours are led in English, but an audio program can impart info in nine other languages, including Spanish, German, and Mandarin. The tour includes discounts at spots all around Boston. Just show your ticket to save money at the Museum of Science, the New England Aquarium, and all sorts of stores and restaurants.
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    4 Copley Place
    Boston, MA US
  • Full Moon Classic Yacht Charters
    Launched in 1948 by Chicago shipwright Henry C. Grebe, the Full Moon is an antique, 65-foot motor yacht that ravels constantly. In the winters, it cruises the waters of southern Florida, but it returns to New England once it gets warmer, taking passengers on voyages throughout Boston Harbor. Onboard the Full Moon, passengers can take in skyline views and sunset vistas from the sea. The refitted vessel features wooden decks and varnished rails, as well as intimate gathering areas and seating scattered across the boat. A sun-soaked bow presents passengers with unblocked views of the surroundings. The covered aft deck and indoor salon areas let passengers relax away from the elements.
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    202 Seaport Blvd.
    Boston, MA US
  • Boston Duck Tours
    Boston Duck Tours’ conductors helm a fleet of restored World War II–era style amphibious vehicles. These DUKWs were originally used to usher soldiers and supplies from sea to land, the vehicles now enjoy a cheerier, award-winning career rumbling down the streets of Boston and slapping speeding tickets on mallard ducks in the Charles River. The amphibious vehicles hold up to 36 guests in their open-air back decks for 360-degree views of the cityscape.
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    4 Copley Place, Suite 4155
    Boston, MA US
  • Best Tours (Boston)
    With all of New York spread before you, it can be hard to decide which restaurants, historical landmarks, and haunted alleyways to check out. That's where Best Tours comes in. Walking tours hike through the city's many chocolatiers, pizzerias, and the hippest restaurants of Williamsburg. Chauffeured tours cover not only fine dining but also ghostly haunts and a highly enigmatic Secrets of New York tour. And then there's the helicopter tour, offering a bird's eye view of the Empire State Building, Central Park, and the Brooklyn Bridge, and shows off the city's lesser known clouds.
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    At the John Copley statue in Copley Square
    Boston, MA US

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