Tours in Orient Heights

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

Cityview Trolley Tours

Boston

$38 $20

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

$29 for Duck Tour from Boston Duck Tours & Bonus Harvard Tour from Trademark Tours (up to $33.59 Value)

Boston Duck Tours

Multiple Locations

$33.59 $29

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WWII style amphibious cruiser ushers guests down Boston's streets & waterways during award-winning tour; includes bonus Harvard walking tour

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

Boston Green Cruises

Boston

$56 $28

A low-emission covered boat glides quietly past famed Boston landmarks during one-hour cruises

Boston Harbor Island Cruise or Romantic Sunset Cruise for Two from Classic Harbor Line (Up to 47% Off)

Classic Harbor Line

Boston

$76 $45

1920s-style yacht takes passengers past sites such as Fort Independence, Long Island Head Light, and Old North Church

One- or Two-Hour Historic Harbor Boat Tour for Up to Six from Captain Mike's Boston Coastal (Up to 55% Off)

Captain Mike's Boston Coastal Yacht Charters

Boston Harbor Hotel

$250 $125

Captain Mike takes sightseers on a one- or two-hour ride along Boston's scenic skyline on a comfortable, fully-equipped 30-foot sailboat

Super Duck or Upper Deck Trolley Tours for Adults or Children from Boston Super Tours (Up to 27% Off)

Boston Super Tours

Redeem Online: Departure for Super Duck Tours Only

$33.33 $25

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Hop on and off a trolley tour that stops at Boston's most iconic landmarks, or see the city by land and sea during amphibious Duck tours

Pizza & Little Italy Tour for One, Two, or Four from Boston Pizza Tours (Up to 54% Off)

Boston Pizza Tours

Boston

$39 $19

Little Italy walking tours hit five Freedom Trail stops and three pizzerias for sample slices

Boston Ghost & Legends Lantern Tour for Two, Four, or Six from Colonial Lantern Tours (Up to 57% Off)

Colonial Lantern Tours

Boston

$50 $25

Uncover the secret macabre history of Boston during a 90-minute guided nighttime tour

Haunted-History Walking Tour for Two or Four with Ghost-Hunting Equipment from Spirit Expeditions (50% Off)

Spirit Expeditions

Downtown

$50 $25

A two-hour walking tour covers most haunted areas and allows guests to conduct their own paranormal investigation

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

Boston Haunts

Irish Famine Memorial

$30 $15

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

Grave Undertakings Walking Tour for Two or Four from Boston By Foot (50% Off)

Boston By Foot

King's Chapel Cemetery

$30 $15

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Narrated tours trek through three of the city's burying grounds to explain the death customs and symbolism of Puritan New England

Two or Four Tickets to Tour of The Freedom Trail: The Path to Independence from Histrionic Academy (Up to 58% Off)

Histrionic Academy

Downtown

$29.90 $14.95

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

Boston TV- and Movie-Site Tour for One, Two, Three, or Four from On Location Tours (49% Off)

On Location Tours

Boston Common

$41 $21

Explore Boston's neighborhoods on tours that point out filming locations of famous films and TV shows such as Ted and American Hustle

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

Go Go U.S. Tour

Boston

$70 $29

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

90-Minute Haunted Walking Tour for Two or Four from Haunted Boston Ghost Tours (Up to 67% Off)

Haunted Boston Ghost Tours

Downtown

$36 $14

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

Charles River Tour or Sunset Cruise for One or Two from Charles Riverboat Company (Up to 41% Off)

Charles Riverboat Company

Cambridge

$17 $11

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Captain and crew lead river tour or sunset cruise past Harvard, Fenway Park, and historic sights along Charles River

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

Great Food Tours

Boston

$50 $25

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

Personalized Pedicab Tour for up to Three Adults or Two Adults and Two Kids from Boston Pedicab (Up to 38% Off)

Boston Pedicab

South End

$95 $59

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

Distillery Tour for Two or Four of Bully Boy Distillers (Up to 56% Off)

Bully Boy Distillery

Boston

$40 $20

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

Harvard Walking Tour for Two, Four, or Six from Trademark Tours (Up to 53% Off)

Trademark Tours

Harvard Square

$40 $19

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

Harvard Walking Tour for Two or Four with Option for Harvard Museum Tour from The Hahvahd Tour (Up to 43% Off)

The Hahvahd Tour

Cambridge

$21.90 $13

Harvard students steer groups to notable landmarks such as the John Harvard statue and Harvard Yard while imparting college factoids

Harvard, Old Cambridge, or Innovations of Cambridge Tour for Two from Cambridge Historical Tours (60% Off)

Cambridge Historical Tours

Cambridge

$30 $12

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Guides dressed in period clothing lead guests around famous locations, sharing more than 400 years of history

Haunted Walking Tour of Salem for Two or Four from Witch City Walking Tours (Up to 58% Off)

Witch City Walking Tours

Salem

$30 $15

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

17th Century Salem Experience for 2 or Up To 5 at The Jonathan Corwin House / The Witch House (Up to 51% Off)

The Jonathan Corwin House / The Witch House

Salem

$28.50 $15

Home that housed the Corwin family, who were heavily involved in the Salem Witch Trials; Pioneer Village recreates colonial life

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

$50 $30

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

In-Depth Tour for Two or Four at Blue Hill Observatory & Science Center (50% Off)

Blue Hill Observatory & Science Center

Milton

$16 $8

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

$225 for a One-Hour Scenic Tour for Up to Three People from Eagle East Aviation Tours ($420 Value)

Eagle East Aviation Tours

North Andover

$420 $225

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

Ghost or Sleepy Hollow Cemetery Walking Tour for Two or Four from Gatepost Tours (50% Off)

Gatepost Tours

Concord

$50 $25

Licensed Concord tour guide show the darker untold side of Concord, with visits to Sleepy Hollow and other haunted locales

Morning Whale-Watching Trip for One or Two from 7 Seas Whale Watch (Up to 43% Off)

7 Seas Whale Watch

Gloucester

$48 $29

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

Whale-Watching Excursion for One or Two from Capt. Bill and Sons Whale Watch (Up to 49% Off)

Capt. Bill and Sons Whale Watch

Gloucester

$48 $28

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

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

Cape Ann Whale Watch

Gloucester

$48 $29

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

90-Minute or 3-Hour Historic Bike Tour of Newburyport from Plum Island Fitness (Up to 58% Off)

Plum Island Fitness

Downtown

$96 $40.99

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

$299 for a Three-Course Lunch for Four at the Top of the Newburyport Lighthouse (Up to $900 Value)

The Lighthouse Preservation Society

Newburyport, MA

$900 $299

Prix fixe lunch at a private table with harbor views from the top of a historic lighthouse

Semiprivate Hot Air Balloon Ride with Champagne Picnic from Infinity & Beyond (Up to 40% Off)

Infinity & Beyond

Salem

$400 $240

In the care of an FAA-certified pilot, couples take to the skies for sunrise or sunset hot air balloon rides followed by a champagne picnic

Wine Tasting with Cheese, Wineglasses, and 25% off Wine for Two, Four, or Six at Sweet Baby Vineyard (Up to 56% Off)

Sweet Baby Vineyard

Sweet Baby Vineyard

$34 $12

Sip six samples of wine while snacking on cheese plates; take home souvenir wineglasses and wine purchased with a discount

$48 for a Whale-Watching Tour for Two from Capt. John Boats (Up to $94 Value)

Captain John Whale Watching and Fishing Tours

Plymouth

$94 $48

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

Fast-Ferry Round Trip for One or Two Adults from Provincetown Fast Ferry (Up to 41% Off)

Provincetown Fast Ferry

Plymouth

$48 $29

Ferry brings travelers across the bay from Plymouth to Provincetown during trips that take just more than an hour

Whale-Watching or Fireworks Cruise from Al Gauron Deep Sea Fishing & Whale Watching (Up to 43% Off)

Al Gauron Deep Sea Fishing & Whale Watching

Hampton Harbor

$33 $19

Individuals or pairs enjoy a whale-watching or island cruise

Paranormal Investigation Tour for Two or Four from The Plymouth Night Tour (Up to 54% Off)

The Plymouth Night Tour

Plymouth

$24 $12

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

Select Local Merchants

There are tours that take you to historical destinations, and then there are tours that take place on them. Consider tours aboard the Joseph S. Kennedy UB85 a little of both. This 50-foot Navy utility boat was built in 1985 and was assigned to the Aircraft Carrier U.S.S. Roosevelt. Today, it charters passengers to historical sites such as the Charlestown Navy Yard, site of the U.S.S. Constitution and the World War II destroyer U.S.S. Cassin Young. The boat also ferries guests to one of the National Park Harbor Islands, where history and modern day converge in the form of festivals and events. On George Island, for example, passengers will find beer tastings and weekly recreations of Civil War-era baseball games, complete with original uniforms, original rules, and instant replays performed by actors.

205 Orient Avenue
Boston,
MA
US

Originally built to sail around the world, the New Horizons motorsailer now spends its days providing Maine hospitality to its guests while gliding along the scenic Northeastern coast of the United States. After boarding the sailboat, groups can take in the sweeping views of the New York Harbor, the Hudson River, and past the Statue of Liberty, while sipping drinks and savoring treats such as the classic Maine lobster roll, which can be purchased on board. Seafarers may also embark on special voyages, such as Lobster Day Sail picnics. With its spacious design, semi-private upper deck, and modern sound system, the New Horizons can handle events that range from large family gatherings to old-fashioned ocean-drinking contests.

256 Marginal St.
East Boston,
MA
US

Boston’s Finest Tours unveils the City on a Hill’s hidden charms to residents and visitors with five unique seasonal tours. Native Bostonians John Feeley and Cheryl McDonald lead tours dressed as their midcentury counterparts, Jonathan Wendell Holmes and Frances Appleton, while sharing tales of the city’s history and culture. The ghost tour of Beacon Hill thrusts patrons into close encounters with specters, and on the Irish Heritage tour, trolleys roll through Eire-influenced sites including the Boston Public Garden and Fenway Park. The Beacon Hill tour begins with a sighting of the State House’s brilliant gold dome before groups stroll down the brick sidewalks of Mount Vernon Street, the cobblestone corridor of Acorn Street, and the legendary Boston Strangler’s daily jogging route.

140 Northern Avenue
Boston,
MA
US

City Wine Tours' experienced wine ambassadors take groups on enlightening viticultural explorations in New York City and Boston. Each two-hour walking tour stops by upscale restaurants, neighborhood boutiques, and hidden grape-springs known for their unique wine offerings. Guests sip and sample along the way, trying up to six different varietals, while guides expound on wine tasting, pairing, and history. That focus on entertaining education has proved a winning formula?City Wine Tours' walking excursions have been praised by media outlets including Zagat and the Boston Globe.

3 Battery Wharf,Boston,Boston
Boston,
MA
US

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.

87 Commercial Wharf
Boston,
MA
US

The Bay State Cruise Company is probably best known for its fast ferry service between Boston and Provincetown, which zips passengers between the two cities in 90 minutes. The company also has a traditional ferry, which takes three hours each way, but costs much less and is available only on Saturdays. All ferries are seasonal, running from mid-May through mid-October. The boats are comfortable, with plenty of seating inside and out, and drinks and snacks are available. In the summer, the company also offers music cruises on the weekends that sail around Boston Harbor, with live acts, DJs and dancing. You can also set sail on the Fourth of July, when the USS Constitution makes its annual turnaround. As the ship slowly floats along, passengers can enjoy the view and a buffet lunch. The ferries can also be chartered for private events.

200 Seaport Blvd, Ste 50
Boston,
MA
US