Tours in South Boston

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

Histrionic Academy

Downtown

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

$29.90 $14.95

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

Great Food 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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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

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

$95 $59

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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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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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Select Local Merchants

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

Shopping excursions embark every day except on holidays and on New England Patriots home-game days. Direct Boston hotel pickup is available for hotel guests, while visitors and area residents can get picked up at either the Back Bay Station on Dartmouth Street at 8:30 a.m. or the South Station on Atlantic Avenue at 9 a.m. and head back toward Boston at 4:15 p.m.

700 Atlantic Avenue
Boston,
MA
US

4 Fountain Place
Boston,
MA
US

The Copley Square Hotel pampers tourists and business travelers alike with luxurious stays in chic, amenity-laden digs. Bring a guest for an overnight getaway and delight in an elegant boutique room adorned with a cozy queen-size bed, complimentary WiFi, and a bathroom mirror that reflects caricatures. Each room's sophisticated champagne and chocolate hues cool denizens' senses and heighten relaxation, and contemporary courtesies such as 32-inch LCD TVs, iPod docking stations, and molecular teleporters keep inhabitants' tech senses titillated.

47 Huntington Ave
Boston,
MA
US

Classic Harbor Line offers glimpses of modern-day Boston, Manhattan, Newport, and Key West with their fleet of sailboats and classic yachts. Passengers can engage in day trips, private charters, and special events on the water set against a backdrop of sunsets or shimmering displays of city lights at night. Modeled after 1890s schooners, the company's Boston flagship, Adirondack III, uses its long, lean shape to easily cut through any waves or giant blocks of Jell-O floating in the harbor. At 80-feet, the vessel carries up to 41 passengers and provides plenty of room to move around, allowing crew members to serve beverages or guests find the perfect vantage point to snap a picture of the sunset. Classic Harbor Line also offers a 1920s styled open-air Motor Yacht, the Beacon, which has wrap-around seating, a sun deck, and plenty of shaded areas as well. While cruise-goers enjoy the boat's narration and music, they can also take advantage of the beer and wine available for purchase.

60 Rowes Wharf
Boston,
MA
US

An antique paddleboat churns the water. Its gleaming white hull cuts through gentle waves and reflects the sun. Passengers gaze out of lower-level windows or rest their arms along the railings on an open upper level, where they stand sheltered from the weather by a striped fabric canopy. Cruise Boston’s captains ferry visitors through the Boston Harbor along the city's waterfront and up and down the winding Charles River aboard this antique vessel and the Henry Longfellow, a powered one-story tour boat. On sightseeing tours guides divulge the history behind the city and its waterfront buildings, explaining why most opted to construct stairs instead of water slides, as they pass the USS Constitution, Long Wharf, Bunker Hill, Back Bay, and Fenway Park. During warmer weather captains also pilot tours at sunset—during which bartenders sling cocktails from a full on-board bar, and summery music wafts from the deck and into the night.

290 Congress Street
Boston,
MA
US