Tours in Boston

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.

When Valerie Beck was in kindergarten, there was only one way to get her to drink her milk: mixing in chocolate. As she grew up, her passion for the sweet treat only deepened. During a five-year stint living in Europe, she sleuthed out the most delectable chocolate shops and bakeries, eventually bringing friends along with her on trips to chocolate hot spots. After returning to the United States, she broadened her scope to create Boston Chocolate Walking Tours, focusing on the city’s increasing number of premium chocolatiers.

Valerie’s team of tour guides reveals Boston's best chocolate spots to guests on 2.5-hour tours around the Newbury Street neighborhood. They embark from Teuscher Chocolates of Switzerland, walking or canoeing across the city's historic chocolate canals. The tour changes daily, hitting five–six spots, such as DeLuca's Market and Emack & Bolio's, though the Lindt shop is always on the list.

Boston CityWalks’ owner, Alan Maltzman, loves to show his passion and knowledge for his city. At Boston CityWalks, he and his coterie of guides lead six different tours that roam the city’s historic cobblestones, highlighting areas such as Harvard Square, the waterfront, Beacon Hill, and various Jewish cultural sites. He can also design a custom tour for any occasion such as family vacations, engagements, birthdays, reunions, and business meetings.

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.

While navigating segways around the Alamo during a spring vacation, Brad Biscornet and his brother-in-law, Jeff Langone, realized that their hometown of Salem, with its rich history and picturesque views, was ripe for just this sort of experience. And thus, Witch City Segway was born—allowing visitors and locals alike to explore the historic town on a thoroughly modern mode of transportation.

After briefly training up to six helmeted guests in segway piloting at the company's 2,000-square-foot indoor facility, two guides—one up front, one bringing up the rear—lead their flock onto the streets for one-hour jaunts. As the guides casually relay notable anecdotes about jail sites and cemeteries without the aid of megaphones or earpieces, guests obtain a deeper understanding of the 17th-century witch trials and the lesser-known black-cat mistrials.