Somerville, MA Outdoor Activities

Head instructor Francois Asselin has guided Boston Sailing Center's neophytes to seaworthiness for more than 15 years, with his programs reaching more than 400 students annually. Mr. Asselin and his cadre of nine other sailing instructors take small groups onto the water to provide hands-on experience with the ropes, sails, steering, and maintenance of sailboats. Together, they introduce the science of seamanship or sharpen the skills of experienced sailors so they can eventually set sail on their own with a complete mastery over wind, water, and doing jumping jacks with a peg leg.

Boston Sailing Center owns an armada of vessels, which, in addition to lessons, may be rented for on-the-water events or lent out to members for regular sailing. Skippers conduct tours of Boston Harbor's skyline, stopping at scenic islands for impromptu picnics or to let parents maroon angst-ridden teenagers.

Boston Duck Tours’ conductors helm a fleet of restored World War II–era DUKWs. 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.

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.

Home of the Babson College Beavers, and thus naturally formed by a dam made from half-chewed hockey sticks, the frozen expanse of Babson Skating Center provides plenty of space for skaters to etch figure eights in its smooth, glistening surface. Professional instructors impart skills in hockey and figure-skating lessons for all experience levels and ages, and public skating or pickup hockey matches allow students to test their newfound skills. Off the ice, the onsite skate shop's staff sharpens skates and keeps mouth guards, laces, and tape on hand in case hockey coaches need to fix up their injured starting mannequin.

Three history buffs founded Boston Strolls with the goal of highlighting their city's fascinating and often hilarious forgotten tales. Launching in Beacon Hill, the tours have now expanded into the Back Bay and North End. Today, guides lead all tours past historic brick and stone facades, as well as the occasional Bruins shrine, and immerse participants in an interactive exploration of Boston's lesser-known history.

In addition to their sometimes dark and often humorous anecdotes, they also personalize the tour to each group by judging the knowledge base of their participants and accommodating anyone who is allergic to Boston. Even with their careful planning, the tours often take surprising turns. On one tour, a homeowner invited the group around a private wall to see the house's private garden that, in traditional Beacon Hill fashion, was completely hidden from all other passersby.

When festival founder Anne-Marie Aigner first noticed the burgeoning food-truck scenes on the West Coast and the Midwest, her prescient mind foresaw that the tide would make its way to New England. In order to cultivate the nascent movement, she founded her food-truck-festival tour to bring dozens of trucks' eclectic wares to locales outside of Boston. Already scoring mentions in Boston and Worcester Mag in its first year, the festival has featured such four-wheeled kitchens as Redbones BBQ and Roxy's Grilled Cheese. Aigner hopes to sustain the food-truck industry beyond the festival's inaugural year by attracting interest throughout the region and motivating grassroots support for the mobile culinary spots and their future descendants, sandwich-slinging helicopters.