Cyclists can take off their helmets and still enjoy the ride at Ciclismo Classico’s fourth annual Bike Travel Film Festival, taking place Monday from 7 to 10 p.m. at the Regent Theatre, 7 Medford St. The event will feature a dozen short films on two-wheeled adventures, including the festival’s centerpiece, “The New Woman: Annie ‘Londonderry’ Kopchovsky,” which tells the story of a Boston mother of three who endeavored to cycle the globe in 15 months in the late 19th century. Tickets are $10 in advance, $15 at the door, with proceeds going to the nonprofit Massachusetts Bicycle Coalition, also known as MassBike. A social hour will be held at 6 p.m. at the theater. More information is available at www.ciclismoclassico.com/filmfest.