Board the iconic Old Town Trolley for a narrated loop of Boston's greatest landmarks, with the freedom to hop off and explore at your own pace. Specially designed for cruise guests, this is the city's most efficient and entertaining city overview.
What to expect
Trolleys depart directly from the cruise terminal area and loop past 18 stops covering the Freedom Trail, Faneuil Hall, Quincy Market, Beacon Hill, the Back Bay, Copley Square, and the Charlestown Navy Yard. The narration is famously witty and packed with genuine Boston lore. Hop off at the Navy Yard to board the USS Constitution, stroll Faneuil Hall's artisan stalls, or window-shop Newbury Street — then reboard the next trolley whenever you're ready. The full loop takes approximately 100 minutes non-stop.
Good to know
Trolleys begin picking up cruise guests directly at the Black Falcon Cruise Terminal — no transfer needed. Buy tickets in advance online to save time. The full loop runs continuously 9am–5pm. Factor your all-aboard time carefully; the trolley schedule is reliable but allow at least 30 minutes back to the ship. A convenient, low-stress option for first-time Boston visitors or families.