Mobsters and Lobsters – Boston Trolley Charters, Corporate Events & Private Tours

Mobsters and Lobsters runs private trolley charters, corporate events and narrated tours across Boston and Greater Boston on its blue trolleys. Every booking is private, so each group sets its own route and schedule. Its signature outing pairs a narrated tour of Boston’s mob and underworld history with an optional three-course meal at a Boston-area waterfront restaurant, timed for lunch or dinner, with menus that include lobster, steak, baked haddock and vegetarian or vegan dishes.

Corporate clients book the trolleys for all-inclusive outings, team building, client entertainment and convention group activities, with pickup at hotels, offices or venues. Hourly charters serve conferences, shuttles between venues, parades, community events and any group that needs to move together. The trolleys also carry birthday, bachelor and bachelorette and holiday parties, transport bridal parties and wedding guests, and make tailgate and concert runs for game days and shows.

What to Know

• The fleet has four trolleys, two seating 40 passengers and two seating 26, for up to 132 riders at once.
• BYOB is allowed on private events when arranged in advance, and adults-only BYOB holiday lights tours are offered.
• Operators are background checked, the company carries federal insurance coverage and dispatch is on call 24 hours a day.
• Direct billing is available for corporate clients.