Mobsters and Lobsters delivers the top-rated, all-in-one corporate event experience in Boston—combining private transportation, immersive storytelling, and unforgettable group entertainment.
Because you want the top-rated Boston experience—and we simplify everything.
No one has time to make endless phone calls or coordinate multiple vendors just to book a corporate outing. We deliver a seamless, private event experience from start to finish. From door-to-door transportation to planning, entertainment, and execution—we handle it all.
Simply tell us your date and time, and we take care of the rest.
Private Events
All-in-one event planning
No hidden fees or vendor coordination
Fully customizable experiences
Our iconic blue trolleys create the perfect platform for a top-rated Boston corporate event. Enjoy narrated tours of historic neighborhoods, mob history storytelling, and curated experiences designed specifically for your group.
We understand that corporate events run on tight schedules—our mission is to eliminate stress with one company, one plan, and zero hassle.
Mobsters and Lobsters sets the standard for Boston’s top-rated corporate events, exclusive private tours, and high-end company outings. Designed for discerning groups who value seamless planning and unforgettable experiences, our all-inclusive packages take care of every detail—so you can focus on enjoying your time together aboard one of our luxurious open-air trolleys.
As one of the most historic cities in the United States, Boston is known for its revolutionary landmarks and iconic neighborhoods—but there’s another side to this city that most history books leave out. On this one-of-a-kind tour, you’ll uncover Boston’s rich history while delving into its gritty underworld, exploring the stories of organized crime, political corruption, and infamous figures that shaped the city’s darker past.
This private Boston trolley tour lasts approximately 1 hour and 15 minutes, beginning at The New England Aquarium. Alternate pickup locations are available to suit your group’s needs (travel time to your location is not included). Light refreshments and snacks are welcome onboard—or let us arrange a fully catered experience for an added touch of luxury.
Whether you’re planning a high-profile corporate outing or a memorable private event, Mobsters and Lobsters delivers an elevated Boston experience your group will talk about long after the trolley ride ends.
North End
Begin your adventure in Boston’s most iconic neighborhood. Discover tales of the Italian Mafia, the original Ponzi Scheme, and the audacious Brinks Robbery that shook the city.
Lancaster Street Garage
Step into the shadows of Boston’s underworld at this site steeped in Irish Mob history.
Beacon Hill
Wind through cobblestone streets as we uncover stories of political scandals, historic jails, and chilling accounts of the Boston Strangler.
Chinatown
Learn how this vibrant district intertwines with Boston’s secret tales of crime and power.
South Boston
Enter the heart of Irish Mob territory, where notorious figures like Whitey Bulger left their mark on the city.
Tenean Beach
Conclude your journey at this waterfront site where several of Bulger’s victims were recovered, leaving a haunting but unforgettable impression.
Mobsters and Lobsters sets the standard for Boston’s top-rated corporate events, exclusive private tours, and high-end company outings. Designed for discerning groups who value seamless planning and unforgettable experiences, our all-inclusive packages take care of every detail—so you can focus on enjoying your time together aboard one of our luxurious open-air trolleys.
As one of the most historic cities in the United States, Boston is known for its revolutionary landmarks and iconic neighborhoods—but there’s another side to this city that most history books leave out. On this one-of-a-kind tour, you’ll uncover Boston’s rich history while delving into its gritty underworld, exploring the stories of organized crime, political corruption, and infamous figures that shaped the city’s darker past.
This private Boston trolley tour lasts approximately 1 hour and 15 minutes, beginning at The New England Aquarium. Alternate pickup locations are available to suit your group’s needs (travel time to your location is not included). Light refreshments and snacks are welcome onboard—or let us arrange a fully catered experience for an added touch of luxury.
Whether you’re planning a high-profile corporate outing or a memorable private event, Mobsters and Lobsters delivers an elevated Boston experience your group will talk about long after the trolley ride ends.
