From start to finish, we will take care of every detail, so all you have to do is show up.
We understand that company off-sites and team-building events run on tight schedules, so our goal is to take that stress away from you. Deliver the most seamless private events for your group in the Boston area with just one call or email.
Dive into the city’s gritty underworld with narrated thrilling tales of the Italian Mafia and the Irish Mob. From notorious crime bosses to unsolved mysteries and daring heists, our storytelling brings Boston’s darker past to life like never before. This isn’t your average sightseeing tour—this is an experience about Boston that you won’t read in most history books.
Skip the hassle of juggling multiple vendors. We deliver an all-in-one experience—private trolley transportation from your office or hotel, tailored narration and entertainment that keeps your group engaged and seamless dining arrangements at some of Boston’s top waterfront restaurants—coordinated start-to-finish by us.
A 20-guest minimum applies to all bookings. Smaller groups are welcome, however pricing is adjusted to meet the event minimum.
The starting point of the tour is at The New England Aquarium, however pickup options may be customized upon request. Pick up charges may apply based on group location, but we will be happy to discuss all options to make your event as seamless as possible!
Customized pick up at your hotel, office or other location. Privately narrated tour about the history of the Italian Mafia and the Irish Mob, with a flair of Boston history. Guests will hear stories about Boston's notorious underworld and the rise and fall of some of the most notorious crime families in New England. Additional stories include The Brinks Robbery, The Isabella Stewart Gardner Museum Robbery and more.
At the conclusion of the tour, client has the option to choose from a number of Boston's incredible waterfront restaurants where they will enjoy the option of salad or chowder. Entree selections available range from Traditional Boiled Lobster, NY Sirloin, Braised Short Ribs, Baked Haddock, Chicken Parmesan, Vegetarian or Vegan options and more. Gluten Free and Allergy Friendly dishes are easily available. Dinner concludes with a Chef's Choice of Dessert.
*Beverage Consumption are gratuity are the responsibility of the client.
All guests will receive a branded Mobsters and Lobsters double wall insulated cup with a lid. Package also includes option of beverage procurement for all guests for the entirety of the trolley ride. (Beverage options provided upon inquiry)
All guests will receive a variety of popular allergy safe and pre-packaged snacks for the trolley ride.
Pick ups outside of our local radius may incur additional charges. Guests have the option to have the trolley wait at the restaurant and transport the group back after the meal concludes.
The tour and meal option is available during both lunch time and dinner hours.
Additional accommodations may be made upon request.
Perfect for corporate events, private group outings, and team-building adventures, our private trolley tours combine true crime, Boston history, and unforgettable entertainment. Whether you’re a lifelong local or first-time visitor, Mobsters and Lobsters offers the most unique and memorable way to experience Boston’s storied past.
Cruise the city on our custom trolleys (with open air window or air conditioned options and heat for year-round comfort) while our expert guides bring gripping tales of mystery, mayhem, and murder to life.
As you cruise through iconic Boston neighborhoods like the North End, Beacon Hill and the Seaport, places everyone knows so well, our expert guides reveal the secrets, scandals, and legends that never made it into the history books.
We partner with premier waterfront venues where guests pre-select entrées so the service flows. Popular choices include traditional New England lobster, NY sirloin, chicken parmesan, baked haddock, and braised short ribs, plus made-to-order vegetarian/vegan plates. Gluten-free and other dietary needs are happily accommodated with advance notice.
From transportation and dining to interactive storytelling, branded souvenirs, and fully customizable add-ons, we handle every detail so you can relax and enjoy a one-of-a-kind Boston event your team will never forget!
