Mobsters and Lobsters stands out as Boston’s premier destination for top-rated corporate events and company outings. Simplifying the event planning process, we offer all-in-one package options that alleviate the stress of managing multiple details. This allows you to dedicate more time to the finer details, making you the star of the show as you create unforgettable experiences for your team or group.

Hop aboard our custom-built, stunning blue trolleys, accommodating 40 passengers, for an unparalleled Boston experience. Embark on our narrated tour starting from the historic North End, delving into tales of the Italian Mafia and the city’s rich history, including infamous events like the Ponzi Scheme and the Brinks Robbery. Journey past landmarks such as the Lancaster Street Garage, steeped in Irish heritage, before venturing into Beacon Hill to uncover stories of political corruption, old jails, and the notorious Boston Strangler.

As we travel through Chinatown and into South Boston, the heart of Irish Mob history, our tour provides a comprehensive exploration of the city’s notorious underworld. Our final stop at Tenean Beach, where Whitey Bulger’s victims were discovered following a crucial informant tip-off, adds a chilling yet captivating dimension to the experience. Moreover, our knowledgeable drivers seamlessly weave Boston’s broader history into the narrative, ensuring both visitors and locals alike are entertained and enlightened. Join us for an educational and thrilling adventure, perfect for company outings or simply a fun day out in the city!

The tour is approximately an hour and fifteen minutes from the starting point of The New England Aquarium. Please note, if you have an alternate pickup location, the travel time is not factored into this time. Please reach out via the booking inquiry if you would like to find out if your pickup location falls within our radius. Additionally, we offer BYOB options as well as beverage pickup options. You are able to bring snacks on board if you would like.

Pricing Plans


A 20 person minimum is required for all bookings, however price adjustments can be made for those with smaller groups.
  • Tour only $59

    Per person, this includes courtesy pickup (Boston area only) and narrated tour. Guests will be returned to the pickup location at the conclusion of the tour. Drop-off location may be changed upon request.

  • Tour and Meal $119

    Per person, This includes courtesy pickup (Marriott Long Wharf 296 State St. Boston, MA), narrated tour, full-course dinner, meal taxes, and return of guests to the pickup location. Dining takes place at The Venezia Restaurant in the Port Norfolk area of Boston, unless other arrangements have been made. All guests are required to submit their entrée selections at least 72 hours prior to the event. Our options include: lobster (traditional boiled), NY Sirloin steak, chicken parmesan, baked haddock, braised short ribs or made to order vegetarian/vegan. Gluten free options and other dietary restrictions can also be easily accommodated upon request. Kosher meals are the responsibility of the client. Lunchtime hours are also available to book. The meal portion is approximately an hour and a half to 2 hours, depending on the group size. Accommodations can be made to transport your group back to your initial pickup location after the meal concludes. (prices are subject to change based on market value of lobster)

Get in touch

Scroll to Top