Bootleggers, Bosses & Bloodshed

Summary Description

Uncover Portland's dark history of mobsters, bootleggers, and scandal on this guided true crime tour—walk infamous streets and hear thrilling tales. Book your adventure now! 

Highlights
  • Portland true crime walking tour.
  • Explore historic Old Port’s scandals.
  • Uncover mobsters and bootleggers history.
  • Guided tour of Portland’s dark past.
Description

Step into the shadows of Portland’s past on this thrilling true crime tour, where secrets lurk behind historic facades and cobblestone streets whisper tales of corruption, violence, and vice. From ruthless mobsters and bootleggers to power-hungry bosses and shocking scandals, this tour unveils the darker side of Maine’s largest city. Walk the very streets where speakeasies thrived, deals were made in the dead of night, and blood was spilled in the name of power. Led by expert guides, this journey through Portland’s underworld will leave you with spine-tingling stories you won’t soon forget. Dare to explore the city’s past? Book now—if you’re brave enough.

Included / Excluded
  • Guided walking tour with true crime stories
  • Engaging tales of Portland’s mobster history
  • Water at Portland Beer Hub
  • Additional food or beverages
  • Gratuities for the guide
Start / End Locations

Start Location: Portland Beer Hub, 320 Fore Street, Portland, ME, USA

End Location: Portland Beer Hub, 320 Fore Street, Portland, ME, USA

Commentary

Guide : English

Important Information
Know Before You Book
  • Age Requirement: All participants must be 21 years or older to join this tour, as it includes alcohol consumption.
  • Tour Duration: The tour lasts approximately 3.5 hours
  • Booking in Advance: Given the unique nature of this experience, it’s advisable to book in advance to secure your spot.
Know Before You Go
  • The tour begins at Portland Beer Hub, located at 320 Fore St, Portland, ME 04101.
  • Arrival Time: Arrive at least 15 minutes before the scheduled start time for check-in.
  • What to Bring: Bring a valid photo ID for age verification.
Cancellation

Cancellation Cutoff: 24 hours

Cancellation Notes: Standard: For a full refund, request a cancellation before the cancellation cutoff

Additional Information

- Parking: Portland Beer Hub does not own parking. Paid parking is available on the street, in nearby surface lots, or in garages close to the hub.
- Guests should arrive 15 minutes prior to the scheduled tour start time.
- Check in with our staff at the designated area inside Portland Beer Hub, located at 320 Fore St, Portland, ME 04101.
- Portland Beer Hub is Portland’s premier craft beer bar and retail shop, offering a wide selection of craft beverages to enjoy on-site or to take home.
- Enjoy the comfortable surroundings, including air conditioning, cozy couches, a clean bathroom, water, and snacks, as you prepare for your adventure.
- Confirm your booking details and receive any last-minute tour information from our friendly staff.

Redemption Information

Your voucher will be collected or scanned on redemption

Operated by:

Portland Explorer

Basic Information
  • Duration: 2 hours
  • Trip difficulty: Easy
  • Category: Tours & Sightseeing