Portland True Crime Walking Tour Experience
Uncover Portland Maine's Dark History on a Thrilling True Crime Walking Tour of Old Port

ME
people
1 participant
hours
- • Explore Portland's Dark Past on a True Crime Tour
- • Join a 2-Hour Guided Walking Tour of Portland's Underworld
- • Uncover Portland's Most Thrilling True Crime Stories
Why We Love This Unique Experience
Step into the shadows of Portland’s past on this thrilling true crime evening walking tour, where secrets lurk behind historic facades and cobblestone streets whisper tales of corruption, violence, and vice. This unique experience offers a captivating glimpse into the darker side of Maine's largest city, exploring the stories of ruthless mobsters, bootleggers, and the power-hungry individuals who shaped the city’s notorious history.
During this two-hour guided journey, participants will walk the very streets where speakeasies thrived and deals were made in the dead of night. Led by expert guides, the tour delves into the chilling tales of organized crime, scandal, and survival that marked the city's evolution. With every step, the vibrant yet shadowy narratives come to life, revealing the grit and danger that once colored the Old Port. Prepare to be captivated by spine-tingling stories that will linger long after the tour has ended.
This true crime walking tour makes for a remarkable gift for friends, family, or anyone with a penchant for history or mystery. Whether it's for a birthday, special occasion, or just because, an evening spent uncovering Portland's hidden past is sure to create unforgettable memories. Don't miss the chance to experience this remarkable slice of history—book a tour today and embark on a thrilling adventure through time!
Check Availability & Book
Experience Overview:
True Crime In Portland's Old Port - Evening Walking TourStep 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.
Meeting Point
Portland Beer Hub
320 Fore St, Portland, ME 04101, USA
Arrive 15 MINUTES before the start time of your tour.
Meet inside of the retail store, Portland Beer Hub (320 Fore Street, Portland, ME 04101), in downtown Portland's Old Port.
What's included:
- Water at Portland Beer Hub
- Guided walking tour with true crime stories
- Engaging tales of True Crime in Portland Maine
Not included:
- Gratuities for the guide
What to expect:
Duration: 2 hours
Old Port
Old Port, Portland, ME 04101, USA
Beneath the charm of Portland’s Old Port lies a darker story—one paved with cobblestones, secrets, and shadowy deals. This waterfront district once pulsed with illicit trade, backroom bribes, and speakeasies hidden in plain sight. As you stand among 19th-century brick facades and narrow alleys, it’s easy to imagine the bootleggers slipping through the night and the gangsters who ruled with intimidation. This stop peels back the polished surface to reveal the Old Port’s criminal underbelly—gritty, dangerous, and all too real.
2 hours
Details & Important Info
Additional Experience Details & Important Information
Service animals allowed
Public transportation options are available nearby
Infants and small children can ride in a pram or stroller
Suitable for all physical fitness levels
Cancellations & Refunds
Reservation Changes, Cancellations & Refunds
Changes to reservations for tickets can be made until 3 days prior to the date scheduled. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.
Organized by
Portland Explorer Tourism
Product SKU: US-9381-0013
Google Business Profile: Portland Explorer Tourism
Portland True Crime Historical Walking Tour
ME
people
1 participant
hours
- • Explore Portland's Dark Past on a True Crime Tour
- • Join a 2-Hour Guided Walking Tour of Portland's Underworld
- • Uncover Portland's Most Thrilling True Crime Stories
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