Historical Tours In Tampa, FL
EXPLORE 2025 TAMPA MAFIA TOURS ─ GET STARTED NOW
The walking tour takes place in Ybor City and is distinct from the trolley ride tour.
The trolley ride tour ventures outside of Ybor City, which isn't accessible on foot.
It doesn’t matter which order you choose to take the walking tour or the trolley tour, but it is highly recommended that you do both to fully experience the complete Tampa Mafia history.
TAMPA MAFIA WALKING TOUR
Scott M. Deitche, Mob Museum Advisory Council member and mob author of Tampa's favorite books, Cigar City Mafia: A Complete History of the Tampa Underworld & The Silent Don: The Criminal Underworld of Santo Trafficante Jr. or Manny Leto, previous Editor of Cigar City Magazine and Tampa historian, will guide you on a 1.5 -2 hour walking tour to old gambling palaces, street corners, and alleys, where some mobsters met their demise and restaurants, were wise guys, like famed boss Santo Trafficante Jr., held court.
During the tour, you'll delve into the intriguing world of bolita, explore the rumored tunnels of Ybor, and uncover the chilling history of the Era of Blood.
Tampa Mafia Walking Tours meet up at King Corona Cafe in Ybor City For those who prefer not to be inside with the cigar smoke, you may wait outside, and the tour guide will call your name.
kingcoronacigars.com
1523 E 7th Ave, Tampa, FL 33605
TAMPA MAFIA TROLLEY RIDE TOUR
Join us on a unique trolley ride tour of Tampa's gangland past. The Tampa Mafia trolley ride tour is a comfortable journey to the hangouts, homes, and final resting places of Tampa's most notorious gangsters.
We'll also make strategic stops for exploration, ensuring you get the most out of your tour. Get ready to see Cigar City in a whole new light!
As a bonus, you will receive a Tampa Mafia Prohibition Mug!
Our Tampa Mafia trolley tour is not merely a ride; it's an immersive experience. It offers a fresh, exciting perspective for those who have already participated in the Tampa Mafia Walking Tour. This tour offers a fantastic opportunity to delve deeper into the city's history and the mafia's influence, all while enjoying the comfort of a bus ride and the informative, entertaining commentary from our knowledgeable guide.
The trolley comfortably accommodates 30 passengers, featuring white oak benches and a mix of perimeter and row seating.
Don't miss this chance to discover more about Tampa Mafia's past!
This trolley has no restroom, and the ride will last about 1.5-2 hours without restroom breaks. Please dress comfortably based on the weather and bring water or other beverages to stay hydrated.
You will receive an email with instructions on where to meet in downtown Tampa. There will be plenty of parking in this area where we meet up.
ABOUT YOUR PAYMENT: PLEASE NOTE: Your credit or debit card will show a charge for your tour from our billing company, CIGAR HERITAGE FESTIVAL, INC.
You will receive a receipt once you purchase your ticket(s). Additionally, within 48 hours of your purchase, you will get an instructional email for the tour from us. If you do not see it in your inbox, please check your junk/spam folder. If, after 48 hours, you still do not see it in your inbox or junk/spam folder, please contact us via email at info@tampamafia.com.
DISCLAIMER: Please respect the guide, fellow customers, and the property. Non-compliance with city ordinances or disruptive behavior may result in being asked to leave. No children under the age of 12. Tampa Mafia Tours reserves the right to cancel tours with fewer than six attendees. If we must cancel a tour, you can reschedule it for any other regular or happy hour tour listed on our website, or we can provide a full refund. All tours and products for sale on our website are final and nonrefundable.
TAMPA MAFIA WALKING TOURS

2025 FALL TAMPA MAFIA WALKING TOURS
SATURDAY, SEPTEMBER 27
6 PM with Manny Leto
SATURDAY, OCTOBER 4
NOON with Scott Deitche
3 PM with Scott Deitche
6 PM with Manny Leto
SATURDAY, NOVEMBER 15
NOON with Scott Deitche
3 PM with Scott Deitche
5 PM with Manny Leto
SATURDAY, NOVEMBER 22
NOON with Scott Deitche
3 PM with Scott Deitche
5 PM with Manny Leto
SATURDAY, DECEMBER 6
NOON with Scott Deitche
3 PM with Scott Deitche
5 PM with Manny Leto
FRIDAY, DECEMBER 26
4 PM with Manny Leto
SATURDAY, DECEMBER 27
4 PM with Manny Leto
TICKETS ARE $30 per person
For more information on our Private or Group tours, please email us at info@tampamafia.com
TAMPA MAFIA TROLLEY RIDE TOURS

2025 TAMPA MAFIA TROLLEY RIDE!
TAMPA- SATURDAY, SEPTEMBER 27
1 PM with Scott Deitche
3 PM with Scott Deitche
TAMPA- SATURDAY, OCTOBER 11
10 AM with Scott Deitche
12:30 PM with Scott Deitche
TICKETS ARE $65 per person