Wise Guys & NYC's Finest

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Spend the day with one of NYC’s Finest! Join a former NYPD Detective, who was born, raised and served in Little Italy and surrounding neighborhoods. Direct from the source, hear true crime stories from his career and life experiences while working the streets. A frequent consultant for Hollywood, follow this former cop through notorious wise guy locations, learning about New York’s crime families. See where they ate, celebrated and even started their elusive “family businesses.” Visit favorite spots from “the beat” for a taste of the neighborhood: family-style pasta and garlic bread at a famous “red sauce joint,” bites of fresh mozzarella at an authentic cheese shop, two of the best meatballs in Little Italy and a delicious cannoli to satisfy your sweet tooth!

We will make several stops during this tour, requiring 2-4 blocks of walking at each location.

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  • $125 per person
  • Travel Protection 10%


  • Driving Tour with Former NYPD Detective
  • Food Includes: Pasta at John’s of 12th Street
  • Mozzerella Cheese Samples, Two of NYC’s Best Meatballs
  • Cannoli in Little Italy
  • Upper Class Tour Director, Taxes & Gratuities


Sunday April 26th, 2020

  • Mamaroneck 9:15am
  • White plains 9:45am
  • Yonkers 10:15am 


Sunday April 26th, 2020

  • Yonkers 5:00pm
  • White Plains 5:15pm
  • Mamaroneck 5:45pm