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Join Our Cast

old town trolley careers

"We are an exciting and dynamic company, marked by constant growth and change."

Join the ranks of the fun employed! When you travel to new destinations, it’s always best to have someone you can trust that knows the city inside and out. How would you like to be that person for the thousands that visit Key West every year?

Old Town Trolley Tours has been entertaining visitors in cities across the country for over 35 years. Our company is made up of a diverse, highly motivated team of Castmembers who are ambassadors for their city and we’re always looking for dependable, enthusiastic people with leadership skills. Being a conductor for the legendary Old Town Trolley Tours is far from your average desk job. Key West would be your office as you wind up and down streets showing off the very best the area has to offer.

The informal, humorous, and informative way we communicate is our trademark and we’ll teach you to become among the very best tour guides in the country. If you think you fit this description and are looking for an exciting career, we would love to hear from you!

Here are some additional benefits to consider in Key West:

  • Driver training – $20.00 per hour
  • $1,000 signing bonus (6 months after hire date)
  • Rate changes to $22.00 when tour-certified
  • $1,000 certification bonus
  • Other positions available:
    Ghost and Gravestones Drivers (Part time and requires a current CDL License)
    Manager in Training.
    Customer Service Representatives.
    Sales Representatives.
    Office Administrators.
    Museum and Ghost Tour Actors.


Or Call Us:

  • Key West: 844-838-6562
  • Retail All Cities: 866-538-6562


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