Skip to content
open search box Close
Old Town Trolley Old Town Trolley Tours Key West sightseeing tours
Key West tours

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:

  • Training – $20.00 per hour
  • Rate changes to $22.00 when tour-certified
  • $2,000 signing bonus
  • Sales representatives, ASE certified mechanics, maintenance, office administrators
  • Monthly & annual $ awards for top performers
  • Flexible scheduling
  • Paid training
  • Paid two week vacation
  • Paid sick time
  • Tour conductors certification bonus


Or Call Us:

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


Up Up
Back to top