Skip navigation

Old Town Trolley

Private Travel Transportation Retail 1,000 - 2,500 Employees Headquartered in Key West, FL 43 Active Jobs

Old Town Trolley is an entertainment company that provides historically oriented vacation experiences for our guests through the operation of trolleys, street trains, a high speed ferry, themed retail stores, festival marketplaces and historic tourist attractions in Key West, Florida; Boston, Massachusetts; San Diego, California; Savannah, Georgia; Washington DC, St. Augustine, Florida and Nashville, TN. Our strategy is to capitalize on the Old Town Trolley brand, while focusing on heritage tourism. In this process, we will maintain our emphasis on guest communication and satisfaction, product value, superior vehicles and industry trends to profitably expand our entertainment business in each of the cities in which we currently operate and in other vacation destinations across the United States.

Careers

Come join the ranks of the fun employed! From coast-to-coast, Old Town Trolley has been The Nation's Storyteller® for more than 20 years. We are an exciting and dynamic company, marked by constant growth and change.

The dedicated professionals at Old Town Trolley are a diverse, highly motivated team. Our varied backgrounds, personalities, and talents are what make Old Town Trolley what it is today. We operate in a career environment that is interactive and supportive where empowerment is encouraged. We are constantly looking for good, dependable, enthusiastic people who are self-motivated and have leadership skills. Joining us can be the most rewarding career decision you've ever made.

If you feel that you fit our description, we would love to hear from you. We are an Equal Opportunity Employer.

Please note that we only provide employment for operations owned by Old Town Trolley. Other Trusted Tours partners must be contacted directly for employment information.