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Trolley Driver Jobs in Florida (NOW HIRING)

As a Driver, you will be responsible for safely operating a transit motor vehicle, providing reliable and efficient public transportation. What's In it for YOU: * $21.50 per hour starting rate * Full ...

As a Driver, you will be responsible for safely operating a transit motor vehicle, providing reliable and efficient public transportation. What's In it for YOU: * $21.50 per hour starting rate * Full ...

As a Driver, you will be responsible for safely operating a transit motor vehicle, providing reliable and efficient public transportation. What's In it for YOU: * $21.50 per hour starting rate * Full ...

Become a CASTmember of the Nations Storyteller ® Have fun driving our Trolley of The Doomed! Share ... Must have a CDL class C (or higher) with Passenger Endorsement. * Evenings: 5:00 pm - 10:00/10:30 ...

CDL Driver/Operator We are currently on the lookout for an experienced Bus Driver to join our elite team in Panama City, Florida. As a key member, you will be entrusted with ensuring safe and ...

Description JOIN OUR OLD TOWN TROLLEY TOURS OF KEY WEST FAMILY!! This position ensures that the ... Follow procedures to fuel and park CDL required vehicles. Drive, fuel, and park on company property ...

JOIN OUR OLD TOWN TROLLEY TOURS OF KEY WEST FAMILY!! This position ensures that the image of our ... Follow procedures to fuel and park CDL required vehicles. Drive, fuel, and park on company property ...

Detailer

Key West, FL · On-site

$17/hr

Description JOIN OUR OLD TOWN TROLLEY TOURS OF KEY WEST FAMILY!! This position ensures that the ... Follow procedures to fuel CDL required vehicles. Fuel on company property only. * Wash, scrub ...

Detailer

Key West, FL · On-site

$17/hr

JOIN OUR OLD TOWN TROLLEY TOURS OF KEY WEST FAMILY!! This position ensures that the image of our ... Follow procedures to fuel CDL required vehicles. Fuel on company property only. * Wash, scrub ...

Description JOIN OUR OLD TOWN TROLLEY FAMILY! Voted BEST EMPLOYER! Named one of the Top 3 Employers ... Valid FL Class C or higher CDL with passenger endorsement (will train to acquire CDL. Must obtain a ...

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Trolley Driver information

See Florida salary details

$510

$1.1K

$1.5K

How much do trolley driver jobs pay per week?

As of Jul 31, 2026, the average weekly pay for trolley driver in Florida is $1,137.83, according to ZipRecruiter salary data. Most workers in this role earn between $948.08 and $1,265.38 per week, depending on experience, location, and employer.

What job makes $1,000,000 a year?

Trolley drivers typically do not earn $1,000,000 annually; such high earnings are usually associated with top executives, successful entrepreneurs, or specialized professionals in fields like finance or technology. Most trolley drivers earn a moderate salary based on hours worked and experience. Achieving a $1 million annual income generally requires ownership, high-level management, or investment success beyond standard driving roles.

What are trolley drivers?

Trolley drivers are professionals responsible for operating trolley vehicles, which can include streetcars, trams, or shuttle-style trolleys. Their main duties involve safely transporting passengers along designated routes, following schedules, and providing customer service. Trolley drivers must be attentive to traffic regulations, ensure passenger safety, and sometimes assist with fare collection or route information. They often work for public transit agencies, tourism companies, or private event services. Good communication skills and a clean driving record are important for this role.

What disqualifies you from being a bus driver?

Disqualifications for a trolley driver typically include a poor driving record, a criminal background involving serious offenses, or failing a drug and alcohol test. Additionally, candidates usually need a valid commercial driver's license (CDL) and must meet health and vision requirements. Having a history of unsafe driving or violations can prevent qualification for the role.

What is the difference between Trolley Driver vs Bus Driver?

AspectTrolley Driver
Required CredentialsCommercial driver's license (CDL), specialized training for trolley operation
Work EnvironmentUrban streets, dedicated trolley tracks, often in city centers
Employer & IndustryPublic transit agencies, city transportation departments
Common Usage & SearchPublic transportation, city transit, trolley routes

While both Trolley Drivers and Bus Drivers operate vehicles for public transit, Trolley Drivers specifically operate trolleybuses on fixed tracks or routes within urban areas, often requiring specialized training and licenses. Bus Drivers typically operate rubber-tired buses on various routes without fixed tracks. The roles overlap in credentials and work environment but differ in vehicle type and operational specifics.

What are some common challenges faced by trolley drivers and how can they be managed?

Trolley drivers often encounter challenges such as navigating through congested areas, maintaining schedules during peak hours, and ensuring passenger safety both onboard and at stops. Effective communication with dispatchers and other drivers, along with strong situational awareness, can help manage these challenges. Developing familiarity with routes and practicing patience during busy periods are also important strategies for success in this role.

What is the highest paid driving job?

The highest paid driving jobs typically include commercial airline pilots, executive chauffeurs for high-net-worth individuals, and specialized heavy equipment operators. Among these, airline pilots often earn the highest salaries, especially with experience and additional certifications, followed by certain corporate or luxury vehicle drivers. Salary levels depend on experience, industry, and geographic location.

What are the key skills and qualifications needed to thrive as a Trolley Driver, and why are they important?

To thrive as a Trolley Driver, you generally need a valid commercial driver’s license (CDL), a good driving record, and knowledge of local traffic laws and routes. Familiarity with vehicle maintenance procedures and fare collection systems is often required, along with any necessary transit authority certifications. Excellent customer service, communication skills, and the ability to remain calm under pressure are important soft skills for this role. These skills ensure the safe and efficient operation of trolleys while providing a positive experience for passengers and maintaining public safety.
What are popular job titles related to Trolley Driver jobs in Florida? For Trolley Driver jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Trolley Driver jobs in Florida look for? The top searched job categories for Trolley Driver jobs in Florida are:
What cities in Florida are hiring for Trolley Driver jobs? Cities in Florida with the most Trolley Driver job openings:
Infographic showing various Trolley Driver job openings in Florida as of July 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $59,167 per year, or $28.4 per hour.

Trolley Driver/Tour Guide

Historic Tours of America

Key West, FL • On-site

$23/hr

Full-time

Medical, Retirement, PTO

Re-posted 5 days ago


Job description

Description
Trolley Driver/Tour Guide
This position must have a good sense of fun, a desire to entertain and excellent driving skills as they drive a trolley on busy public streets while narrating a sightseeing tour multiple times a work shift and drive a Conch Tour Train when needed. Tour Conductors bring to life the history of America and all the positive things it represents. Our ideal Tour Conductors have a passion for helping people and making their vacation experience a memorable one. A sincere love of history and the culture of our city is ideal.
Employee Benefits
  • Competitive pay: $23 per hour plus gratuities --> $3,000 Sign On Bonus*
  • Paid Training: $20 per hour
  • All FT Employees are eligible for paid vacation time, as well as company sponsored health and wellness plans
  • All FT, PT and Seasonal employees are eligible for: paid sick time, 401K plan with company matching*, fun and upbeat work environment with various award and recognition celebrations throughout the year, First Stop Health - 24 hr. access to doctor by phone or computer for employee and their dependents (Employer pays 100%), discounts in retail stores and free admission to all company attractions

Operating tours, attractions and retail in Boston, Key West, Nashville, San Diego, St. Augustine, Savannah, San Antonio, and Washington, DC since 1980!
Start your new Career with Us Today!
*Eligibility requirements may apply
Requirements
Essential Functions
  • Drive in a safe, competent manner a non-air-conditioned trolley on busy public streets wile entertaining guests by narrating a scripted sightseeing tour up to 4 to 5 times daily
  • Meet and deal with the general public and diverse company in a prompt courteous manner.
  • Handle stressful situations and difficult people both in person and via the radio while maintaining a professional and pleasant composure
  • Maintain radio contact with dispatch during tours.
  • Perform an interior and exterior physical inspection of the vehicle daily and accurately complete the departmental documents/forms for inspection

Required Knowledge, Skills, and Abilities
  • Our ideal Tour Guides have a passion for helping people and making their vacation experience a memorable one.
  • A Commercial Driver's license (CDL) is not required to apply - we hire for personality. We will put you through our paid CDL training course and prepare you for the CDL Testing.
  • Ability to learn and memorize scripted tours and routes as assigned.
  • Ability to work independently over long periods of time within the scope of established rules and regulations while performing tours and satisfy the needs of our guests.
  • Ability to deal with unpleasant, angry, or discourteous people in a calm and pleasant manner
  • Ability to read, write, and speak clear English in order to communicate with co-workers, general public, law enforcement, and emergency personnel and to complete required paperwork correctly.
  • Ability to learn new duties, policies, and procedures and adjust to new situations encountered on the job within a reasonable amount of time.

Qualifications
  • Must be at least 21 years old
  • Valid Florida Class C or higher CDL with passenger endorsement (will train to acquire CDL. Must obtain a CDL in the first month of employment)
  • Acceptable driving record for the past 3 years.

Other Requirements
  • Must pass pre-employment MVR/background check and substance abuse testing
  • Must pass annual Motor Vehicle Reports (MVR) checks as required by the Department of Transportation (DOT).
  • Valid DOT physical required
  • TWIC Pass, Federal background check, Key West Port Pass required
  • Have a passion for helping people and making their Key West experience a memorable one.