Tour Guide Jobs

About The Position

Requirements

• CDL Class C or higher with Passenger Endorsement.
• At least 21 years old.
• Valid driver’s license with an acceptable and verifiable driving record of at least three years.
• Must pass annual Motor Vehicle Reports checks as required by the Department of Transportation.
• Fluent English reading, writing, and speaking ability.
• Ability to board and exit the trolley and assist guests with boarding and exiting.
• Ability to sit for long periods and tolerate a wide range of temperatures and weather conditions.
• Ability to lift up to 50 pounds.
• Must undergo a drug test and background search.
• Must be available November 16, 2026, through January 11, 2027.
• Must be able to drive a non-air-conditioned vehicle safely while entertaining guests.

Nice To Haves

• Passion for helping people and making their vacation experience memorable.
• Sincere love of history and the culture of St. Augustine.

Responsibilities

• Drive an Old Town Trolley safely on busy public streets during the Nights of Lights tour.
• Entertain guests, including singing Christmas carols.
• Assist guests with boarding and exiting the trolley.
• Learn assigned routes.
• Communicate with fellow CASTmembers, the general public, law enforcement, and emergency personnel.

Benefits

• $2,000 hiring award, subject to seasonal shift attendance requirements.
• Holiday pay for Christmas and Thanksgiving.
• $18.00 per hour base pay plus gratuities.
• Flexible scheduling.
• Fun and supportive environment.