Lead Evening Tour Guide

About the Role

Join the award-winning team at Old Town Trolley Tours of St. Augustine, voted one of the Top 3 Employers and Best Leadership in the city. As the Lead Evening Tour Guide for the Ghosts & Gravestones tour, you’ll bring the eerie history of St. Augustine to life while supervising a team and ensuring smooth operations. This role blends acting, historical interpretation, and leadership to create an unforgettable guest experience.

Responsibilities

• Assist with researching and creating route changes for the nightly tour.
• Communicate with managers across departments (Sales, HR, Safety, etc.) to ensure proper tour scheduling.
• Supervise employees, including scheduling, staff assignments, hiring, training, and yearly reviews.
• Maintain order when guiding crowds through venues.
• Address and resolve customer issues.
• Aid employees in developing historical characters and approve costumes, props, and dialects for accuracy and quality.
• Perform as a Ghost Host or Ghost Tour Driver when necessary.
• Assist in historical research, theatrical direction, scriptwriting, and prop/costume acquisition.

Requirements

• Demonstrated experience in acting, stagecraft, set design, directing, and creative writing.
• Interest in history is helpful.
• Valid Florida Class C or higher CDL with passenger endorsement (training provided; must obtain within the first month of employment).
• Acceptable driving record for the past three years.
• Must pass pre-employment MVR/background check, substance abuse testing, and DOT physical.
• Ability to motivate, develop, and direct a team.
• Strong English communication skills (reading, writing, speaking).
• Ability to analyze information, make sound judgments, and decide quickly.
• Capacity to memorize scripts and stage directions while working safely in themed costumes.

Benefits

• Competitive pay: $25 per hour.
• Paid training.
• Paid vacation time (2 weeks for full-time employees).
• Company-sponsored health and wellness plans (full-time employees).
• Paid sick time (full-time, part-time, and seasonal employees).
• 401K plan with company matching (eligibility requirements apply).
• 24/7 access to First Stop Health (doctor by phone/computer for employee and dependents; employer-paid).
• Discounts in retail stores and free admission to all company attractions.
• Fun, upbeat work environment with awards and recognition celebrations.