Trolley Driver Jobs (NOW HIRING)

Pyramid Global Hospitality is a leading hospitality management company with a portfolio of more than 200 hotels and resorts and over 18,000 associates across the United States, Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of distinctive independent properties; Axiom Hospitality, our European hotel management company; and PYRAMIDWORKS, which provides integrated workplace and facilities services. With corporate offices in Boston, The Woodlands, Texas, and London, Pyramid combines global scale with a hands-on approach focused on exceptional service, operational excellence, and long-term partnerships.

At Pyramid, our people are at the heart of everything we do. We are committed to creating an environment where associates are respected, supported, and empowered to grow their careers. Team members have the opportunity to collaborate directly with experienced leaders, take on meaningful stretch assignments, and gain exposure to a diverse portfolio of properties, brands, and markets. Whether you are beginning your hospitality career or bringing years of experience, you'll find opportunities to learn, develop, and make an impact.

Our commitment to associates, guests, owners, and the communities we serve has helped make Pyramid and our properties among the most recognized in hospitality. From being named among the best places to work by respected publications such as USA Today, The Boston Globe, and The Houston Chronicle to earning top travel accolades from Travel + Leisure, Conde Nast Traveler, Forbes Travel Guide, and U.S. News & World Report, these recognitions reflect the culture, service excellence, and commitment to people that define the Pyramid experience.

About our property:

Welcome to South Seas, a premier resort destination in the Pyramid Global Hospitality portfolio, located on the beautiful shores of Captiva Island, Florida. Featuring 279 guest rooms and over 7,000 sq ft of meeting and event space, South Seas spans 330 acres of coastal beauty, offering a truly unique setting for hospitality professionals.
At South Seas, team members have the opportunity to be part of a resort experience unlike any other, surrounded by pristine beaches, a thriving wildlife preserve, and a setting that showcases the best of Southwest Florida. From supporting memorable events to delivering exceptional guest experiences across the resort's diverse offerings, every role plays an important part in bringing the South Seas experience to life.
Joining our team means becoming part of a people-first culture that values teamwork, growth, and a passion for hospitality. Whether you're building your career in guest services, food and beverage, recreation, housekeeping, sales, or another department, you'll find opportunities to learn, grow, and make a meaningful impact. If you're looking for a rewarding career in a unique island setting, we invite you to explore the opportunities available at South Seas and apply today.

What you will have an opportunity to do:

Position Overview

The Trolley Driver serves as a friendly ambassador for South Seas Resort by providing safe, efficient, and courteous transportation for guests throughout the resort property. This role plays an important part in creating an exceptional guest experience by offering outstanding hospitality, assisting with luggage, answering questions about the resort, and ensuring guests arrive safely and comfortably at their destinations.

The ideal candidate enjoys interacting with people, takes pride in delivering excellent customer service, and is committed to maintaining a safe and welcoming environment for every guest.

Essential Functions

• Safely operate resort trolleys while adhering to all traffic laws, resort policies, and safety procedures.
• Transport guests throughout the South Seas property in a timely, courteous, and professional manner.
• Welcome guests warmly and provide exceptional customer service during every interaction.
• Assist guests with loading and unloading luggage, strollers, beach gear, and other personal belongings as needed.
• Provide directions and information regarding resort amenities, restaurants, recreation activities, events, and points of interest.
• Maintain awareness of daily resort activities to answer guest questions accurately.
• Perform pre-trip and post-trip vehicle inspections and promptly report any maintenance or safety concerns.
• Keep the trolley clean, organized, and presentable at all times.
• Maintain clear communication with dispatch and other team members regarding guest requests and transportation needs.
• Follow established transportation routes while remaining flexible to accommodate operational demands.
• Assist guests with accessibility needs while ensuring a safe and comfortable boarding experience.
• Respond professionally to guest concerns and escalate issues when appropriate.
• Support resort operations by assisting with special events and high-volume transportation periods.
• Maintain a positive, professional appearance and uphold South Seas' service standards.

What are we looking for?

Qualifications

• High school diploma or equivalent preferred.
• Previous customer service, hospitality, transportation, or shuttle driving experience preferred.
• Valid driver's license with a clean driving record required.
• Valid Commercial Driver's License (CDL) with Passenger (P) Endorsement is required.
• Ability to safely operate a passenger trolley or willingness to complete required training.
• Excellent communication and interpersonal skills.
• Friendly, outgoing personality with a passion for hospitality.
• Ability to remain calm and professional in a fast-paced environment.
• Strong time management and organizational skills.
• Ability to work independently and as part of a team.

Physical Requirements

• Frequently lift and carry luggage and guest belongings up to 50 pounds.
• Ability to sit for extended periods while driving.
• Ability to enter and exit the trolley repeatedly throughout the shift.
• Ability to stand, walk, bend, reach, and climb steps frequently.
• Ability to work outdoors in varying weather conditions, including heat, humidity, rain, and wind.

Schedule Requirements

This is a full-time, hourly position requiring a flexible schedule. Candidates must be available to work:

• Days, evenings, and nights
• Weekends
• Holidays
• Overtime as business needs require

Compensation:

$22.00

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$22.00

Pyramid Global Hospitality is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Actual compensation packages are based on a wide array of factors unique to each candidate, including but not limited to skill set, years & depth of experience, certifications and specific office location. This may differ in other locations due to cost of labor considerations.