Location: Cumberland, MD
Season: April – Early November
Schedule: On-call / Based on reservation demand
Wheelzup Adventures is seeking reliable, flexible seasonal shuttle drivers to transport cyclists and guests along the GAP & C&O Canal Towpath. This role is ideal for someone who enjoys driving, meeting interesting people, and being part of the outdoor community.
Key Responsibilities
- Safely transport guests and bikes to and from trail access points
- Provide a friendly, welcoming experience for riders starting their adventure
- Assist with bike loading and unloading
- Communicate clearly with dispatch and customers regarding pickup times and locations
Requirements
- Valid driver’s license with a clean driving record
- Ability to pass a DOT physical
- Reliable, punctual, and flexible availability (work is scheduled based on reservations)
- Strong people skills and a professional, friendly demeanor
- Comfortable driving for extended periods
Preferred Qualifications
- Familiarity with the GAP & C&O trail system
- Experience driving vans or passenger vehicles
- Knowledge of the local area and trail towns
Why This Role Works Well
- Great fit for retirees or semi-retired individuals
- Seasonal, flexible, and low-stress
- Spend time with outdoor-minded, interesting people
- Be part of a mission-driven outdoor adventure company



