Shuttle Driver (Seasonal, On-Call)

Wheelzup Adventures

Cumberland (MD)

On-site

USD 25,000 - 30,000

Part time

14 days+
Application generator

A complete application in a minute — tailored resume and cover letter, ready to send.

Get past ATS filters

Job summary

An outdoor adventure company in Cumberland, MD is seeking seasonal shuttle drivers to transport cyclists and guests along the GAP & C&O Canal Towpath. Ideal candidates enjoy driving and meeting new people. Responsibilities include safely transporting guests, assisting with bike loading, and maintaining communication with dispatch. Requirements include a valid driver’s license, clean driving record, and strong people skills. This role is perfect for retirees or those seeking a flexible, seasonal position in an outdoor setting.

Qualifications

  • Valid driver’s license with a clean driving record.
  • Ability to pass a DOT physical.
  • Reliable, punctual, and flexible availability.
  • Strong people skills and a professional, friendly demeanor.
  • Comfortable driving for extended periods.
  • Familiarity with the GAP & C&O trail system (preferred).
  • Experience driving vans or passenger vehicles (preferred).
  • Knowledge of local area and trail towns (preferred).

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.

Skills

Strong people skills
Professional demeanor
Flexibility
Flexible schedule
Vans/passenger vehicle experience
GAP & C&O familiarity

Tools

DOT medical fitness

Job description

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
Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Seasonal Shuttle Driver for Outdoor Cycling Adventures
Seasonal Shuttle Driver for Outdoor Cycling Adventures

Wheelzup Adventures • Cumberland (MD)

On-site
USD 25,000 - 30,000
Shuttle and Rental Coordinator
Shuttle and Rental Coordinator

Wheelzup Adventures • Cumberland (MD)

Hybrid
USD 42,000 - 56,000
Full-Time Outdoor Shuttles & Rentals Coordinator (Hybrid)
Full-Time Outdoor Shuttles & Rentals Coordinator (Hybrid)

Wheelzup Adventures • Cumberland (MD)

Hybrid
USD 42,000 - 56,000
Coordinator Logistics and Events
Coordinator Logistics and Events

Wheelzup Adventures • Cumberland (MD)

On-site
USD 42,000 - 68,000
Full Time and Part Time Seasonal Shuttle Drivers
Full Time and Part Time Seasonal Shuttle Drivers

OARS Companies, Inc. • Town of Western (NY)

On-site
USD 20,664 - 27,552
Friends and family discounts for river trips
401k eligibility after 50 paid days
Health insurance stipend eligible after 30 days
Boat Rental & Outdoor Experience Staff (Seasonal)
Boat Rental & Outdoor Experience Staff (Seasonal)

Wheelzup Adventures • Northern (KY)

Hybrid
USD 18,000 - 24,000
Sales Associate-Guide
Sales Associate-Guide

Wheelzup Adventures • Cumberland (MD)

On-site
USD 2,066,000 - 3,031,000
Shuttle Driver
Shuttle Driver

Vail Valley Partnership • Avon (CO)

On-site
USD 33,000 - 39,000
Seasonal bonuses
Winter season opportunity
Shuttle Bus Driver
Shuttle Bus Driver

Windham-Mountain-Club • Town of Windham (NY)

On-site
USD 28,000 - 34,000
Shuttle Bus Driver
Shuttle Bus Driver

Windham Mountain Club • New York (NY)

On-site
USD 28,000 - 34,000