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Driving and Transportation Jobs

Canadian Pacific Railway, Banff National Park, Alberta, Canada

Planes, trains, boats or auto - you feel free and alive when you're on the move. Whether it's driving a ski town shuttle, sharing your knowledge and passion as a Driver/Guide, or at the helm of a tour boat navigating otters, whales, and glaciers, you feel at home behind the wheel. You’re ready for the ride!

Find a Job » Jobs by Category » Driving and Transportation Jobs
Displaying items 1-32 of 50 in total
Core Transit Logo
Core Transit

Government

Colorado

Experienced CDL Drivers – Predictable Schedules, Long-Term Stability
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Grand Targhee Resort Logo
Grand Targhee Resort

Ski Resort

Wyoming

Reach New Heights in the majestic Tetons! Come earn some unforgettable experiences on our amazing team!
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Bus Drivers

Town of Vail

Colorado

Bus Operators Needed for Town of Vail! Live and Work in Vail for the 2026/2027 Winter Season!

Job start date
Oct 19, 2026
Loveland Ski Area Logo
Loveland Ski Area

Ski Resort

Colorado

LOVE making memories as much as making turns? LOVELAND is hiring for Year Round Positions & Winter Season Positions!
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Captain

UnCruise Adventures

Alaska

UnCruise Adventures is seeking an experienced Captain to join our team beginning with the Fall 2026

Job start date
Sep 01, 2026
Taos Ski Valley Logo
Taos Ski Valley

Ski Resort

New Mexico

As one of the few independent ski resorts left in the United States, we prioritize employee success.
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Alyeska Resort Logo
Alyeska Resort

Resort

Alaska

Largest ski resort in Alaska. The perfect base camp for alpine, back-country, and heli skiing in Alaska. Onsite Employee Housing Available!
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CDL Tour Driver

M&M Tours LLC

Juneau, Alaska

Work and Live In Alaska's Beautiful Capital City as a Seasonal CDL Tour Driver w/ MM Tours of Juneau

Job start date
ASAP
Displaying items 1-32 of 50 in total
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Since 1995, CoolWorks has connected adventure-seekers with job opportunities in amazing places—from national parks to ski resorts, summer camps to dude ranches. We help people trade screen time for real time—meaningful experiences that spark connection and growth. Your next great adventure is waiting. More About CoolWorks

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