CoolWorks Logo

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 33-64 of 104 in total
Southeast Tours Logo
Southeast Tours

Tour Company

Alaska

High Pay, Lucrative Gratuities, Unforgettable Adventure & Guaranteed Housing!
View Jobs

Van Driver

Camp Androscoggin

Maine

Spend the summer on a beautiful lake in Maine & join the Camp Androscoggin Operations Staff

Job start date
Jun 10, 2026
Denali ATV Adventures Logo
Denali ATV Adventures

Outdoor Adventures

Alaska

Wilderness ATV tours in Denali, Alaska - A summer job you'll never forget! Great benefits & Awesome pay!
View Jobs

CDL Driver/Guide

Alaska Travel Adventures

Juneau, Alaska, Ketchikan, Alaska, and Skagway, Alaska

Transport guests to and from tour sites in a 24-48 passenger bus while narrating about Alaska.

Job start date
ASAP

Boat Captain

Odyssey Lodge

Homer, Alaska

We are seeking an experienced Boat Captain to join our seasonal operations in Homer, Alaska

Job start date
May 15, 2026

Transit Bus Driver

Red Canyon Transit

Bryce Canyon, Utah

Get Your Red Rock Fix! Work & Play in southern Utah as a bus driver at Bryce Canyon National Park!

Job start date
May 01, 2026
Displaying items 33-64 of 104 in total
About CoolWorks

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

Need Help?
Check out our Help Center for FAQ's and helpful articles on how to use CoolWorks. For more in-depth information on how to navigate the world of Jobs in Great Places®, whether you're a Job Seeker or an Employer, visit our Resources page.
Scroll Less. Live More.
Newsletter Signup

The CoolWorks Compass newsletter offers a sampling of new jobs, along with tips and inspiration to help you chart your next adventure!