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Alaska Mountain Guides
Lunch near the Chilkat Pass Summit
Rafting in Haines Alaska
Summit Lake Canoe
Rock and Zip Guides Getting Ready to Belay

Adventure Guide Jobs in Haines and Skagway, Alaska

Alaska Mountain Guides & Chilkat Guides

Currently recruiting for the season from March 30th, 2026 to October 12th, 2026.

Summer adventure guiding positions available in the Southeast Alaskan towns of Skagway & Haines!

Live and work in Southeast Alaska, where outdoor adventure is right outside your door!

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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

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