What if you could combine a cool trip to someplace you’ve always wanted to go—say, Portillo, Chile, or Mount Bachelor, Oregon, or Sun Valley, Idaho—with instruction and training tips from a world-class professional outdoor athlete? It’d be that rare dream vacation that actually helps you get better and stronger at your sport instead of worse. Turns out that’s totally possible. Here are some of our favorites trips, events, and retreats, from running and mountain biking to surfing and snowboarding, led by some of the best in the game. Read the full story on Outside Online here.

Want to join the trip in that photo above? Check out Wilder running and writing retreats.