Join our trips if you are already an experienced kiteboarder and kitefoiler

We are the only full-time, professional kiteboarding operation in Key West. This is our only job, and we do it full-time—not just part-time when it’s convenient.
We have a custom-built boat just for kiteboarding, allowing us to reach our shallow-water location. On board, we have 20 new CABRINHA kites in all sizes in case you need a bigger or smaller kite. We also have many different Cabrinha board sizes available, plus extra bars, and outerwear for comfortable kiting in any weather.
UpWind Kiteboarding also provides wetsuits, thermal tops, wind-stopper jackets, booties, and goggles to our customers if needed. We absolutely will take care of your every need!
Our kiteboarding location is world-class—clear, clean, shallow water, super flat for miles and miles—epic!
We Offer 2 Sessions Per Day:
If you can ride upwind in both directions, make turns, and body drag to your board, you can join us for a non-lesson session.
Pricing: