UpWind Kiteboarding, LLC

UpWind Kiteboarding, LLCUpWind Kiteboarding, LLCUpWind Kiteboarding, LLC

UpWind Kiteboarding, LLC

UpWind Kiteboarding, LLCUpWind Kiteboarding, LLCUpWind Kiteboarding, LLC
  • Home
  • Videos and Images
  • Lessons
  • Experienced kiters
  • Cost
  • Our Boat
  • Q & A
  • What Should I Bring
  • Where to Find Us
  • Contact Us
  • More
    • Home
    • Videos and Images
    • Lessons
    • Experienced kiters
    • Cost
    • Our Boat
    • Q & A
    • What Should I Bring
    • Where to Find Us
    • Contact Us

  • Home
  • Videos and Images
  • Lessons
  • Experienced kiters
  • Cost
  • Our Boat
  • Q & A
  • What Should I Bring
  • Where to Find Us
  • Contact Us

Experienced Kiters Welcome

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

Experience World-Class Kiteboarding

UpWind Kiteboarding Key West logo

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!

Daily Sessions

We Offer 2 Sessions Per Day:


  • Morning: 8:30 AM–12:30 PM
  • Afternoon: 1:30 PM–5:30 PM

Kiters – Non-Lesson Sessions

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:


  • Cost With Your Gear: $150 per session (½ day = 4 hrs)
  • Cost With Our Gear: $200 per session (½ day = 4 hrs)
  • Using Our Gear Without a Board: $180
  • Board-Only Rental (Twintip or Surfboard): $20 per session
  • Foilboard Rental (Experienced Foilers Only): $80
  • Using Our Gear With Our Foilboard: $250
  • Wetsuit Rental: $10 per day

Notes and Restrictions

  • RAM AIR KITE (Non-LEI): We set up and launch in shallow water, no land. Non-LEI kites are not allowed.
  • Wakestyle boots/bindings are not allowed.
  • Wing Foiling: We do not offer wing foiling services and cannot fit the large wings and boards on our boat.

Reach Out for Details

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