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

Ride the Wind

Learn on Flat, Open Water With Step-by-Step Guidance From Experts

Start Your Lessons

Season and Scheduling

Our current season runs through April 26th. We are closed for the summer. Our next season begins early November


To schedule lessons or kiter trips, send a text or WhatsApp message to (305) 432-1355.

Our Services

  • Offering daily kiteboarding lessons for beginners, intermediates, and advanced kiters by boat at the absolute best shallow-water location.
  • Offering daily trips for experienced kiters, by boat, to our world-famous shallow-water location.

View Our Boat
Tripadvisor text and owl logo

Certificate of Excellence 2017

Read Reviews

Tripadvisor text and owl logo

Upwind Kiteboarding, Inc Rated "Excellent" by 109 Travelers

Kiteboarder riding on the ocean

About Our School

UpWind Kiteboarding’s aim is to help you understand and experience the power of the kite in an enjoyable and safe environment. All of our lessons and experienced-kiter trips are conducted from our custom-built boat, in shallow, flat, open water, away from any obstructions. Our kite school is totally mobile, which means we can teach and ride in many different locations.


Our goal is to teach you all the skills necessary to become a self-sufficient, safe, and confident kiteboarder. This can usually be accomplished in 3 to 5 lessons. Our lesson programs are intense and immensely enjoyable!  Although we enjoy the company of our students and want you to come back, it makes us very happy to see you return as an experienced, no-lesson kiter.

See Lessons in Action
Kiteboarder riding on the ocean

Our Instructors

Our fully qualified instructors have served their “apprenticeship” in the waters around Key West. We eat, breathe, sleep, and dream kiteboarding—and love to share our knowledge, enthusiasm, and encouragement.


Our instructors are qualified through our Kiteboarder Certification program and hold a U.S. Coast Guard Captain’s License and Emergency First Responder certification. In addition, our instructors are mature, polite, and always encouraging.


Our “tried, tested, and proven system,” equipment, and rules help ensure your safety comes first and that you will know what action to take in all circumstances. UpWind Kiteboarding has full accident and third-party liability insurance.

Connect with Our Instructors

Copyright © 2026, UpWind Kiteboarding, LLC. All Rights Reserved.

Powered by