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

Kiteboarding Pricing Details

Discover affordable lessons tailored to your needs.

Transparent Kiteboarding Training Fees

UpWind Kiteboarding Key West logo

Daily Sessions at UpWind Kiteboarding

We Offer 2 Sessions Per Day:


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

Beginner Lessons at UpWind Kiteboarding

We provide all gear plus goggles, wetsuits, thermal tops, wind jackets, and booties—whatever you need, we will provide.


Pricing:


  • One instructor per student: $400 (4-hour lesson). Deposit required – see "Q&A."
  • One instructor with two students: $500 per session – both students must weigh within 60 lbs of each other. We will weigh you, so please be truthful.


Note: A beginner day = 1 session (4 hours). From experience, we know that 1 session per day is usually enough. Full-day lessons are available (morning session, lunch break, afternoon session) for those fit enough—physically and mentally (lots of information).

Intermediate & Advanced Lessons at UpWind Kiteboarding

Intermediate and advanced lessons can be 1 or 2 sessions (½ day or full day).


Deposit required – see "Q&A."


  • Intermediate: You must be able to kite upwind, make turns, and body drag upwind.
  • Full day: 2 sessions – morning and afternoon with a lunch break back at the marina.


Pricing:


  • Lesson with UpWind Kiteboarding gear: $400 (same as beginner lesson cost)
  • Lesson with your gear: $300 per session (4 hours). You must be able to body drag upwind, kite upwind in both directions, and make turns.
  • 1 hour of instruction: $50 (+$150 if using your gear, +$200 if using UpWind Kiteboarding gear). Just tell us what you want to learn—we will work with you for an hour, then you kite on your own.
  • Kite foiling lesson: Must be at least an intermediate kiter with very good kite control – $350 (using our gear).

Kiters / Experienced – No Lessons Needed

We will air up your kite, rig your lines, and provide boat rescue if needed. All you have to do is kite and enjoy.


Pricing:


  • Using UpWind Kiteboarding Gear: $200 per session (½ day = 4 hours)
  • Using Your Gear: $150 per session (½ day = 4 hours)
  • Board-Only Rental (twintip or surfboard): $30 per session
  • Foilboard Rental (experienced foilers only – must be able to foil in both directions and make turns): $80
  • Wetsuit Rental: $10 per day


Full payment is due when booking. Refunded if the session is canceled by UpWind Kiteboarding.

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

Powered by