Chase the Wind. Ride Everywhere.

Cascade Kiteboarding now offers unforgettable kiteboarding and wing foiling trips built around wind, water, and guaranteed good times—wherever the forecast may take us!

Maui, Hawaii - Winter 2026

RESERVE HERE

DATES:

  • December 13th — December 19th, 2026

Cost:

  • $5,000 per private room

  • 7 Days / 6 Nights

  • Add a second guest to the same room for $1,000

What's Included:

  • 7 days / 6 nights in premium private oceanfront accommodations

  • Private bedroom with king or queen bed (unless sharing by choice)

  • Direct beach access just steps from your room

  • Airport transportation upon arrival and departure

  • Daily coaching and guided sessions tailored to your skill level

  • Small-group environment for maximum progression and personalized feedback

  • Two Professional chef-prepared meals provided daily

  • Daily yoga and mobility sessions

  • Post-session recovery with hot tub access and ocean views

  • Access to multiple disciplines, including:

    • Kiteboarding

    • Wing Foiling

    • Surfing

What does a typical day look like?

  • Optional early AM Yoga/Workout daily

  • Breakfast time!

  • Conditions assessment/game plan

  • Backyard shred session (or wherever the wind is best)

  • Lunch Break!

  • PM shred session

  • Happy Hour/Tech Talk/Shred Video Sharing

  • Dinner Time!

  • No Wind?

    • Premier surf spots along the island!

    • Exploring all the island has to offer — from waterfall hikes to exploring the crater that is Haleakalā, there is no shortage of adventure to be had!

For additional information, please give us a call or email us!