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Kai Lenny Streams Rare Multi-Sport Maui Session With Standout SUP Moments

Kai Lenny gave fans a rare inside look at his training this week, livestreaming a full day of ocean sports at Ho‘okipa — with several standout SUP segments that caught the attention of the paddling world.

In classic Maui conditions, Lenny rotated through his full arsenal of surf crafts, but his SUP surfing and foil-SUP transitions were among the highlights. Viewers watched him link long, fast lines on clean north-shore swell, breaking down real-time decisions on positioning, timing, and reading the energy of the sets — insights rarely shared at this level.

The live format made the session especially compelling for SUP athletes: no edits, no highlight cuts, just a direct window into how one of the sport’s most progressive watermen approaches a full day of wave riding. His smooth crossovers between SUP, foiling, and traditional surfing underscored how stand-up paddling remains a core part of his multi-sport foundation.

Filmmakers Kevin Wolf and Cole Parker captured the session from multiple angles, giving paddlers a clearer look at line choices, board trim, and footwork — details that are often missed in fast-cut edits.

For the SUP community, the takeaway was simple: even after years at the top, Lenny continues to use stand-up paddling as both a training platform and a creative outlet, proving its relevance in high-performance wave riding.

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