Videos


Iwona and Shaky downwind in Hawaii

[2018-05-23] @OscarChalupskySurfski

Video Parade
SURFSKI Oscar tries to KILL us
#1 SURFSKI Oscar tries to KILL us

2026-01-20 - @ForbesRichard

SURFSKI Gratitude in Motion
#2 SURFSKI Gratitude in Motion

2026-02-09 - @ForbesRichard

Riding a Massive Swell Downwind
#3 Riding a Massive Swell Downwind

2016-05-31 - @DawidMocke

Sub 3:30 Surfski Downwind
#4 Sub 3:30 Surfski Downwind

2020-06-22 - @tonisurfski

Downwind at Avila Beach, CA
#5 Downwind at Avila Beach, CA

2018-04-18 - @FasterFartherX

Step 3 in making a Chalupski autoclave boat

Step 3 in making a Chalupski autoclave boat

[2026-05-06] @OscarChalupskySurfski
Step 1 in making a Chalupski auto-clave boat

Step 1 in making a Chalupski auto-clave boat

[2026-04-30] @OscarChalupskySurfski
Remounting on a Chalupski

Remounting on a Chalupski

[2026-04-30] @OscarChalupskySurfski
Step 2 in making a Chalupski auto-clave boat

Step 2 in making a Chalupski auto-clave boat

[2026-04-30] @OscarChalupskySurfski
Oscar Chalupsky Health Update - 28April26

Oscar Chalupsky Health Update - 28April26

[2026-04-29] @OscarChalupskySurfski
Surfski paddling should be for everyone.

Surfski paddling should be for everyone.

[2026-04-08] @OscarChalupskySurfski
Oscar Chalupsky takes on Roman Rock Lighthouse, False Bay RSA

Oscar Chalupsky takes on Roman Rock Lighthouse, False Bay RSA

[2026-04-08] @OscarChalupskySurfski
Knocking on Death's Door | Oscar Chalupsky | TEDx Cape Town

Knocking on Death's Door | Oscar Chalupsky | TEDx Cape Town

[2025-11-18] @OscarChalupskySurfski
Chalupski Waikiki Review

Chalupski Waikiki Review

[2025-08-07] @OscarChalupskySurfski
Review of No Retreat No Surrender from Margaret Hirsch

Review of No Retreat No Surrender from Margaret Hirsch

[2024-12-18] @OscarChalupskySurfski
Getting Back Paddling After a Break

Getting Back Paddling After a Break

[2024-12-17] @OscarChalupskySurfski
21 Day Fast

21 Day Fast

[2024-09-06] @OscarChalupskySurfski