Videos


Trip Down Under to Sydney with my son.

[2019-08-21] @JV-px9vk

Video Parade
Cory Hill wins 2026 Moloka'i Challenge Surfski Race - Kaiwi Channel - Hawai'i
#1 Cory Hill wins 2026 Moloka'i Challenge Surfski Race - Kaiwi Channel - Hawai'i

2026-05-26 - @OceanPaddlerTV1

SURFSKI Oscar tries to KILL us
#2 SURFSKI Oscar tries to KILL us

2026-01-20 - @ForbesRichard

CHILL SESSIONS
#3 CHILL SESSIONS

2025-12-18 - @boyanzlatarev

Riding a Massive Swell Downwind
#4 Riding a Massive Swell Downwind

2016-05-31 - @DawidMocke

Shore break #surfski #shorebreak #waves #newzealand
#5 Shore break #surfski #shorebreak #waves #newzealand

2026-05-27 - @kayakintro

WHY YOU ARE NEVER TOO OLD

WHY YOU ARE NEVER TOO OLD

[2022-11-15] @OscarChalupskySurfski
ADVICE FROM AN OLD MAN PT.1 | OSCAR CHALUPSKY

ADVICE FROM AN OLD MAN PT.1 | OSCAR CHALUPSKY

[2022-11-09] @OscarChalupskySurfski
NELO 510 CUP | 510 REVIEW & FULL COMMENTARY

NELO 510 CUP | 510 REVIEW & FULL COMMENTARY

[2022-11-02] @OscarChalupskySurfski
HOW I NEVER DRANK TILL 25 | OSCAR CHALUPSKY

HOW I NEVER DRANK TILL 25 | OSCAR CHALUPSKY

[2022-10-29] @OscarChalupskySurfski
SIT DOWN WITH OSCAR CHALUPSKY

SIT DOWN WITH OSCAR CHALUPSKY

[2022-10-26] @OscarChalupskySurfski
HOW I PADDLED 52KM | OSCAR CHALUPSKY

HOW I PADDLED 52KM | OSCAR CHALUPSKY

[2022-10-26] @OscarChalupskySurfski
BEST SPOT TO SURF-SKI PADDLE IN SOUTH AFRICA | OSCAR CHALUPSKY

BEST SPOT TO SURF-SKI PADDLE IN SOUTH AFRICA | OSCAR CHALUPSKY

[2022-10-19] @OscarChalupskySurfski
WHY LANCE ARMSTRONG IS A GOOD PERSON

WHY LANCE ARMSTRONG IS A GOOD PERSON

[2022-10-18] @OscarChalupskySurfski
NELO SUMMER CHALLENGE HIGHLIGHTS | OSCAR CHALUPSKY

NELO SUMMER CHALLENGE HIGHLIGHTS | OSCAR CHALUPSKY

[2022-10-12] @OscarChalupskySurfski
SPRINGBOKS AT 1995 MOLOKAI | OSCAR CHALUPSKY

SPRINGBOKS AT 1995 MOLOKAI | OSCAR CHALUPSKY

[2022-10-06] @OscarChalupskySurfski
NO RETREAT NO SURRENDER PICTURE REVIEW | OSCAR CHALUPSKY

NO RETREAT NO SURRENDER PICTURE REVIEW | OSCAR CHALUPSKY

[2022-10-05] @OscarChalupskySurfski
HOW I MET TOM SELLECK | Oscar Chalupsky

HOW I MET TOM SELLECK | Oscar Chalupsky

[2022-10-04] @OscarChalupskySurfski