The race started in 1980 to "fill the gap" in between the years that the PE to East London race is run.
2013 Saw Hank McGregor shave just over half a minute off of Sean Rice's record of 3hr 40 mins (2010).
People who have won the race twice include: Herman Chalupsky; Oscar Chalupsky; Paul Marais, Dawid Mocke, Peter Creese and Hank McGregor.
Hank McGregor has won the race a staggering 6 times with Michelle Eray having won the ladiesrace four times!
Out of the 19 races held so far, 2 have had strong north-westerly winds; 11 have had strong south-easterly winds; and 6 had calm conditions.
1984 and 1995 there were extremely strong south-easterly winds. Looks like every ten years, the south-easter howls.
1984 there were 31 entries. The wind at Soetwater was blowing 28kts, 6 competitors withdrew before the start. 15 more retired before Tommy Tucker.The wind was measured at 47kts at Cape Point, making this the year the Cape Point Challenge legend was born. The winners took over 6 hours to complete the course, prospects for 2005?!
1995 the organisers changed the course, which ran from Buffels to Cape Point and back to Fish Hoek.
2005 organisers were forced to run the course from Fish Hoek to Cape Point and back (56km) due to high winds and excessive swell. There were 250 entrants this year. Dawid Mocke won his first CPC and Nikki Mocke, her second.
2006 The decision was taken to stage the event annually starting in 2007
2007 Peter Cole lead for most of the race but was overtaken by Durban's Daryl Bartho just 5km from the finish, Bianca Beavitt won the ladies.
2008 The course was again changed to its current format to start in Scarborough. The compulsory 10 minute stop at Buffels Bay was taken out and paddlers rounded Cape Point and headed straight downwind with the southeaster to Fish Hoek - a distance of 50 km. Hank McGregor won his first singles title, while Michelle Eray won her first title.
2009 Due to a howling 30kt southeaster blowing at Cape Point, the course started in Simons Town. Paddlers paddled to Buffels Bay and then out to Cape Point, where they rounded a bouy and back to Fish Hoek. Dawid Mocke triumphed for a second time with Michelle Eray also picking up her second title.
2010 Flat glassy conditions greeted the paddlers with Sean Rice taking control of star studded field as he rounded Cape Point to set a new record of 3hr 40mins. Michele Eray won the race for the 3rd time.
2011 Again, the conditions were picture perfect with Hank McGregor taking control once rounding Cape Point, to take his second title. Alexa Cole won the ladies.
2012 It was a gruelling NW Challenge. The race started flat as a pancake, but the wind picked up steadily throughout the morning. This year saw the closest finish ever with 7 guys sprinting for the line honours... Hank Mc Gregor, Sean Rice, Grant V D Walt, Simon Van Gysen, Jasper Mocke, Richard von Wildermann & Dawid Mocke. The diffrence Hank and Dawid was a slender 20 seconds.
2013 Due to a very strong southeaster and a huge swell on the Altantic side, the course started in Simons Town again. Paddlers paddled to Cape Point, where they rounded a bouy and back to Fish Hoek. Hank MacGregor scooped his 4th win with Nikki Mocke taking the ladies title. At prizegiving, Hank commented on the size of the surf and credited the organisers with a good decision in not going around the point!