One of the most popular athletes in Greece, Nikolaos Kaklamanakis is a three-time Mistral class windsurfing world champion and a gold medalist at the 1996 Summer Olympics in Sailing.

He won silver in the event at the 2003 World Championships in Cádiz, Spain, behind Przemek Miarczynski of Poland.

Four years later, in the 2008 Beijing Olympic Games he finished 8th in the RS:X Men Sailing Race.

Kaklamanakis faced legal action from the Hellenic Sailing Federation in 2019 for alleged defamation.

The lawsuit stemmed from statements Kaklamanis made during a speech in the Hellenic Parliament, criticizing certain practices within the federation.