Virtual Skipper 4 is a sailing simulation game and sequel to Virtual Skipper 3. With four different boats you can sail 12 different locations in various different weather conditions. The game has a dynamic ebb and flow and weather system. You can participate in a number of races against other boats. Said races can be analysed later through replay movies.

Included sailing areas are those from the previous game (La Trinité sur Mer, Sydney, Isle of Wight, San Francisco, Auckland and Porto Cervo) and six new areas, namely: Marseille, Valencia, Rio, Vancouver, Qing Dao and Napoli. It is also possible to change the waterways of those areas to once own desires. Online you can race against other players or in teams.