The relatively warm waters of False Bay (compared to the colder Atlantic side of Cape Town) is a natural setting for long distance open water swimming. Marathon crossings of the Bay have been completed - while shorter open water races have also been held, and the local surf lifesaving clubs at Fish Hoek and Muizenberg organize regular swimming events.
Captain John Gentry, the renowned hotelier of the St. James Hotel, introduced swimming events in 1925. They were the Gentry Cup (Men) and the False Bay Cup (Ladies). The race was from Kalk Bay beach around buoys off Danger Beach at St. James and back to Kalk Bay.
The distance was 1 mile for Men and a 1/2 mile for Ladies, where the buoys were placed just north of Dalebrook Beach. This event received wide acclaim and attracted up to 50 men and 30 lady swimmers each year. After the death of Capt. Gentry in 1938 and the subsequent Second World War the regatta and the swimming competition were regrettably discontinued.