The ship was built in response to the idea of a tall ships race, first set forward by Bernard Morgan in 1954. In 1955, a committee was formed that initially called itself the Sail Training Race committee. At that time no English vessel existed to enter the race and a number of overseas ships were chartered and raced under the English flag.

Under the patronage of the Duke of Edinburg, public support was rallied and funds were raised for the commissioning of the Sir Winston Churchill. The ship was launched in March 1966.

From that date up to December 7th 2000 the ship was used initially as sail training. Then the Sail Training Association was formed, which took over management together with its sister Malcolm Miller. It participated in many races and was awarded many prizes. It is a well-known schooner for its abilities at sea and its historical background.

Since December 7th 2000, it came under the management of present owners, who took delivery at Southhampton, U.K. The ship then set sail to Greece and after a sea passage of 14 days, it arrived at Piraeus on the January 6th 2001, the day of Epiphany. A very important maritime fest during which the people and media of Greece paid special attention to this new presence.