In 2010 South Melbourne looked to a higher level of competition by participating in the Singapore Cup, the premier cup competition of the small country. South was a participant in two editions as a foreign invitational guest.

In 2010 South finished 6^th in the VPL season and missed out on finals, however after the home and away season the team flew to Singapore for the Cup. There South faced Thai professional club Bangkok Glass over two legs after defeating Gombak United 2-1 in the first round.

Despite taking the lead through Vasilevski in the first leg South lost 1-3. In the second leg South drew 3-3 with two goals from Giannis De Nittis and one from Fernando De Moraes. The team did not qualify for the next round. However, the experiment was a success and South were invited again to the competition in 2011.

In 2011 South managed to make the VPL finals but were knocked out by Oakleigh. They followed the VPL finals with another trip to Singapore where they faced Albirex Niigata of the Singapore S-League in Round 1 of the Singapore Cup.

Again, South failed to progress in the competition after losing 3-0 to the Singaporean outfit. This time there was not to be a follow up as South didn’t participate in future editions of the tournament.