Back in 2006, Bertrand – on loan at AFC Bournemouth at the time – featured in a 4-2 defeat against the Swans in a League 1 clash as he made his professional bow.
Saints head to Wales on Saturday on the back of five clean sheet in a row, and Bertrand is hoping to come out on top this time around.
“I made my senior debut at the Liberty Stadium in my Bournemouth days,” the England left-back told reporters ahead of the game.
“They’ve done better as of late having turned a corner and it always seems to be a good game when we play them.
“Hopefully we can get the better of them.”
After missing the start of the season through injury, Bertrand’s return to action in the Premier League came in the 3-1 win against the Swans earlier this season.
“It was comfortable [last time]. We played really well and controlled the tempo,” Bertrand added.
“It was a really important win and a very good day for the team.”
Swansea scored from the penalty spot on that occasion, but Bertrand believes it will take something special to end Saints’ run of five clean sheets in a row.
“The longer you go, the more pride you take in it,” Bertrand explained.
“It gives us a good steady rock and the platform to go on and win games.
“We’re taking confidence from the fact that the other team has to do something special to score.”