 Spears performed "Sometimes" in four concert tours, with the first time being on the ... Baby One More Time Tour (1999), where she performed a cover of "Open Arms" by Journey before following into the performance of the song. The song was also performed in a medley with (You Drive Me) Crazy at the Teen Choice Awards in 1999, at the Summer Music Mania in 1999, at the UK version of Top Of The Pops in 1999 and at the U.S. Open Arthur Ashe Kid's Day in 1999 along with ... Baby One More Time, (You Drive Me) Crazy and I Will Be There. It was performed again on 2000s Crazy 2k Tour before the show's encore, and, in the same year, on the Oops! ... I Did It Again World Tour (2000 – 01), wearing an outfit similar to the one she wore in the music video of the song during the performance. "Sometimes" was performed for the last time on Dream Within a Dream Tour. Right after the performance of "Overprotected" (2001), a giant musical box was raised on the stage, and Spears emerged from the middle as a ballerina to perform the song in a medley with "Lucky" (2000) and "Born to Make You Happy" (1999). the song was briefly sung at The Onyx Hotel Tour. She sang the lines sometimes I run sometimes I fall. "Sometimes" was covered by hardcore punk band Reach the Sky for the compilation album Punk Goes Pop (2002). Jamaican singer Sanchez also covered the song in a reggae form for his album Simply Being Me (2000).
