First of all clean the system: # Clean apt cache: sudo apt-get clean # Remove old kernels: sudo apt-get autoremove --purge # Then run zerofree, which is specific to dynamic VBoxes # Based on: https://dantwining.co.uk/2011/07/18/how-to-shrink-a-dynamically-expanding-guest-virtualbox-image/ # Boot to recovery mode then run the below commands. mount -n -o remount,ro -t ext3 /dev/sda1 / zerofree -v /dev/sda1 shutdown -h now # You then need to make a clone of the VBox (since we're not using .vdi format)