Also, thanks to Fiona for pointing out that the patched Wine version has become available this summer. Some parts of this guide are based on a very good Deviant Art tutorial. It should be applicable to many other Wacom tablet models and other Linux flavours. It has been tested with a Bamboo Fun CTH-661 tablet under Ubuntu Precise 12.04 Amd64 (Gnome 3.4) and Ubuntu Gnome 13.10 Amd64 (Gnome 3.8).

declare SAI files interaction for Gnome desktop.

install PlayOnLinux and the patched Wine 1.5.5-SAI.

check if your Wacom tablet is recognised on your system.

So, this specific wine version has been added into PlayOnLinux database under 1.5.5-SAI name. But this patch doesn't seem to work with latest Wine versions.

Hopefully, the PlayOnLinux team has issued a patch for Wine version 1.5.5 that allows Paint Tool SAI to handle tablet pen pressure. This problem is referenced as bug11846, opened in 2008 in WineHQ Bugzilla and still open. But till date, Wacom tablet pressure is not handled properly. Paint Tool SAI has been running for a long time under linux with the help of Wine.

Paint tool sai on android tablet