You can customize any of the menus used by the DockSite, using the WindowContextMenu event. So could replace or update the existing Float menu entry, using a custom RoutedCommand (which calls Float with the SizeToContent parameter).
Actipro Software Support
The latest build of this product (v2019.1 build 0683) was released 1 month ago,
which was after the last post in this thread.
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