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In Ubuntu 18.10, in the Files app (Nautilus) I could drag a tab outside to make it a separate window. This is the same behavior as in Firefox or Google Chrome.

In 19.04 this no longer works.

How can I enable it?

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It seems that GNOME developers have removed this option instead of fixing the underneath problem.

I see that it was working as expected in Nautilus inside 18.10:

18.10 tab dragging

but now this option is missed.

I have reported bug 1826586 to launchpad.

If you hate such surprises as me do, then I can recommend you to switch to traditional desktop environments such as Xfce or MATE. And of course use LTS versions of Ubuntu with 5 years support.

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