Linux

I recommend you installing Arch Linux, their packages are very clean, and I always had no issues changing many things from core packages to use another kind of package. It makes a clean install, you just need to not be afraid to read a terminal (which will help you to understand even more how Linux works), they have a well explained wiki explaining how to do almost everything you need.

To install it, you just need to run that LiveOS and use a command called 'arch-install' and it will ask you a few questions, check them before installing, so you can understand what is each option, and I recommend you using KDE desktop environment.

If you read https://wiki.archlinux.org/title/KDE you will understand how to fit it to your needs.

For wine: https://wiki.archlinux.org/title/Bottles Makes it all easier.

Start off with Bottles if Wine is too hard. Wine is a cmd line application while Bottles is Wine with a GUI making it easy to manage Wine.

Also, it is wise to try and have a different wine bottle (aka prefix) for each windows application you install and run.

Also Linux Mint is a distro that comes with Cinnamon pre-installed as long you download the Cinnamon option which is a fork of Ubuntu.

Tip? It is just a means to an end.

Personally, I think Arch Linux is the best way to learn the command line. It throws you off the deep end and you have to learn things like how to navigate the file system, how to edit files with the command line, and useful tools like partition editors and package managers. If you're serious about learning command line, just go install Arch Linux from the command line.

Otherwise, I think you can learn a lot about the Gui on Ubuntu by just using it. You can run some windows-only apps with WINE or you can start learning how to use Linux-native apps like GIMP, Libre Office, and other various Flatpaks.