udp2raw VS wireguard-install

Maybe udp2raw https://github.com/wangyu-/udp2raw

For that, I was going to setup UDP2RAW on my laptop to convert Wireguard's UDP traffic to TCP, send that TCP traffic to my server via port 22, to pretend it's SSH traffic, in the server setup UDP2RAW to convert that TCP back to UDP and send it to the Wireguard interface.

I've been doing some research and apparently, there's there are methods to obfuscate the VPN connection but everything I've looked at until now requires a special config on the server side of the VPN as well as the client side, and I haven't found anything related to Windscribes configuration for obfuscated servers via OpenVPN Scramble, Shadowsocks, obfsproxy, UDP2RAW, etc.

I read lots about this, e.g. the howto here. What I try to achieve is similiar to this setup here but the udp2raw server and client position should be switched. Is this possible somehow?

It's fair, though I would consider using tools like (for example) udp2raw for both OpenVPN and Wireguard if you need to bypass firewalls. Running OpenVPN in TCP mode is an awful experience.

Try to use udp2raw to hide the protocol https://github.com/wangyu-/udp2raw

check various ports with netcat as other mentioned. When you find a port you think may be open try it out. Additionally... this is all UDP and is EASILY blocked with deep packet inspection... you don't even need to go that deep into the packet... You could try a different VPN, or you could try to wrap your WireGuard into a TCP stream : https://github.com/wangyu-/udp2raw

Btw you can try this script..

If you want an easy setup I suggest using a script like this. Even a novice should be able to set up Wireguard in about half an hour - assuming they already have a DynDNS service set up.

Really depends on what you want to do. I run an Ubuntu server VM with Wireguard (my preferred script) , an openmediavault VM to take care or my NAS, HDDs (SATA controller is passed through) with mergerFS+Snapraid) and it also serves as my docker host, pihole VM for DNS (also allows you create your own, local DNS entries so you do not have to use the device's IP)

Yes, and no. Server security is a rather complex topic and covering it in a few sentences is impossible. Try to expose as few of your services as possible to the open web and also ensure they are well maintained - on your side (AKA update your stuff regular) and on the dev side. Seeing that the last github update was over ~6 months ago likely means there are unmitigated security risks. You can expect large projects like Plex, Nextcloud, Bitwarden(Vaultwarden), and others to be built well enough that they do not pose a significant risk. Anything else should only be accessible over a VPN. I am not talking about the commercial ones like PIA or NordVPN. These are mainly useful to circumvent geo restrictions, get better peering, and some other stuff. In terms of security, it does almost nothing despite what the ads claim. What I am talking about is running your own VPN server. Easily doable when you run a home server anyway by running a Wireguard script. By connecting to it remotely you will be able to access your home network as if you were at home although a bit bandwidth limited due to slow internet connections.

but if you don't then this is probably fine as well but I never used it https://github.com/angristan/wireguard-install

I personally use this script to setup a wireguard server. Doing it by hand is totally possible but this makes things a bit easier.

I do the same with Amazon and haven't had any issues. I run wireguard on an Amazon instance with the following script: https://github.com/angristan/wireguard-install