udp2raw VS udptunnel

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

- udptunnel : seems one of the best implementations to date. Can be installed with Wireguard, and even has a Homebrew package and an OpenWRT package. But it can be specifically detected by Wireshark and some firewalls such as Fortinet/Fortiguard.