Suspecting you want to search for both words you use grep:

pkg search web |grep server

Suspecting you want to search for both words you use grep:

pkg search web |grep server

Based on pkg documentation this command should work:

pkg -g search "web server"

You may add -i to make search case insensitive

Have you try to use grep:

pkg search web |grep server

Suspecting you want to search for both words you use grep:

pkg search web |grep server