Jails doesn't have any of the deployment, tools for creating images, building of images, registry for images etc. Docker also automates a lot of networking stuff away whereas with jails I usually have to use something like PF to set up port forwards; I also sometimes run into problems with the fact it shares the network stack with the host.

That being said, all the configuration is quite simple and building exactly what I need for running an application isn't too difficult. The big advantage after that being that I understand how everything is wired together and I can debug easier when something goes wrong. Doing it manually however takes up much more time.