If you can fence it in with a catio or a cat proofed fence then I'm all for letting the cats outside. Free roaming cats are devastating to the local environment and ecosystem. Plus they are likely to get run over or munched by a loose dog or coyote. I have my cats leash and harness trained which was a butt load of work but I can take them anywhere and not worry about them getting into trouble. It's more cruel to not give a fuck about what your cat is messing up outside the boundary of your walls.