I have SIerra, can I update directly to Catalina?

The model and year of your mac will determine if you can upgrade to Catalina

read Section 1 in the following link, use Safari and not Firefox.

How to upgrade to macOS Catalina – Apple Support

Before upgrading make a full back up of your Mac.

Check that third party apps you use have updates available for the new OS.

https://roaringapps.com

Check that your printers/ scanners etc have updated drivers and software available for the new OS.

Connect your mac to your router via cable rather than rely on WiFi.

Do not use your mac while it is downloading

and do not use any other devices that share the same internet connection.

If the App Store says ‘Open’ then it is detecting a previous download of the install app

go to the Applications folder locate Install macOS Catalina.app.

Move it to the Trash, empty the Trash.

Restart, click on the link again, the App Store should say ‘Get' or 'Download'.

If you are considering upgrading to Catalina be warned that it does not support 32bit apps.

Your Mac is probably running 32bit apps and these will need to be updated to 64bit apps,

some updates may be free, some may be paid. Use this app to discover which apps you have

are 32bit, https://www.stclairsoft.com/Go64/. Once the list has been created you can then

contact the developers of the apps to see if they provide 64bit updates. 

Yes, if your Mac is compatible. See information in How to upgrade to macOS Catalina - Apple Support