I'm using digitalOcean, it gives you an option to choose operating system and web server. I choose Ubuntu + LAMP. Let me answer your question. Basically you need to know how to start/stop server and simple file operations. Here is what you need for multiple websites in one vps.

• Copy your files to a directory (e.g. /var/www/siteA)
• Create a virtual host (duplicate /etc/apache2/sites-available/000-default.conf with correct directory and website name)
• Restart server
• ...
• Profit

Repeat these steps for every website you have. I think you can handle. It's not a rocket science :)

I switched to DigitalOcean + ServerPilot + CloudFlare few months back and could not be happier and I knew very little about terminal, ssh and all that stuff.

The answer to your question is yes and no.

You can just install a prebuilt setup on DO and be done with it.

But surely once you have your own machine, you'd like to have some auto-updates and security. You'll need to use the command line but DO, SP and CF make it super easy even for a noob like I was few month ago.

Go and google a $10 DO voucher, that'll give you the smallest machine for free to experiment for 2 months...