I recommend you browse the Strobist.com blog and its associated Flickr group.
Generally, it's a group devoted to off-camera flash (or light but mostly flash) that can be easily carried. It is run by a Baltimore Sun photographer named David Hobby who advocates using equipment that you can easily pack as a photo journalist. The same principles help you do more with less.
What you will probably see suggested is the following:
-- inexpensive new or used flash units from a variety of manufacturers (once you get into it you will start adding more flashes) that has power settings that can be set manually
-- a way to trigger it off camera such as with a Pocket Wizard, Elinchrom Skyport at the expensive range or a cheap (but shoddily made) radio frequency trigger commonly available on eBay.
-- light stands, clamps, whatever holds the flashes up in proper position
-- any number of different gobo schemes (light modifiers), umbrellas, diffusers
-- lots of DIY solutions vs bought solutions. But the same principles apply no matter how they are arrived at.
Since you said you like to use the ambient light such as setting sun, you should look up the Strobist tutorial on cross-lighting.
If you have money to burn, then you can go for ETTL flashes such as the 580ex, 430ex or Sunpak Super DG 500. Quantum has another new one. The advantage of ETTL is that it automatically dials in its own power settings based upon your camera's settings.
Canon has its own infrared wireless solution STE-2. I've never used it but some criticize it for being interfered with by sunlight and other light sources.
There is a good Canon-specific page on flash photography that will give you the basics as well. Look up photo notes and flash on google.
On ring-flashes you should be note that 90% of the ring flashes out there are for macro use only and if you want to use them for portraits, you must settle for using them as closeup shots (up to head shots). For torso or wider shots, you must specifically look for ring flashes for portrait use. They are much larger in diameter and have higher output than macro flashes. Alien Bees, Profoto, offer some. For such a specific look, many photographers try to make their own. I am doing one right now too.