1) As others have said, using the compare command is often the best way to get to know how good something is. The way you do that is by typing 'compare object1 object2' to get a comparison between two targets or just 'compare object1' in order to compare whatever you target in your inventory to the appropriate item that you are wearing. Another way to find value in an item is with the identify spell. This spell will allow you to also see what sort of enchantments, if any, are applied to an item.
The types of weapons you use vary with your class, but my advise to you is to try and find the most accurate and damaging weapons to start off with. Axes are often great, as are a few swords and spears.
2)
http://www.shatteredkingdoms.org/kingdoms is full of maps, both a world map like what was posted before and individual maps of the newbie areas and starting cities. To the left of this page are links that are filled with great resources, though some of the information could probably use some updating.
3) SK's hybrid characters are the bard (who uses magical songs and chords), the shaman (a spirit oriented individual who is much like the priest class but better equipped for melee tanking), the paladin (a devout warrior who can call upon blessings from their lord to heal themselves and become a devastating force against evil), and the hellion (an evil paladin who uses twisted logic to claim honor and has a variety of offensive powers as well as a few buffs).
The bard and shaman can both be selfishly aligned, so you don't have to choose a side with them right away, and you can avoid PK until you're ready a bit easier. Hellions/Paladins obviously come with innate enemies.
I have to warn you that the hybrid classes are dependent on stat modifications down the line. This requires a knowledge base of what items carry stat enchantments. There are a few shops in the game that sell these, and one in particular makes it really easy with many available, but this obviously costs money, and that can cause a problem if you have trouble getting it or somehow lose your equipment without the funds to replace it.
Melee classes are fairly straight forward. Merc./Barb. you just grab some heavy armor, a decent weapon, and for the first bunch of levels go kill stuff. Their primary stats are straight forward (STR, DEX, CON), and my only advice with them is to be sure to train HP, as it is very beneficial in the long run.
Swashbucklers are a class I would highly recommend playing. You can train your CHA to be very high on other classes, but there is a good excuse to do so with a Swashie (it affects your later skills). Natural CHA (charisma your character has without stat mods) affects how fast you gain experience, and maximizing it can do wonders, especially your first time around. I would also suggest that you train HP as much as you can with this one as well. Other than that, just fight some light armor (leather, scale, etc.) and get some accurate weapons. In my experience, accuracy with a Swashie means far more with weapons than even damage. Speed will eventually count for something as well.
The other class I highly recommend is the Scout. This is another light armor class that has skills based off of CHA, so it makes good sense to train it high or max it. This is a second row fighter that is usually best with a reaching weapon (some spears do this, but there are other weapons, too) and range weapons (bows and xbows). They can later tame wild and interesting pets and even skin things to make armor as well as get nifty herbs for buffs.
As for race, I would go more with whatever you like for RP more than anything else, but there can be some pretty big differences in as far as max stats and weaknesses. If you prepare enough, though, much of these can be mitigated, and I've always found that it pays more to like what you're playing than to try and go for the min/max build. Others see it differently.
If you run into problems, don't fear sending people on the who list some tells. This is an in character communication, though, so if you feel the need to break character, be sure to put OOC tags in front of what you say and try to keep that to a minimum. I don't think any immortal is going to curse you if you break character too much right off the bat, but it's best to try and get in the habit of staying in character as much as possible so that you don't break the atmosphere. Also, it is considered more polite to use tells to go out of character than says. You can also try the pray command to get help, but one can never tell when an immortal is going to be online and listening (not to knock the staff, they do a great job.)
My character's name is Banryn, so feel free to send him a tell, especially if you choose a light-aura or "lightie." I hope my rambling so far hasn't left you too dizzy.
Welcome to SK. I really hope you have a fun time.