Hello! I'm not the most experienced player, but I find I'm somewhat adequate. I'll just give a small answer to some of your questions with my personal opinion.
As for your first question, a route is the basic way to go. If you do not know what a route is, it is a place you run to collecting chests. By the end of the route, you should be heading back to the main Cornucopia, as it has many tier two chests. Those are chests that give you better stuff then regular chests (diamonds, iron armor, etc...). A good route has many regular and many tier two chests. To answer your question --it would be very hard to win, but it's certainly possible. Back in my "noob" days, I won my first game by having two people with Iron Armor fight eachother and me coming up behind them and ambushing, resulting in me being able to get Iron Armor and a Diamond Sword.
For the second question, you can go to the
servers page to see what servers are in Deathmatch (close to ending) or restarting (about to be up). Another way to ensure that you get in servers is to Donate. This gives you priority over all other non-donors. You kick them so you can play. Don't abuse the power, however, or you'll be banned. (the most common example of abuse is leaving and coming back on to kick more people, however this is somewhat deterred by the donor cooldown)
I'm not sure what you mean by the third question, but Map One is a map with castle-ish buildings and forests. There are seas beyond the forests and a pirate ship (jarrrrrr). Map Two is a city map, and my personal favorite map. Map Three is a jungle map. Map four is a map with an island and a lot of water. Map 5 is another jungle map, however I've only played that map once so I'm not the person to ask for that one.
You can vote for a map on the server by typing /v (map number), so an example would be /v 2.
Don't be afraid to send me a message if you need anymore help.
