I'm all for the trenching/conduit also - make sure you do your homework first because 2,200' of conduit needs some serious planning:
* Diameter (3/4" or 1") depending on what you may want to do in the future. If you are doing that much work I wouldn't put in 1/2";
* Run distance between pull boxes. Just because you can get a 1,000' foot box of Cat 5 doesn't mean your pull/splice points are that far apart. There are very practical limits and will be limited by the number of bends and number of wires being run;
* 4 90-degree bends max on a single pull and plan on using a lot of cable grease. Remember these are sweep 90's and not hard 90's;
* You will have 2 splice points for Cat 5. Plan the boxes accordingly so you can get from your HA gear to the first box with an intermediate splice. If you run fiber, just make sure you have a straight-through pull in the box and don't force a 180 degree bend;
* The non-metallic conduit (PVC) is available in 10' and 20' lengths with flared ends for joining, you may have to look for the 20'. Also since you don't truly need electrical rated "conduit" you can probably consider 20' Schedule 200 sprinkler pipe for the long runs;
* Be careful on the joints, you need enough solvent to make sure they seal but no so much that you create an "edge" or incursion inside the pipe.
* Consider a ferrite donut or other surge suppression at the entry points. 2,200' is a lot of distance to pick up lightning or other undesirable interference when the zombies attack;
* Patience on the pull. If something binds and you pull too hard you can easily damage the Cat 5 with runs that long.
Good luck!
Jay