Long range, handheld radio question

How do I set-up a long range, portable (handheld) VHF radio system?
I have several questions on how am I going to set-up a portable vhf radio system. I am really not that into amateur radio.
1. I’m planning to buy a 2.5w Kenwood TK-1118 portable VHF radio
- what is the coverage of this radio if id [...]

Homebrew a Half-Wave Dipole Antenna

Here is a simple dipole antenna that costs very little to make and which can built and put up in a day. And it helps if you have two or three treees or supports to hang the antenna from.