You will be limited to day time only which is the best time to fly really
The headset debate will give you alot of varying opinions.
But when it comes down to it....
It all depends on the shape of your head. Some people find the cheap ones more comfy than the 800 quid ANR's. And others find them like medieval torture devices.
Best thing is to try and borrow a few different types and try them out for at least an hour. There are also issues as well with some types don't work well when matched with other types in the cockpit (peltor have problems when match with DC). Once you have found the type you like have a look on ebay as there is always a swarm of headsets which people have bought on other peoples word and found their head was the wrong shape for them.