Personally I've stuck with the traditional split rims, there are advantages to switching to tubeless but there are also disadvantages as people have already said, for me the most important thing is to be able to do quick easy maintainance myself.
We just put some of these 'SIP Branded' split rims on my sisters PX200
and they were really nice quality, and a really good price... The most common cause for punctures for me has been because of poor condition rims. If you keep them rust free and painted and put a new tube in when you change tyres you shouldn't have too many problems.... and at that price you can afford to put new rims on every few years or so, if need be.
I'm a fan of continental tyres, I don't think you can go wrong with them.. either the twist, scooty, or one of the traditional 'classic' treads... I've travelled many miles on michelin's too without problem.
I'm not trying to put you off going tubeless but just warning you that it is easy to damage the rim, tyre or both when fitting and if the seal isn't perfect they will leak air... so unless you have a tyre fitter that you trust locally and won't charge you a fortune to change tyres I'd consider it very carefully. In my friends experiences it is much more difficult than the SIP video makes it look!!