We bought 4, I think. We also got an assortment from a family friend with a LO, but didn't even try most of them. My first test was always "can *I* drink easily from it?" Any of the "no-spill" with valves were chucked in the give-away bin.
We started with the Nuby soft spout at 4 mo, when we started solids. Around 7-8 mo, we moved to the old-fashioned "trainer tumbler"... the type that has a spout w/a slit (1st years, I think), and can be used later, w/o the lid. Those don't spill too badly, when he tosses them on the floor. We also, sometimes use the cheap Nuby hard-spout (9oz? about $1 @ walmart), but took out the no-spill valve. (Can't find a pic of these online.)