If you want to watch actual good films, you watch Casino Royale. Quantum of Solace and Skyfall are both flawed but pretty good in their own right too. Craig is the closest you get to an actual human being on screen. Almost none of the rest of the series would be considered great films I don't think.
If you want to delve deeper into the history of Bond and get a taste for what each actor/period of time was up to, watch probably From Russia With Love (Connery), OHMSS (Lazneby and one of the more unique films of the series), The Spy Who Loved Me or For Your Eyes Only (Moore's best films, the former for being unadulterated camp and peak spy tropey, the latter for being the closest thing to a good film in his list), probably The Living Daylights (Dalton, but honestly, both aren't bad), and Goldeneye (Brosnan).
Or if you want to be really comprehensive, watch them all from the start or watch them all in any order. Only the Craig films have continuity that necessitate a watch order. The rest are all standalone and can be viewed however you'd like. Just be aware that these films aren't great, often quite bad, and stringing a lot of them together can get repetitive fast. They rely on staples of the series - lines of dialogue, gadgets, tropes that all crop up in their respective films. Craig's films broke from that mould, which made them so refreshing.
