I've seen them all, most of them at least twice, and after awhile they all sort of blend together. Or maybe that's just the after-effects of the model glue fumes from the Ki-43 I've got curing next to my laptop.
At any rate...
The early films were the best. The Cold War was at its hottest back then, so the world of secret agents and espionage had a certain appeal. For that reason, I favor "Dr. No" with all its tropical scenery and Ursula Andress shots. "Goldfinger" has the best title song, the best bad guy, the coolest lines ("Do you expect me to talk?" "No, Mr. Bond, I expect you to die!"), and the Aston Martin.
"Live And Let Die" is worth watching for no other reason than Jane Seymour as a human sacrifice and Geoffrey Holder as the voodoo witch doctor, despite the bad plot and slow pace.
"The Spy Who Loved Me" is cool for some key reasons: (a) the main Bond girl is quite capable of taking care of herself, thankyouverymuch, but isn't afraid to turn on the charm when she's in the mood and (b) Stromberg's underwater fortress is the pinnacle of Bond bad guy lairs.
Brosnan is a Bond natural, probably closer to what Fleming had envisioned for the character. "GoldenEye" was pretty decent, with a hot-looking Bond girl as a computer programmer. I didn't like Judi Dench as the new M in that one, though she seems to be getting better with each film.
It was cool to see Halle Berry do the Ursula re-incarnation bit in the last film "Die Another Day" (probably the worst Bond movie title of the lot), but when the Russian cargo plane continued to fly even as bits and pieces came off of it, well, that sort of soured the ending for me.
I read most of Ian's books and three that I really enjoyed were "Dr. No", "Live And Let Die", and "The Spy Who Loved Me" (which was completely different from the movie). I seem to recall reading "Icebreaker" by a new author but I don't remember much from it other than the fact that he drove a Saab with a high-powered aircraft light in the front grill to blind bad guys.
Connery never should have done "Never Say Never Again". Not even Kim Basinger being sold into white slavery could save that film.