Need help choosing wine

[McLachlan]

Hi,

I'm getting married in October and for my fiance's present, I wanted to get him a case of wine...with each bottle having a different cellar date corresponding to a different milestone in our life (such as anniversaries, birth of baby, etc) and a bottle for our wedding day.

I'm definitely a novice when it comes to wine. If anyone has any recommendations, it would be greatly appreciated.

Thanks for the help!