I've am a long time bourbon drinker. There are some good ones out there.
Some hard to find and also expensive ones are:
Pappy Van Winkle 15
William Larue Weller from the Buffalo Trace Antique Collection
Eagle Rare from the Buffalo Trace Antique Collection
These bourbons are very hard to find but worth the effort.
For Tennessee whiskey (please don't call it bourbon)
George Dickel 12 or the Special reserve
Some excellent bourbons at a great price are 4 Roses. For everyday the 4 Roses Yellow label is hard to beat for a Rye flavor bourbon. For a more upscale experience try the 4 Roses Single Barrel or 4 Roses small batch. For something really special find the 4 Roses Limited Edition Single Barrel or Small batch. Wild Turkey Rare Breed, Wild Turkey Kentucky Spirit, the annual Old Forrester Birthday bourbon, and Evan Williams Single Barrel are all excellent.
For the Wheat based bourbons the Old Weller Antique is hard to beat. WL Weller 12 year old is super.
I also enjoy my malts and that's for another thread but I do want to mention an Irish whiskey that every whiskey drinker should try. I find it to be incredible on the stream. Redbreast 12 year old Irish whiskey runs about $50 a bottle and worth every penny IMHO.