I know that the true blue knowledgeable bourbon lovers frown on picking a favorite bourbon (and I, while not a true blue, have said the self same thing about picking a favorite or best my very own self).
So Imo break my own rule and indulge in a little fantasy and you are welcome to join those of us who like to play silly 'what if' games.
To make it a bit more interesting, I ain't gone say you gotta pick just one bourbon on this 'rest of your life trip' to a desert island (since it is the 'rest of your life' and you frequent this site, I know you gone pick yo bourbon most carefully). You can pick up to 7 bourbons, based, of course, on your current state of mind and drinking experience.
My own approach will not be to pick specific bourbons first but distillers/bottlers that I would want to include.
Two immediate must haves come to mind. I must have at least one thing from the Van Winkle line and one thing from the Wild Turkey line (in my mind, Wild Turkey represents bourbon so very well).
I also think that Buffalo Trace (even though I can't get most of their stuff and have never tried the BT label itself) should be included, based on the George T Stagg I have had. I also think that Jim Beam ort to be in the picture.
I am beginning to experience a bit of stress here because I must, absolutely must, include an A H Hirsch bourbon, and since the onliest one I have tried is the 16 YO, it must go with me.
Now to my mind, I know I want to have the ocasional rye on hand and here my experience is limited to Jim Beam and Old Portero.
And I also want a lower shelf bourbon to drink sometimes so that I can enjoy the gooder stuff more better when I return to it.
This is taking more thought than my pea brain is used to.
Here is where I stand now
Pappy Van Winkle 20 YO
Wild Turkey Tribute (Mark can get me some more of that, if not, the Rare Breed or Kentucky Spirit are good too)
A H Hirsch 16 YO
Bookers
Jim Beam Rye (I know somma y'all gonna cringe, but I do like it and haven't had the Van Winkle or the Sazarac, or even the WT, which is available to me)
George T Stagg (the 2004 spring release is the onliest one I have tried but I likes it a bunch)
Off the lower shelf, I am having a bit of trouble, but what comes to mind is the Ancient Age 10 Star. It is a bit rough, rougher than Old Granddad or even the Jim Beam White, but still not rot-gut (I ain't taking no rot-gut........in fact, I don't even know no rot-gut whiskey). I couldn't tell you the worst bourbon I have ever had cause I ain't had none that I said 'This is some bad shit'. I have had such in the beer line...........remember Carling Black Label Beer? Now, that was some bad shit!!
So, add Ancient Age 10 Star to my list of bourbons that are going with me to that desert island.................and if you don't ask what I did to deserve being sent there, I won't ask what you did to get YOU there.
Hope this will be interesting to at least a few people who like to play these silly games.
I look forward to seeing your response and the reasons for your choices, and it don't bother me some atall if you take a completely different approach.