Depends on the whiskey drinker. I prefer a peaty single malt. My two favourites are Lagavulin and Laphroaig. For $400, you could probably find a 25 year old Laphroaig. Smells like a smokey campfire mmmmmmm. :) If you want something smoother, you could go with an 18 year old Macallan with a sherry finish, probably $350-ish.…
Most of the 18+ year old single malts I've had have been given to me or I tried at whiskey tasting events. Locally, there is a festival called Hopscotch where you can try shots of whiskey that would be $15 - $25 each in a pub for $3 - $5. I get two expensive single malts each year, plus two Laphroaig quarter cask ($70),…