1. Chateau Lafite, 1787 – $156,450
Okay, so, yes, 1787 is ancient, especially considering this bottle of Bordeaux at this price was sold in 1985. But don’t forget, even the best Bordeaux only lasts about 50 years. So 200 years? Forget about it! Why the hefty price tag? Well, this particular bottle had the initial Th.J. etched into it. That’s right, Jefferson was a hard-core oenophile. During the time that he served as ambassador to France, he often traipsed out to Bordeaux and Burgundy looking for wine for his cellar back Stateside. His initials etched into two other bottles have also fetched pricy sums: a 1775 Sherry that fetched $43,500, and—ready for this?— the most expensive bottle of white wine ever sold, a 1787 Chateau d’Yquem for $56,588.
Price per glass: $26,075