Pan Am
I am reminded of another oldie, that was really 2 different great awards. I was about to cancel my BankAmericard when then sent an offer. You earned points for spending, good for travel. I do not remember the spend requirement. But I think it was about $80,000, in one year (I did a lot of reimburseable travel, charged to my personal credit cards). In exchange we got a complete vacation, for 2, which included round-trip airfare on Pan Am from LA to London (took the non-stop - see next paragraph for reward #2), and a full week bus tour of the UK including hotels and meals.
The Pan Am tickets were actually consolidator price tickets, because VISA bought them from Pan Am. Just then, Pan Am had a promotion - 15,000 miles to upgrade *any* purchased ticket to business class. And that included these consolidator tickets. So, for 30,000 Pan Am miles, we upgraded our free tickets on the LAX-LHR Pan Am non-stop to business.