I was fortunate enough to smoke a Cuban Dunhill, thanks to a very generous brother on this here forum. Best cigar I have ever had in my life. Same brother gifted me a Cuban Davidoff... in my top 5, for sure.
Second on my list of best ever is a freshly rolled Rodolfo Taboada. I was at the LCdH in Tijuana in 2006 and the man himself asked me what I wanted to smoke, and he would roll it for me. I told him to roll me whatever he rolls for himself.
Well... technically he asked xibbumbero. I don't speak Spanish and Don Rodolfo didn't speak English (may he rest in peace).