The most expensive instrument I've ever touched (exluding pianos and such) was a $3000 Gibson acoustic.
ah, I forgot the 30s gibson and martin acoustics I've played as wella s the 20s Selmer Mccafrey (Django gypsy jazz acoustic).... all good, still not a '58 335, but I am an electric guy
I always used to really enjoy my Fender Rhodes Mk1 stage when inhad it.... great electric piano, top 5 isntruments I've played...
oh, my son's piano teacher has a 20s steineway NYC baby that's quite impressive.... probably one of the best years of their 20th century run. Its wasted on me thogh, I am a mediocre piano player, all ideas and no skill.
in the top 10 I'll throw in a 1st year Firebird 1 I played about 5 years ago at a guitar show and a Guyton copy of Brian May's red special, totally solid guitars easily worth honorable mention...
I also played an original 61 "les paul" SG in Maryland when I lived there, maybe top 20, great axe but not so far off from my modern SG, just a better feel and tone by 10%
my dad's $10k giambattista classical guitar ain't no slouch either nor is my uncle's Ramirez
I've played some original d'angelicos that will knock yer socks off if you're good enough to coax the jazz outta them but I am not
interstingly I have played many original les pauls from every year 52 to 60 and they are just okay... great tone but not usually remarkable players