Speakers - Your "Safest" Choice

Pre-owned Rockport Atria IIs are an easy recommendation. Hard to go wrong with those as they only have sins of omission, notably the bass extension, which is understandably limited given the design. 

The other I’d consider are the Dutch and Dutch 8Cs. These could save you money as they negate the need for separate amplification. 
 

Note that both of these products perform as well objectively as they do subjectively. And contrary to a common belief around these parts, good measurements do matter. I for one have yet to encounter a poor measuring speaker that actually sounds good and correct. I can always hear the warts that show up in a response plot. A/B the aforementioned models to less accurate competitors in the same setting and you’ll hear the difference. The reason some prefer the wonky response of inferior counterparts is they are not comparing them back to back in the same room, and are instead relying on their unreliable auditory memory. 

With that kind of budget, go audition the Dutch & Dutch 8c system. At $15k, it is a complete audio system - powered loudspeakers with active crossover, DSP room tuning, DAC, and if you have enough common sense to be strictly digital (more on that later), then you can connect to it as a Roon client. Boom. You’re done.

No exotic speaker or interconnect cables to fool with. All of your electronics are built-in and I have NEVER heard anything image as well as D&D 8c. They have exceptional tonal balance and have a low end that needs no help.

You could unload that boat anchor amp you’ve got, along with everything else and have money left over for live concerts.

As for vinyl, it's the most expensive and poor value in audio except for The Tape Project machines and media, which is really for only those people with far too much money and no idea how else to throw it away.

New records cost you $20 each.  That gets you a dozen tracks, half of which you won't want to hear a 2nd time.   A table in the range your budget calls for will begin at $2000, with a $1000 cartridge (minimum).  

But for less than $20/month, you can subscribe to an on-line, high resolution streaming service and have access to literally millions of tracks.  Vinyl doesn't make sense unless you're an old fart like me and have a collection going back 50+ years.

Wilson Sabrina X or Magico A-5 would be safe bets.  Moreover listening at dealers is way overrated.  Not your room or electronics.  I've owned many speakers that I choose from reviews and manufacturer reputation and was NEVER disappointed.

I live in S Fl and have spring training right in town and I don`t see $40K speakers selling for $11K and the likes.

To me, it`s pretty much a desert for quality used audio gear down here

First of all, you are not that specific to get good responses.  Why is $20K your budget?  Equipment you will be using?  Many responses here are form people who don't really know that much meaning they have comments that are general and have not had the opportunity to match things together.  For example, Sonus Farber are not for rock.  Please come to our listening room in NJ and we can demonstrate what they can do.  Some of the other generalizations we can also demonstrate with other opinions.  While many people have gone to a dealer or audio show, they have not really heard what proper equipment matching can offer because they have not had enough time hearing things in their own systems and with so many different components.  So while there are some good suggestions, some are generalizations.

Sorry folks, it is simply the truth.

Happy Listening.