Speakers are the most important piece of gear in the system (assuming everything else is at least competent). Speakers have far worse faults than amplifiers and music players. The trick is to find out what kind of speakers you can live with most happily.
Some love the impact, clarity and brightness of Klipsch speakers. Some find them too bright and in-your-face. If you find you like Klipsch, read up on pi Speakers and Gedlee speakers.
Others love the smoothness and "inner detail" of Focal type speakers. Klipsch owners may find them unexciting.
Still others prefer the sound of large planar speakers like Martin-Logan or Magnepan.
My advice would be to go listen to some really expensive and highly regarded speakers. Figure out what type of speaker you prefer. Then go shopping in your price range, and try to find something that has a similar character to what your ideal speaker has. Choose a brand that is well regarded and of known high quality, in case you tire of the speakers and want to sell them later.
Good luck with this.
PS -- Really, really good speakers are horribly expensive, and usually large.
Hopelessly addicted to this stuff, but on a strict budget.
Snell Type C speakers
Homebrew DC-coupled, push-pull, 2A3 amp, Intact Audio volume control
RIAA preamp (similar to Arthur Loesch design) - Thorens TD124 w/ Audiocraft AC-3000 - Denon DL160
Pioneer Elite PD-D6-J (CD, SACD)