Creating small crisp images

[#1]

Newbie here! I'm trying to create new *crisp* images (some with text) for an very small output - about 1/2 inch diameter. I am hoping to create several of these images and add them all to one printable output but everytime i pull them from ai and shrink them down to appropriate size they print blurry. 

Any advice would be so welcomed. 🙂 Thanks!

[#2]

Newbie here! I'm trying to create new *crisp* images (some with text) for an very small output - about 1/2 inch diameter. I am hoping to create several of these images and add them all to one printable output but everytime i pull them from ai and shrink them down to appropriate size they print blurry. 

Any advice would be so welcomed. 🙂 Thanks!

[#3]

Exactly how are they printed?

Do they get "blurry" when printing? Or when exporting them?

What file format do you export?

Please show something, so we can tell if it's to be expected or not.