In both cases it looks like nobody is near you, so it should not be available in either of those screenshots 
I thought the icon always showed up based on the timer and whether you have used it or not, independent of whether anyone is near. I’ve never noticed it flashing on and off depending on if any riders are close by.
Have I misunderstood it?
Coffee icon only lights up if there’s a rider nearby to be your coffee magnet and you meet the criteria to activate coffee break eg. Within first 5mins of session.
Iirc coffee break is disabled if less than 5Km or 15mins of a group ride left.
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How close do the other riders need to be? In the first screencap the riders nearby list shows no one else, but in the second screencap there are plenty of other riders listed, but the closest is 3 seconds away.
I’m unsure how close you have to be, but much closer than that. You will need to see the other rider in your immediate vicinity like a few meters at most.
I tested this at the end of my ride today. Not very scientific, just riding along on a not very populated route. Looked like 1 second was definitely ok for coffee break. Looked like coffee break disappeared on the 2 or 3 seconds away mark but hard to tell which one.
Wow I really have misunderstood the way the coffee stop button works all this time. This explains a lot! On my rides today it worked just as you describe.
I have only ever used it once IIRC, but at least I understand it properly now.
Thanks to all who put me straight.
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Hi, did the Zwift Fondo yesterday for about 3h and checked the menu bar (on my PC) about 10 times but coffee break was always inactive although riding within groups. Frustrating if you really need a 60 sec pause and other riders are coffee breaking next to me…