Calendar Not Syncing

Hey thanks, don't worry, I'd already gone through each one of your long posts and done it all. My calendars all sync perfectly fine. Except when my biggest calendar (the one from work) is added into the mix. Then the Watch's Calendar chokes, freezes, and just generally starts behaving badly. I fortunately do have my Google Calendar on Exchange as well as CalDAV. If the work calendar gets added to the mix, everything breaks down. If I remove it, everything is smooth as butter.

Replying to confirm I have the same setup: Office 365 that uses Exchange Online for mail/calendar (and is the only calendar I use on my iPhone6). Originally I could not get any calendar items to sync, and unfortunately Apple support nor the Genius Bar could solve. Finally on my own I discovered if I disabled calendar syncing to the iPhone, which deleted every appointment on the iPhone, after re-enabling sync on the phone, that forced all my appointments to appear on both the phone and the watch. I thought the problem was solved, and it was for a week our so. Yesterday however, I noticed an appointment was not on my watch that did appear on my iPhone. After repeating the aforementioned procedure, once again the appointments correctly appear on both the iPhone and the watch.

What would be really nice to figure out is, what action or event causes the calendar to get out of sync with the watch.My experience is no matter which point of entry I use to create an appoinment, be that in Outlook on my PC, or on the iPhone, it always appears correctly in every place except certain appoinmments are missing, occasionally, from the watch. .I have not observed a specific pattern or type of appointment that triggers this.

Again, I use the one calendar for work and personal, and all others are disabled; I have one week back sync'd.

I made a small test this morning and on our infrastructure I can see the following effect:

If I receive an invitation and I accept the invitation on the iPhone the event is properly showing up on the watch.

If I accept the invitation on another device (iPad or Outlook for Mac) the event does not synchronize to the watch, however it shows up on the Mac, the iPhone and the iPad.

If I modify such an event (like setting my reply to "Maybe" instead of "Accept") on the iPhone the event gets synchronized to the Watch.

Seems to be the pattern here that events must be accepted exclusively on the iPhone in order to have a properly synchronized watch (at least until Apple fixes this).

I'm having the same calendar sync issues. I have about a dozen calendars - Exchange for work, iCloud and Google with friends and family, as well as a few CalDAV calendars (toodledo and tripit). Initially none of them sync'd. Turning most of them off in the iPhone calendar app sort of worked, but even then the calendar on the watch didn't stay in sync when I change something. I just hard-reset my watch and started form scratch. Same issues.

So, looks like a major watch sync bug.

I've filed a bug report. Could everyone else so Apple knows this is an issue?

Also, has anyone contacted support and, if so, did it help at all? I've had poor experiences with Apple phone support in the past.Note that filing a bug report isn't the same as contacting support.

The work-around people are posting are great, but the reason I buy Apple stuff is to avoid time-consuming work-arounds. That's what Android is for ::-)

Until Apple fixes the Calendar bug, you can use Fantastical 2, which today just added a Watch app. No Calendar syncing issues here — everything from my iPhone populated right into the Watch. Downside? No third-party complications allowed yet.

https://itunes.apple.com/us/app/fantastical-2-for-iphone-calendar/id718043190?mt =8

The default calendar on my iPhone has been in sync with my Outlook calendar without fail for the past 4 years. The calendar in my Apple Watch is NOT in sync with the one on my phone. Meetings that are in my phone calendar are missing from the watch. Meetings that have been cancelled and deleted from the phone calendar are still on the watch. One of my motivations for purchasing the watch was to be able to see my next appointment at a glance. Unfortunately over the course of the last 5-6 weeks I've come to realize that I can not trust it to be accurate.

(I've spent way too much time on this, but I'm caught up in the drama...)

Spent some time yesterday with Chat Support who eventually got in touch with engineering. They had me hard-reset my watch and remove all other calendars from my iPhone except iCloud (remove means in Settings>Mail, Contacts, Calendars>..., not just not displaying them in the Calendar app).

With only iCloud calendars, syncing with the watch worked perfectly. The watch sync'd within a second of changing the event on the phone.

I then re-enabled my work Exchange account and syncing stopped, including iCloud.

I've related this back to engineering through Apple support, so we'll see what comes of it.

Incidentally, someone suggested a 3rd party app called Fantastical 2 and it's worked perfectly. It's an iPhone calendar app with a companion app on the watch, and it syncs all the calendars on my phone with the watch. I kind of like the app anyway, so I'll stick with it. I suggested that Apple give them a call to see how they manged to get syncing working so well.

As far as what's going on with Apple and non-iCloud calendars, my guess is that Apple either never tested it, or never implemented it. Neither speaks well of their software, given how important Exchange is professionally. Seems like the watch is a bit of a beta project. I'm sure they'll eventually fix it, but for me Fantastical 2 is working - the only drawback I see is that you can't it to watch faces.

(I have no connection to Fantastical 2, BTW. It just worked for me and, even at $4.99, it's a bargain, so I wanted to pass that on)

I just saw that you recommended Fantatical 2 to me. It's been working great, so thanks for that!

Also, if you go on to your iPhone, try setting the event to private then setting it back. When I did that, it immediately synced with the watch.

I've filed a bug. Please call support again and tell them you've found a bug.

I just tried this as I had an event that I accepted an invitation for earlier via Apple Mail on my Mac (via Exchange account) and it was not showing on my watch. It was on my phone however, and when I did the private and back change on my phone it instantly showed up on my watch.

This is clearly a bug; somehow the syncing with the watch is not always picking up changes to calendar events even though they have changed on the phone itself.

This worked perfectly for me. My watch cal had entries missing when compared to my iPhone. This re-synch solved it. Thanks !!

One guy figured out an obscure trick to getting Exchange calendars to start working between his iPhone and Watch again: move all calendar invites and calendar accept/decline emails out of the inbox and into a folder. Weird, right? Seems to work for some people:

Exchange Calendar Sync makes watch unusable

My issue is a CalDAV one involving Google Calendars and continues to hugely drain my iPhone's battery and block syncing to the Watch. Fantastical 2 is my current stop-gap but the real long-term solution for me will be if/when the Google Calendar team expands its iOS app into a Watch app and adds a third-party complication to the watch face.

Sunrise calendar app - free from Microsoft also works well. It only took me a minute to download from the app store & showed up instantly on my watch. It shows everything the apple calendar on my phone wouldn't. Since I couldn't get the google calendar app I have on my phone to show on my watch, this worked well. It looks like it will sync with a whole bunch of other apps but I'm just using mine for the calendar.

For me, I just needed to refresh my calendars on my phone and then my Watch was sync'd perfectly.

Really, it was the Calendar app on my phone that wasn't syncing, not the Watch itself.

This article explains it in more detail: http://www.macobserver.com/tmo/article/ios-refreshing-icloud-contacts-calendars

That is probably why the "make/unmake the message Private" works. The problem is I missed an important meeting because my watch did not show it even though it was properly displayed on my iPhone. If the watch is incorrect it is useless. Very frustrated.....

Thanks BrianFNH - I had not found the reset until I saw your post. It fixed my issue.

Just FYI, my sync issues only happen with Exchange events. This is a familiar story as even before getting my Watch, I regularly had to remove my Exchange calendar from my iPhone and iPad, relaunch and sync due to misalignment with my MacBook Pro...