Syncing Calendar using USB

Greetings herwig4225,

To confirm, were you syncing your calendars via iCloud previously or only by physically connecting your iPhone to your computer? If you were syncing your calendars via iCloud, you'll want to try the steps listed below, then complete the remaining steps outlined in the following article. These steps are specific to resolving sync related issues with iCloud Calendars.

1. "Check the system status of iCloud Contacts, Calendars, or Reminders to check for services outages or connection issues.
2. If a reminder isn't showing up on some of your devices, make sure that your iPhone and iPad have the latest version of iOS or iPadOS, or that your Mac has the latest version of macOS.
3. Make sure that you're signed in to iCloud with the same Apple ID on all of your devices. Then, check that you turned on Contacts, Calendars, and Reminders in your iCloud settings.
4. Check the date and time settings on your device to make sure they're correct for your current location."

If your iCloud Contacts, Calendars, or Reminders won’t sync

If you're syncing your contacts via your computer all the time we see from the screenshot that "Selected Calendars" is the chosen option when syncing. Have you selected the desired calendars to sync between your devices? The reason we ask is to ensure we walk through the proper troubleshooting steps to reach a resolution.

Have a great day!

To smooth my workflow:

1. I used Automator to create an App which simply launches Photos and SyncMate, and
2. then I used the Action button in the Image Capture toolbar for my iPhone and selected that App to be opened whenever the iPhone is connected.

If you only want SyncMate to launch you can omit the first step and simply choose SyncMate in the second step as the App to be opened.

I am having this problem too. I posted the following elsewhere in usb sync calendar in ventura - Apple Community

Calendars 'On My Mac' in the Calendar app do not appear in the list of calendars for USB syncing.

Calendars which I sync via Google are shown all right, but not the Calendars which are 'On My Mac' and which I previously synced via USB.

As far as I can remember, everything was all right until an Apple advisor had me turn iCloud off and on again. This then uploaded all the calendars 'On My Mac'. I then ended up with duplicate events in those calendars when I turned iCloud off again. I manually deleted all the duplicate events (!), but the calendars 'On My Mac' would no longer sync via USB, nor did they appear in the list of calendars to be synced in the dialog shown above.

I got onto Apple Support again with a most helpful and friendly advisor but having referred it to the engineers she told me that they said that now the link with iCloud has been established no new calendars 'On My Mac' will be shown for USB syncing. This is the case even for a new User created. Clearly some 'switch' has been thrown, either on my Mac or in iCloud to make this happen, and since it appears to be irreversible, I am very put out that it happened without any warning at all.

iCloud is not a good option for me since form time to time I need to sync calendars between my iPhone and my MacBook Pro without having internet access.

Has anyone else come across this? Has anyone found a solution or a workaround?

MacBook Pro 13" 2020 running OS Ventura 13.0.1 (22A400). iPhone 6s running iOS 15.7.1

Todd0213,

Thank you for this information. We would recommend taking a look at the following support article to set up syncing of calendars between your Mac and iPhone again:

Sync contacts and calendars onto your Mac and iPhone, iPad, or iPod touch - Apple Support

Best regards.

Last time Apple did this (🙄) a user called Barney-15E created a user tip for a work round using Baikal which enabled local syncing (without resort to the cloud). I'm sure it would be possible to do again, but I don't have the technical expertise to immediately update his instructions, and I don't have the time to work it out.

Hi herwig4225,

We would further suggest contacting Apple Support as it sounds like this is not expected behavior and checking all correct settings has been done. They will be able to investigate this further.

Thanks for using Apple Support Communities.

I have found a third party solution which seems to be working all right. It is SyncMate from Eltima https://mac.eltima.com/mac-sync-calendar.html

It looks as if there is some quite powerful paid-for stuff there, but currently what is available at the free level is proving good enough to do what I want. I am able to select my 'On My Mac' calendars for synchronising. It is a bit sluggish, but I may be able to improve that by adjusting some settings. Also it is USB sync only, and not by WiFi, and the facility to sync automatically when connecting is only available on the paid version. (At the time of writing, the paid version costs $39.95 for up to two Macs, $59.95 for up to six Macs)

All that said, It will certainly do for me for now.