Safari cannot establish a secure connetcion Mac/Iphone/iPad using wifi

Hello Brianm99,

Welcome to Apple Support Communities. It sounds like you're having trouble accessing webpages over a Wi-Fi connection on your Mac, iPhone, and iPad. I'd be happy to share information that may help.

First, try opening the links while connected to an alternate Wi-Fi network to further isolate the issue to one Wi-Fi network. If this only occurs on one Wi-Fi network, restart your modem or router and your devices. If the issue persists, contact your internet service provider.

If the issue occurs on multiple Wi-Fi networks, begin troubleshooting by trying the steps here:

• On your iPhone and iPad, try resetting the network settings. Here are the steps: tap Settings > General > Reset > Reset Network Settings. This also resets Wi-Fi networks and passwords, cellular settings, and VPN and APN settings that you’ve used before.
• On your Mac, try opening the links after starting up in safe mode:  Use safe mode to isolate issues with your Mac.

You can find these steps and more here:

If Safari doesn't load a page or webpage items are missing

Take care.

Hello Brianm99 ,

Thank you for your reply. Let's keep working on this.

Next, check on both devices to ensure both the date and time are correct.

On your iPad, reset the network settings. Here are the steps: tap Settings > General > Reset > Reset Network Settings. This also resets Wi-Fi networks and passwords, cellular settings, and VPN and APN settings that you’ve used before.

For your Mac, try the steps in the "Analyze your wireless environment" section of this article to run Wireless Diagnostics: If your Mac doesn't connect to the Internet over Wi-Fi.

If you're still having trouble with this, please reply with the following details:

-Did you have a chance to test the issue over a different Wi-Fi network?

-Are you able to access webpages directly from Safari?

Take care.