Hi there MBP2012_ML,
I understand that you are having some issues with your attempts to AirDrop files from one of your MacBook Pros to another MacBook Pro. I have an article for you with a section on troubleshooting this issue, and it can be found below:
When you select AirDrop, OS X looks for other Mac computers and devices that are nearby that also use AirDrop. If you don't see someone in the AirDrop window, here are some things to check.
You can prevent people you don't know from sending you files, or you can allow everyone. If you don't see recipients in the AirDrop window, they might only accept files from people who are in their Contacts list. Ask them to add you in their Contacts app, or have them select the option "Allow me to be discovered by: Everyone" in the AirDrop window.
If a Mac you're using with AirDrop was manufactured before 2012, you can send and receive files with other Mac computers.
- On the sending Mac, click "Don't see who you're looking for" in the AirDrop window.
- Select the option to "Search for an Older Mac."
- On the receiving Mac, open a new Finder window and click AirDrop in the sidebar.
- Make sure Wi-Fi and Bluetooth are enabled on your Mac and your iOS device. Although you don't have to connect to a specific network, Wi-Fi needs to be on to send and receive files using AirDrop.
- Move your devices closer together. AirDrop is designed to work within a range of approximately 30 feet (9 meters). If you need to send a file to someone farther away, consider using File Sharing, iCloud, or email instead.
- If you're using a firewall on your Mac, you won't be able to receive AirDrop files if you have enabled "Block all incoming connections" in the Security & Privacy pane of System Preferences.
- Make sure your devices meet system requirements for AirDrop.
To see if your Mac works with AirDrop, make sure you’re in the Finder by clicking the desktop (the background area of your screen), or by clicking the Finder icon in the Dock. Then, check to see if AirDrop is listed as an option in the Go menu. If you don't see AirDrop listed, your Mac doesn't support this feature.
In order to transfer files between a Mac and and an iPhone, iPad or iPod touch
- Your iOS device needs to include a lightning connector
- Your iOS device needs iOS 7 or later installed
- Your Mac needs to be a 2012 or later model with OS X Yosemite installed*
- Your Mac and iOS device both need bluetooth and Wi-Fi turned on. You do not have to be connected to a specific Wi-Fi network.
* The Mac Pro (Mid 2012) does not support AirDrop with iOS devices.
To transfer files between two Mac computers, you need the Mac models listed below with Wi-Fi turned on and OS X Lion or later installed.
- MacBook Pro (Late 2008 or newer)**
- MacBook Air (Late 2010 or newer)
- MacBook (Late 2008 or newer)**
- iMac (Early 2009 or newer)
- Mac Mini (Mid 2010 or newer)
- Mac Pro (Early 2009 with AirPort Extreme card, or Mid 2010)
**The MacBook Pro (17-Inch Late 2008) and the white MacBook (Late 2008) do not support AirDrop.
For help identifying your Mac, choose About This Mac from the Apple menu. You can refer to the Apple Support website to find out if your iPhone, iPad or iPod Touch includes a lightning connector.
For more information about AirDrop, search for "AirDrop" from the Help menu on your Mac. You can also find more information from these articles:
iOS: Use AirDrop to wirelessly share content
Use AirDrop to send files from your Mac to another nearby Mac or iOS device - Apple Support
https://support.apple.com/en-us/HT203106
Take care, and thanks for visiting the Apple Support Communities.
