I have a Midland handheld CB. It’s strictly for trail use and I have no problem communicating with those in our groups.
https://www.amazon.com/dp/B00000K2YR/?tag=wranglerorg-20
I was recently given a handheld HAM radio because the local club uses them as well. Until I get my license, it’s strictly for listening only.
https://www.amazon.com/dp/B00MAULSOK/?tag=wranglerorg-20
The benefit that I like about the handhelds is that I can carry them around with me when out of the Jeep. I also don’t have to worry about them getting stolen, since my Jeep never has windows in it.
Is your goal communication between vehicles in your caravan, or to the outside world when you are deep in the mountains? I would think that will help determine what you need.