So, I think I might not be knowledgeable enough to make my point. If it can do one thing I want to be able to bounce a signal off the atmosphere to get a signal to the other side of a mountain in case if the repeater goes out. I started this hobby just as another means of communication but am having so much fun I want to learn as much as possible, so if there is another option that would be better for a beginner like myself that is ok as well.
Near Vertical Incident Skywave. NVIS.
You should do some searching on that term. That will do what you want, but it requires an HF radio, and 80 or 40 meters. We use that at work for some in-state stuff, and it works pretty well, but you need specific antennas.
You are looking at a lot of money and an antenna that is requires some setup time. So consider carefully how often you expect the repeaters goes out. A well built repeater shouldn't go down often, and usually with amateur radio, there would be more than one to choose from.
A better approach would be to use 2 meter or 70 centimeter bands and just figure out what repeaters you can access from both locations. Program them into both radios and make sure that all users understand that they may need to select another repeater if one isn't working.
The biggest thing other than what I mentioned is I want to be able to put everything in a bag and take it hiking or camping as well. Does that help?
That's what the military often called a "manpack" radio. Nice setup, but usually a good hand held portable radio and a good antenna will do what you want. More RF power rarely solves VHF/UHF coverage issues, and usually just drains batteries faster.
Get a good 2 meter/70 centimeter portable radio. Get/build a foldable Yagi antenna. A better antenna, like the Yagi, will do more for your coverage than throwing more RF power will.
If you really want to lug around a mobile radio and a battery, it can certainly be done. Lots of info on how to build those in the internet. Just keep RF power low if the antenna is going to be next to your skull on a backpack.