Hiking in Greece is challenging - often a lot more challenging than it would first appear. The main issue is fluid intake. The climate is so dry, you need A LOT more water than you think. Hikers are often unprepared and need to be rescued. I would say, unless you have a lot of technical experience hiking in different conditions and know how to be fully prepared for a hike, I wouldn't do it. However, it sounds like there are options to make this hike easier, which sound like they're worth exploring.