I attempted it and lasted quite a while (don't remember how long exactly), until I made my rivers quite a bit slimmer - they take up so much space! Overall, I think I've preserved most of the original shape of things on my island, just a few minor adaptations here and there :)
The river situation can be difficult. They do take up a lot of space, and I don't have great bridge placement options right now. The cliffs will be challenging because I don't have much room, and I don't know if they'll let me place bridges in the tiny workable space I have.
I just looked at your map again and wow, your cliffs are tiny! Also getting to Redd's ship might turn out to be pretty inconvenient, lots of climbing up and down ladders