How is the airplane ride? I'm not fond of small planes, and the ticket is paid....so what should I expect?

Last summer was our first trip to the island, and we are returning for #2. This time we are taking a plane to Windigo and doing the feldman loop. Any advice about the pros and cons of what direction to start? We probably won't get to hiking until 12:00. I'm out of shape....can we make it to the ...