He was absolutely fantastic! We went down a bunch of roads, past fields of horses who were running around, past barking dogs, over gates, all through trails, over logs, through part of a hayfield, over a big wooden bridge, and up a switchback! He never put a foot wrong, he loved it!
I am so ecstatic, and I of course took a few pictures.
This was near the beginning, he was still looking around quite a bit:

Once we had reached the trails - that's Christy and Tofino in front:

The view over the bridge:

Another section of trails:
