The first four miles are urban riding with a couple of big streets to cross, including one with no infrastructure and really fast drivers. Almost all riders end up crossing the street and riding on the sidewalk facing traffic--two of the most dangerous things you can do as a biker and yet, there's not much of an alternative. When I'm on my bike, I usually just take the lane but with Big Brother on his own, I didn't feel that that was a viable option for his skill level. We ended up crossing at the crosswalk and riding together very slowly on the sidewalk. Once we were on the bike trail, it was a piece of cake.
We made a snack stop along the way, with Little Brother devouring just as much as his Big Brother. The American River Parkway was packed and I was unnerved by the number of very fast riders passing us so quickly and often much too closely. While I'm sure that they're competent riders, I'd bet that they have no understanding as to how unpredictable children can be, even when they're on the back of a bike. Little Brother will often lean over, causing the bike to swerve a bit and Big Brother, although a great rider for his age, still has sporadic speed bursts and can drift when he loses focus. This doesn't mean that kids shouldn't be allowed to ride on the Parkway just because some bigger riders want to use it as a training route! Luckily, just about everyone was considerate and often broke out in giant smiles to see BB trucking away or LB face-down on the deck.
Big Brother was ready to hitch a ride when we started packing up at the park but I encouraged him to ride just a bit and see how far he could get. He loves numbers and counting so the idea of riding longer distances and increasing his mileage was appealing to him, even though he was pretty tired already. We only had a couple moments where he was ready to give up but we talked through them and with a little distracting and the promise of more snack stops along the way, he continued until the got his second (and third) wind. As long as he was still having fun and was able to ride safely while listening to my instructions, I was willing to let him go as far as he wanted.
As a side note, I convinced my mom to ride on the back of the HaD to go out to lunch. She's such a great sport! I just took the sides off the Hooptie. The lower deck made her feel a lot more secure and was easier for her to get on and off the back. The ride felt great and stable and she even remarked that it was "less scary than a motorcycle."