Riding over at dusk was fine. He was very bundled up, had his Ikea vest on, and lights flashing. He stayed right next to me on the street and I had my lights and newly installed holiday lights aglow. Despite his sugar high, he did wonderfully.
Jose and Little Brother followed us over a while later on the Mundo so we had both cargo bikes at the party in case Big Brother needed a lift home. It was past his bedtime and he was hopped up on even more good food, good cheer, and lots of attention but Big Brother was still ready to ride--his first night time trek.
We are still getting used to having a solo rider with us and many routes don't work for him to ride but every chance we can give him to gain confidence and experience, he's willing to give it a try! I'm so proud of his riding ability and I can see his skills improving all the time.