We go out to poker (only once a week - sometimes twice a week), but DS comes with us and he's happy to sit in his pram and play with his toys and falls asleep, generally at 8pm and stays asleep usually until 2am (we get home at about 10:30pm each time we go out), wakes up for a feed and then goes back to sleep - though of course, he's teething atm so he's up at all kinds of hours