Yep, this is just someone's very expensive night out at a bar/club. A bit of googling shows that Tryst (where this receipt is from) is a higher end and well-established night club *and* they're closing next month, so this might have been a long time patron's last hurrah at the club.

Also, yeah, that's an auto tip. You can just see it under the top red line that they added on an auto tip at 20%.