Ride some “fancy” bicycles!
How to pull it off even though this is not something we condone: Buy, build, or rent an elaborate bicycle, and ride it around the city's nicer sights with your beau. Despite NOLA being one of the most bike-friendly cities in the USA, doing so on a “fancy” bike will apparently land you in the clink. So keep that ride nice and basic, or live dangerously. The choice is yours.
Laws you’ll be breaking: Only one, namely a strangely antiquated prohibition on ornate velocipedes.
Go urban spelunking at the bomb shelters on West End Ave
How to pull it off even though we really frown upon it: Grab a camera, a couple of flashlights, some bolt-cutters, and your date. This one's going to be fun. When the end was nigh at the hands of our Commie oppressors with their fingers on the button, New Orleanians knew that the place to go were the sweet-ass civil defense centers buried in mounds underneath West End Ave in Lakeview. They are currently in a severe state of disrepair, which makes them popular destinations for urban spelunkers. It's a bracing, exciting way to head out on a date.
Laws you’ll be breaking: Breaking & entering, trespassing, loitering.