You don't have to Netflix-and-chill on Date #2, but you can set up a cozy movie night that guarantees you some privacy.
Settle on a film or a couple episodes of a television series (if you're scrambling for options, a comedy will lighten the mood) and order in some pizza.
Even if you're not exactly blessed with great balance, you and your date can at least keep each other upright with a couple's skate at your nearest roller skating rink.
Take a ferry or water taxi to an unexplored part of your city if you want to make it a longer day trip.
Summer is ripe for yard sales and outdoor flea markets.
If riding the open road isn't your thing, find a trail that provides more shade and requires less planning.
Galleries are great events for dates because there's usually not an entry free and you can score a glass of wine.