Places to Visit in Philadelphia on a Date

If you’re planning a romantic day or night out in Philly, I’ve got a few favorites you’ll definitely want to check out. After 25 years of writing about travel (and slipping in plenty of date nights along the way), I’ve found that Philly strikes a sweet balance between cozy, classy, and cool. Whether you’re walking hand-in-hand at sunset or sipping wine with a view, these are spots I’d happily revisit—and I think you’ll love them too.

Highlights:

• Take a romantic walk through the gardens and galleries at Longwood Gardens or the Barnes Foundation – I’ve wandered both with someone special, and you’ll feel like you’re in your own little world.
• Watch the skyline sparkle during a sunset picnic at Spruce Street Harbor Park – I brought a blanket, takeout, and a bottle of wine (don’t forget the bottle opener!) and it made for one of the best nights.
• Enjoy dinner and a skyline view at R2L or Moshulu on the waterfront – I’ve had unforgettable meals at both. If you want that wow factor, you can’t go wrong here.
• Share laughs and gelato strolling around charming Old City and Elfreth’s Alley – I always find something new down these cobblestone streets, and it’s the perfect mix of fun and flirty.
• Catch a live performance or indie film at the Wilma Theater or PFS Bourse Theater – When I want something a little different (and a little artsy), this is where I go. You’ll feel inspired walking out together afterward.