Best Date Idea for Music Lovers in Philly: Chris’ Jazz Cafeġ. Best Active Philly Date Idea: Schuylkill River Trail Hike. Best Philadelphia Date for Creatives and Art-Lovers: Philadelphia Museum of Art. Most Competitive Philly Date Idea: MindEscape Escape Room. Most Adrenaline-Pumping Philly Date Idea: Rock Climbing at the Cliffs at Callowhill. Spookiest Philly Date Idea: Philly Ghosts Haunted Dark History Walking Tour. 
Best Philly Date Idea for Foodies: A Couple’s Cooking Class at La Cucina at the Market. Best Philadelphia Date Idea for Indecisive Eaters: Reading Terminal Market. A First Look at Philadelphia’s Top Date Ideas: When it comes to planning the perfect date in the Philly area, the challenge isn’t finding something fun and romantic to do–it’s choosing just one of the countless amazing options Greater Philadelphia has to offer! Luckily, it’s hard to go wrong with any of the date ideas on this list.