Comedy, Chocolate, and Champagne: Valentine’s Day Date Ideas in Philly

Comedy, Chocolate, and Champagne: Valentine’s Day Date Ideas in Philly
   Matt Stanley

If there’s one day where date-planning comes with extra pressure, it’s Valentine’s Day. Gone are the days where you doled out a cheap card and some candy to everyone you encountered (second grade ruled). Now, the heat is on to organize a romantic endeavor that’ll impress everyone on your feeds. Luckily, Philly is a pretty romantic town and there are lots of places to take your sweetie for date night. Look no further for some top-notch V-Day date-spiration.

Print Love-In

Fleisher Art Memorial

Grab your sweetie and learn printmaking techniques like block print and screenprint all while making your own valentines and printed tote bags.

$25 / RSVP

Til’ Death Do Us Part: The Love Stories of Laurel Hill

Laurel Hill Cemetery

Nothing says "I love you" like stories about passion, lust, and death. Tour the cemetery and hear about little-known love tales about the folks who call Laurel Hill home.

$17 - $20 / RSVP
   Peter Barnes

My Chemical Slow Dance Emo Prom

The Foundry at the Fillmore

This is your chance to pile on the eyeliner and scream/sing to Dashboard Confessional, Taking Back Sunday, and more - just like the old days. Formal attire suggested (for prom photos).

$14 / RSVP

Valentine’s Day Make Your Own Dough Night


Knead your way into pizza and pasta heaven. Grab your beau and learn how to make pizza and pasta dough and heart-shaped stuffed ravioli over a few drinks.

$73 / RSVP

Not Yet Rated: An Improvised Rom-Com

Philly Improv Theater

If romantic comedies make you cringe, come laugh at their ridiculousness instead. The audience will suggest a title and actors will improvise a show using tried-and-true rom-com tropes.

$5 - $15 / RSVP
   via Facebook

Valentine’s Day Spectacular Soul Comedy: Luenell


Comedian and Instagram star Luenell (remember her as the sex worker in "Borat"?) comes to Philly to perform standup on Valentine's Day Eve.

$44 / RSVP

Love, Wine, and Chocolate

Pinot Boutique

Treat your heart with a pairing of five wines and chocolates (from all over the world: Tuscany, Ghana, etc.) in the cellar at Pinot Boutique.

$49 / RSVP
   via Facebook

Valentine’s Champagne Dinner Cruises

Spirit of Philadelphia

Bundle up and enjoy a Valentine's Day dinner cruise with stunning views on the Delaware River. Enjoy a dinner buffet of salads, baked ziti, chicken, cod, brownies, and more. Plus, champagne.

$159 / RSVP

Sweetheart Skate at Dilworth Park

Dilworth Park

Something about ice skating just screams "romance," doesn't it? The rink by City Hall also hosts a night for lovers on Valentine's Day with buy-one-get-one-free admission.

$15 / RSVP
   Matt Stanley

Sweetheart Skate at Winterfest

Blue Cross RiverRink Winterfest

Glide across the ice with bae and take in the riverfront views. This annual event features two skate sessions: 7-8:30pm and 9-10:30pm and includes chocolate, flowers, and a photo.


Hands-On Tour: Love Letters

Rosenbach Museum

Rare book museum the Rosenbach houses some of history's greatest love letters. Read the aching yearnings of poet John Keats, the dying wishes of a Civil War soldier, and more.

$10 - $15 / RSVP

Wine and Chocolate Pairings

Chaddsford Winery

Take a tour around the winery and make five pit stops where chocolate goodies from Éclat Chocolate and Gemelli's Artisanal Gelato will be paired with Chaddsford wines.

$25 / RSVP

Philadelphia’s Magic Gardens Valentine’s Day Tours

Philadelphia's Magic Gardens

Over a few glasses of wine, tour the mosaic Magic Gardens and hear about how Julia Zagar inspired creator Isaiah Zagar throughout his career.

$12 - $20 / RSVP

Peek-A-Boo Revue Valentine’s Celebration

Milton Theater

This local burlesque troupe will sing, dance, joke, and striptease their way into your hearts for this adults-only Valentine's variety show.

$20 - $25 / RSVP

Love Letter Train Tour

Pennsylvania Academy of the Fine Arts

This ride on the El will be way more romantic than your ordinary commute. See Steve ESPO Powers' Love Letter murals and hear the stories behind them.

$23 / RSVP

Date Night: Dumplings Cooking Class

Let's Cultivate Food

Make dumplings with your dumpling. Fold veggie and meat-filled pockets while sipping on wine, then pan-fry, steam, or deep-fry them. Eat, repeat.

$101 / RSVP