If swiping left and right has officially exhausted you, Los Angeles is offering something much better this Valentine’s Day. Make a Valentine’s date to attend a massive, in-person matchmaking festival where over 1,000 singles will spend the day flirting, dancing, and finding love IRL. Head to Benny Boy Brewing this February 14th to find love the old-fashioned way!
This one-of-a-kind event blends old-school, in-person romance with modern matchmaking magic. With speed dating, sexy apple pie eating contests, tarot card readers, and DJ dance floors, there’s a little something for everyone who’s looking for love.
Whether you’re single or just hanging out as a professional wingperson, this festival is turning February 14 into a full-blown celebration of connection.
❤️Who Should Go?
This festival is open to anyone 21+, and while the focus is on helping singles find their match, couples are absolutely welcome too. Think of it as a love-positive playground where partnered people can bring the good vibes and help play Cupid for their single friends.
❤️What to Expect
The festival is split into themed zones like Cupid’s Playground, the Magical Forest, and the Orchard of Opportunities, each packed with interactive experiences, food vendors, and matchmaking moments.
🍎 Afternoon Activities
Arrive early to sip, flirt, and make a cool first impression. Here’s how your Valentine’s Day could unfold:
- Cider & Oyster Pairing (12 PM – 2 PM)
- Start classy with a guided tasting featuring four premium oyster varieties paired with Benny Boy Fine Cider. Your $50 ticket includes eight oysters and four cider tastings. It’s a very solid way to break the ice.
- Custom Portraits with Trevor (12 PM – 5 PM)
- Local artist Trevor Shin will hand-draw your portrait because nothing says “meet-cute” like someone falling for you over charcoal and paper.
- Speed Dating | Ages 31–45 (1 PM – 2:30 PM)
- A structured matchmaking session with 9–12 curated speed dates designed for hetero matches.
🌲 Midday Magic
- Artisan Candle Maker in the Magical Forest (2 PM – 5 PM)
- Browse handcrafted, individually numbered candles made to “align with your heart” and spark your inner romantic.
- Apple Pie Eating Contest (2:30 PM – 3 PM)
- This isn’t about speed — it’s about style. Names go in a hat, winners get bragging rights for the sexiest pie performance of the day.
- Speed Dating | Ages 26–40 (3 PM – 4:30 PM)
- Another round of curated matchmaking for hetero singles looking for chemistry, not just small talk.
- Dating Casting Tapes (3:30 PM – On & Off All Night)
- Record a short video pitch about why someone should date you. Your tape will play throughout the festival, giving potential matches a sneak peek into your personality.
🍌 Evening Connection
- Banana Condom Relay (4:30 PM – 5 PM)
- Teams race to suit up bananas and eat them relay-style. It’s unhinged and hilarious.
- LGBTQIA+ Speed Dating (5 PM – 6:30 PM)
- A welcoming, curated matchmaking experience for queer connections. Two simultaneous groups:
- Men Seeking Men
- Sapphic/Lesbian Singles
- A welcoming, curated matchmaking experience for queer connections. Two simultaneous groups:
💃 Nighttime Dancing
- Line Dancing (6:30 PM – 8:30 PM)
- Hosted by Urban Bootscoot, this instructor-led dance session turns strangers into dance partners in about five minutes flat.
- Meet & Greet with Cupid (8:30 PM – 9 PM)
- Ask love questions, get advice, or just vibe with the festival’s official matchmaker-in-residence.
- DJ Weejay Takes Over (8:30 PM – Late)
- Dance the night away at Cupid’s Playground because nothing bonds people faster than a shared dance floor.
🔮 All-Day Extras and Delicious Bites
- Tarot Card Reader – Personalized love readings
- Vintage Photo Booth – Take home printed memories
- Singles Station – Browse a list of all attendees
- Heart-Shaped Pizza from Il Piacere (12 PM – 6 PM)
- Wieners from Franzis Franks (3 PM – 9 PM)
- Tacos from La Quinta Tacos (6 PM – 11 PM)
Whether you leave with a date or just a great story, this Valentine’s Day is all about showing up and letting real-life chemistry take over.
🎟️How to Get Tickets
The matchmaking festival offers free general admission, and you can reserve your spot here. However, some events require the purchase of separate tickets. Check here for details on each ticketed event.
📅 When: Saturday, February 14, 2026
📍 Where: Benny Boy Brewing (1821 Daly St, Los Angeles, California 90031)