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Single in the City: Where to find love in Cape Town this November

Looking for love or just a little summer fun? Ditch your dating apps and check out these events.

Amy Fraser
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We’re back with another edition of Single in the City, the series that helps you make real connections and maybe even find the one, through genuine, face-to-face interactions.

No catfishing. No ghosting. No "how in the world am I supposed to respond to this message?" moments.

Each month, we spotlight events designed to bring people together in safe, relaxed, and real-life settings, because let’s be honest, you can never be too careful these days.

And with Cape Town summer on the horizon, now’s the perfect time to line up those sunset beach picnics and wine farm dates for December. 

Cue Summer Nights by John Travolta and Olivia Newton-John.

Where to find love in the Mother City

The Ultimate Wingman

How many times have you received a message from your crush, only to immediately screenshot it and send it to your friends for advice? Emoji or no emoji? If yes, which emoji? Does a full stop sound too formal? Do I sound too keen? You know the drill.

If this sounds familiar, welcome to The Friend Zone by the Outlore Base, where you don’t pitch yourself, you pitch your friends.

What to expect:

  • Your friends make the case, you reap the rewards
  • A bar to help ease those pre-pitch jitters

Event details:

  • Date: 1 November
  • Time: 8 pm – 11:30 pm
  • Venue: The Outlore Base, 2nd Floor, 80 Hout Street
  • Age group: 18+
  • Price: R150 – R170 per person.

Time Out Tip: It’s not just a dating event! Pitch your friends for a job, a wedding date, or anything else worth hyping them up for.

Yap, Doodle, Swap, Repeat

Whether you’re a seasoned creative or have never picked up a pencil, this event could be just your style. Hosted by Swappery (the name will make sense in a moment), Yap, Doodle, Swap, Repeat, will give you the chance to be paired with someone new to draw, swap doodles, and repeat, creating fun, unexpected connections along the way.

What to expect:

  • A welcome drink to kick off the evening
  • Delicious pizza
  • Fun, lighthearted drawing activities designed to spark laughter and connection

Event details:

  • Date: 6 November
  • Time: 6:30 pm – 9 pm
  • Venue: The Cove, 58 Surrey Street, Claremont
  • Price: R390 – R430 per person. Click here to book.
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Signed, Sealed, Delivered

Who said speed dating is only for romance? Innovation City's Business Speed Dating is back! This is your chance to meet investors, founders, and deal-makers, all in one dynamic evening.

What to expect:

  • 50 startups
  • Up to 20 investors
  • Direct access to some of Africa’s most active investors, corporates, and venture builders

Event details:

  • Date: 13 November
  • Time: 4 pm – 7 pm
  • Venue: Innovation City, Longkloof, Darter Studios, Darters Rd, Gardens
  • Price: R500 participation fee

Time Out Tip: Only approved applications will secure a spot. Applications close 31 October.

Coffee and a Walk

If there’s one thing to be said about Capetonians, it’s that they love any excuse to get active – come rain or shine. Whether it’s a trot along the Prom or a Pilates class, they’ll find a way to get their steps in and hit their fitness goals. Luckily, it’s also a great way to meet someone new, thanks to Curated Connections Walk and Coffee Social.

What to expect:

  • A facilitated 4 km walk
  • A hot beverage of your choice: coffee, chai latte, hot chocolate or water
  • A fun icebreaker to get the conversation flowing

Event details:

  • Date: 15 November
  • Time: 9:30 am – 11:30 am
  • Venue: Alphen Trail, Constantia
  • Age group: 30 – 45 years
  • Price: R240 per person. Click here to book.

Time Out Tip: If you’re really worried about it being awkward, bring along your furry friend, just make sure that they’re on a leash.

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If You Like Piña Coladas...

Palm trees, rum cocktails and a room full of singles who don’t mind getting caught in the rain (okay, maybe not literally, but we’re keeping the vibe from the song). If that’s ever been your fantasy, Thursday is giving you the chance to live it out as they take over The Tiki Tomb on Bree Street.

What to expect:

  • A night of great music, delicious drinks and nothing but good vibes
  • Singles ready to mingle
  • Chemistry sweeter than a freshly-made koesister

Event details:

  • Date: 20 November
  • Time: 7 pm – 10 pm
  • Venue: The Tiki Bomb, 101 Bree Street
  • Age group: 18+
  • Price: R150 – R200 per person. Click here to book.

Sign up to Time Out's free newsletter for expert recommendations on new things to do, see, eat and drink in the Mother City. You can also follow Time Out Cape Town on FacebookInstagramand TikTok!

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