Find your Valentine gay men speed dating, ages 35-55

Find your Gay Valentine 2025.

We are very excited to be holding another one of our unique matched speed dating events at one of Sydney's hottest cocktail bars - the award-winning Frank Mac's in The Rocks, so you can line up a date for the big day on Friday.

Fill out a profile in under 5 minutes and be matched on a series of 6-8 quick-fire date rounds to the most compatible singles in the room.

This event includes 2 drinks - one on arrival and one at the end of dating.

Check-in is on your phone, with NO match cards, drink tokens, paper or pens required - just bring your phone and your great attitude! So, please ensure it's fully charged.

The Event

• Experience a series of relaxed mini-dates selected for you each round by an intelligent algorithm live at the event.

• Hosted by a friendly and professional team.

• Handpicked, top bar with a welcoming atmosphere.

• Connect freely with your mutual matches the next day on CitySwoon.

• Opportunity to connect with the other participants you don't date on the night.

The Venue

Owned by the legend behind one of our favourite spots, The Doss House, this upmarket gin bar is inspired by village bars in Ireland, and is brimming with old school charm and warm hospitality. Perfect for a first date...why not go on loads of them in one night?! This premium event in a truly premium bar will sell out fast, so get your ticket today and experience dating in a truly great location.

Why CitySwoon?

Established in 2014, we are the national leader in singles events and by far the most trusted.

The success rate is higher than both online dating and traditional speed dating!

But don't let the tech fool you - this is all about meeting REAL people in REAL life at awesome venues! Here's what you get:

• Over 95% receive a mutual match

• A closely-managed balance of men & women - we work very hard at it

• Bigger events mean better events with a party atmosphere!

• You can contact other people on CitySwoon that you didn't date too

• Over 8 years of experience! Many thousands of events plus hundreds of thousands of matches, relationships and marriages

• It works so well, we've taken it international

• Meticulously planned events - we don't want to waste your time with cancellations, so we only list the events we're very confident will run.

• Returning Customer? Don't worry! You will NEVER be matched to the same person twice and your post-date feedback is kept confidential. (This is for real life and virtual events too) So, book into several events with confidence.