Date My Mate - Isle of Man 🇮🇲
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DATE MY MATE 💘 | Ages 45–55
Looking to meet someone new? Know someone who's an absolute catch? This could be the most fun night you'll have all year.
Date My Mate is a live dating event with a twist. Instead of awkward first dates or endless swiping, friends (or our team!) take to the stage to pitch local singles to a room full of potential matches.
Whether you're ready to put yourself forward, nominate your favourite single friend, or simply come along for a brilliant night out, everyone is welcome.
How it works
🎤 Pitch yourself, pitch a friend, or let the Milestones team do the pitching for you.
🥂 Enjoy a complimentary welcome Prosecco on arrival.
🎶 Live music may be featured throughout the evening.
💘 If someone catches your eye, simply let us know privately.
💌 After the event, featured singles receive a confidential list of everyone who expressed an interest.
🍸 Stay afterwards for drinks, conversation and a relaxed singles mixer.
This isn't speed dating.
This isn't a roast.
And nobody is publicly rejected.
It's simply a fun, feel-good evening designed to help people make genuine connections.
Event Details
📅 Friday 8th August 2026
📍 The Crooked Dagger, Douglas
⏰ Doors open: 7:00pm
🎤 Presentations begin: 7:30pm
👥 Ages 45–55
🎟 £15 per person
🥂 Welcome Prosecco included
🎶 Live music (subject to availability)
Good to know
✔️ You don't need to be single to attend.
✔️ You do need to be single to be pitched.
✔️ Friends, family, wingmen, wingwomen and spectators are all welcome.
✔️ Consent is required before anyone is presented.
Applications and tickets are now open.
Singles Application Form:
https://forms.cloud.microsoft/r/U7J8huS
Looking to meet someone new? Know someone who's an absolute catch? This could be the most fun night you'll have all year.
Date My Mate is a live dating event with a twist. Instead of awkward first dates or endless swiping, friends (or our team!) take to the stage to pitch local singles to a room full of potential matches.
Whether you're ready to put yourself forward, nominate your favourite single friend, or simply come along for a brilliant night out, everyone is welcome.
How it works
🎤 Pitch yourself, pitch a friend, or let the Milestones team do the pitching for you.
🥂 Enjoy a complimentary welcome Prosecco on arrival.
🎶 Live music may be featured throughout the evening.
💘 If someone catches your eye, simply let us know privately.
💌 After the event, featured singles receive a confidential list of everyone who expressed an interest.
🍸 Stay afterwards for drinks, conversation and a relaxed singles mixer.
This isn't speed dating.
This isn't a roast.
And nobody is publicly rejected.
It's simply a fun, feel-good evening designed to help people make genuine connections.
Event Details
📅 Friday 8th August 2026
📍 The Crooked Dagger, Douglas
⏰ Doors open: 7:00pm
🎤 Presentations begin: 7:30pm
👥 Ages 45–55
🎟 £15 per person
🥂 Welcome Prosecco included
🎶 Live music (subject to availability)
Good to know
✔️ You don't need to be single to attend.
✔️ You do need to be single to be pitched.
✔️ Friends, family, wingmen, wingwomen and spectators are all welcome.
✔️ Consent is required before anyone is presented.
Applications and tickets are now open.
Singles Application Form:
https://forms.cloud.microsoft/r/U7J8huS
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Where is it happening?
The Crooked Dagger, 6-7 Loch Promenade, ,Douglas, Isle of Man, Man, Isle Of
Event Location & Nearby Stays:
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Host or PublisherMilestones Community Hub
