Date on Purpose: The Intentional Dating Experience (Ages 50–65+)

Schedule

Wed Feb 18 2026 at 06:30 pm to 08:30 pm

UTC-05:00

Location

Wineology | Windsor, ON

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Date on Purpose is a curated, intentional IRL dating experience for singles who value real conversation, mutual effort, and genuine
About this Event

If you’ve been dating lately and wondering, “Is it just me… or did we collectively forget how to actually act like grown adults?” — you’re not alone.

Date on Purpose (50–65+) is a curated, intentional IRL dating experience for singles who value real conversation, mutual effort, and genuine connection — without apps, games, or awkward 2-minute speed dating.

Dating in your 50s and 60s isn’t casual — it’s selective.

You’ve lived a full life. You’ve likely loved deeply, lost something or someone, and rebuilt. You’re not interested in performing for strangers or entertaining a confused adult “for the plot.”

You may be happily independent… and still want someone to do life with.


But you’re not willing to give up what you’ve worked hard for: your peace, freedom, routines, home, and self-respect. You want companionship — without losing yourself.

And if the apps have felt like three photos, one vague bio, and a conversation that disappears into silence… this is your alternative.


What “curated” means (and why it matters)

This isn’t a random mixer where anyone can wander in.

Every attendee is registered, personally reviewed, and approved by yours truly before attending — not to be exclusive, but to protect the vibe and keep the room respectful, intentional, and genuinely safe to connect in.

What that means for you:

  • A thoughtfully selected group here for real connection
  • Limited tickets so it stays comfortable and conversation-friendly
  • A balanced mix of people (including gender balance where possible)
  • A guided, free-flow format with prompts available throughout the night
  • Clear expectations: kindness, effort, and consideration are the baseline


Here's what to expect:

A low pressure, thoughtfully guided evening designed to help conversation flow and connection unfold naturally.

You’ll experience:

  • A warm and welcoming environment that sets the tone (so you’re not walking in cold).
  • Recieve a little gift bag from me for attending and a little something to help you during the night.
  • Group-style conversation moments that help people relax and break the ice without pressure
  • Plenty of space for natural mingling — so you can gravitate toward the people you genuinely want to talk to
  • Guided themed prompts that spark conversations that actually go somewhere because we're done asking... “so what do you do?”
  • A room of intentional humans there for the same reason you are — connection, with effort, kindness, and curiosity


This event is for you if…

✅ You’re 50–65+ and you want to date with intention (instead of what you've been doing)
✅ You’re ready to show up, be present, and have real conversations — without pressure to perform
✅ You want to build companionship or a committed partnership — not “we’ll see” energy
✅ You value — and practice — kindness, effort, and clear communication
✅ You’re open to love and you want something that adds to your life, not drains it


Event Details

📍 Wineology – Walkerville
🕡 6:30–8:30 PM (be in bed by 10pm!)
🍷 One drink included
🗓 February 19, 2026
🎟 Tickets are limited to protect the experience.


IMPORTANT NOTES:

‼️ ALL TICKET HOLDERS (INCLUDING GUESTS) MUST BE REGISTERED FOR THE EVENT. PLEASE REGISTER HERE:

  • Tickets are non-refundable but transferable
  • This is a respectful space — good manners expected
  • If you are close to the age bracket (1 - 3 years give or take), feel free to register if you'd like to attend!

If you’ve been waiting for something that finally fits this season of your life… we’ll save you a seat.

If you're outside of this age group and wondering when the heck your event will be... DON'T WORRRY! More events are scheduled! Stay tuned!!

— Erin
Founder, Date on Purpose 💜

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Where is it happening?

Wineology, 1646 Wyandotte Street East, Windsor, Canada

Event Location & Nearby Stays:

Tickets

CAD 67.70

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