Deeper Connections: Singles' Night with a Twist (Ages 25-35) - MONTREAL
Schedule
Thu Apr 16 2026 at 07:00 pm to 09:30 pm
UTC-04:00Location
Bootlegger Cocktail Bar & Cuisine Montréal | Montreal, QC
About this Event
About Event
Dating without the awkward small talk!
Tired of dating events that go nowhere?
Done with non-reciprocal conversations and forced vibes?
This is different. NOT your typical singles' event!
- Structured (so you’re never stuck)
- Fun and interactive activities
- Designed for real connection & meaningful interaction
- Guided conversations
- No awkward silences
- No boring questions
- No pressure to “perform”
100% introvert-friendly
You don’t need to be “outgoing” to enjoy this.
We guide you every step of the way - just show up and be yourself.
You’ll relax, laugh, and actually get to know people.
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Why people love this experience
- “I felt so much more like myself here.”
- “Way better than dating apps.”
- “It didn’t feel forced at all.”
What to expect
- Icebreakers that spark real conversation
- Fun group & pair activities that foster connection
- Speed dating with prompts (no awkwardness)
- Free time to mingle at the end
Your ticket includes:
- 1 drink (alcoholic or non-alcoholic)
- 2 facilitators guiding the experience
- A match form to connect after the event
This event is for you if:
- You’re single and want something more meaningful
- You’re tired of dating apps
- You find typical dating events exhausting
- You want real conversations, not surface-level chats
Limited spots (balanced group)
We keep numbers curated to create the best experience. Reserve your spot now!
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Location / photo credit: @bootleggercocktailbar
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About us
We are My Creative Break and we specialize in play! We take pride in connecting people in fun ways, using games that make people collaborate together, creative activities, team building, theatrical games and storytelling.
Please note that:
You must be single to attend this event. We reserve the right to decline anyone who misrepresents themselves as single.
You must arrive no later than 15 minutes after the event starts. Once at the event, you will be required to stay for the whole duration, unless there is an emergency. This is to ensure that the whole group gets the complete experience. Remember, this is not a traditional dating event!
When buying your ticket, you will be required to answer some questions about yourself. We are committed to providing a safe space and reserve the right to refuse anyone we deem unsafe or inappropriate.
While we try to ensure that all participants are safe and professional, each participant is solely responsible for vetting and evaluating any connections they make.
The age range for this event is 30-49. It's ok if you are a year or two under or above this age range, but please keep in mind that most people expect to meet those between the set age range.
Refund policy: No refunds, unless the event is cancelled. If you can't make it to the event, please contact us ASAP and we'll give you a credit to attend another event. If the event is postponed you will still receive a credit for the new event date. By attending this event, you accept sole responsibility for all risks both known or unknown, inherent or otherwise, related to the event.
No selling or solicitation of any products or services will be allowed during the event. If you are looking for somewhere to promote your businesses or services, check out our networking events. This event is a singles mixer and we want everyone to feel comfortable and able to be themselves.
Photography & videography release: We will be taking pictures and videos at the events. We reserve the right to use images or videos from our event for on social media, website, promotional material and ads. If you have any concerns, please contact us before the event.
Match form release: By completing a match form, you understand that matches are not guaranteed. A match is when two people simultaneously choose each other on the form. By attending our events and completing the questionnaire, you authorize My Creative Break to share the contact information of your choice with your matches.
By attending, you acknowledge and accept these terms as part of the experience.
Want to sponsor this event in exchange for product or service visibility? Contact us at [email protected].
Where is it happening?
Bootlegger Cocktail Bar & Cuisine Montréal, 3481 Boulevard Saint-Laurent, Montreal, CanadaEvent Location & Nearby Stays:
CAD 30.09 to CAD 41.80
