Pyjamas by the Port
About Event
Pyjamas by the Port puts a twist on the traditional Yacht Party.
In simple terms: it's a christmas slumber party on a yacht. Bring your pillows and wear your PJs, and we'll take care of the rest.
What's Included?
• two secret christmas activities
• a 250-person secret santa gift exchange
• free dinner (not pizza)
• music, pictures, and vibes :)
What's the Motive?
My north star is to bring villages back to the first world. Where you might find many events focused around specific niches of tech this week, Pyjamas by the Port aims to flip the tech event vibes on its head.
Whilst everyone on the boat will probably be builders, founders, designers, creatives, artists, etc... there are Sip & Scale's rules, as always:
Don't talk about what you're building.
Don't talk about where you work.
Don't talk about which school you attend(ed).
If I catch you breaking the rules, I'd hope you know how to swim! (kidding)
The mission is simple: let people come together to discover themselves and each other again. I hope everyone off-boards the boat having made one or two new friends without having any idea what they do between 9am to 5pm.
NOTE:
Tickets will be non-refundable in the 48-hours before the event.
Photos of the event will be taken & shared across public social media accounts.
All attendees are expected to sign a waiver prior to boarding the yacht.
Toronto Tech Week is a citywide celebration of the people building what’s next. From May 26–29, 2026, founders, investors, and builders come together for hundreds of community-led events across Toronto, connecting tens of thousands of people around Canadian tech. Torontotechweek.com.
Things to know
Itinerary
Location
Register to See Address
Toronto
About The Hosts
About Sip & Scale
Sip & Scale is a global Gen Z founder community built around one simple belief: the best ideas don't come from within your lane. Every month, we bring together the most ambitious young builders, creatives, and thinkers in a city... not for a panel, not for a pitch competition, but for dinner and special events like this: Pyjamas by the Port, a Toronto Tech Week Yacht Party.
No name tags. No LinkedIn energy. Just curated conversations, cross-disciplinary collision, and the kind of connections that actually lead somewhere.
About So Social Collective
So Social Collective is a Calgary-based community creating curated experiences that bring together creators, entrepreneurs, and community-driven individuals.
Our events are content-driven creator gatherings designed to support businesses through influencer marketing and organic social media exposure. We curate groups of creators who produce content throughout the evening while showcasing venues, brands, and creative spaces.
By registering for this event, you agree to share your registration responses with Wygo, the hosts, and any listed sponsors.
Photos and videos may be taken at this event for future promotional purposes. By attending the event, you consent to being photographed / filmed. If you'd prefer not to be photographed, please let the hosts know.
Hosts reserve the right to refuse entry or remove any participant who does not comply with the event rules or guidelines. Please be respectful of the hosts and other participants. If you have any questions or concerns, please contact the hosts directly.
Dry event, photography permitted, please arrive on time--as the yacht waits for no one....