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Events / CHAPTER 04

Pyjamas by the Port

THU 28 MAY

7:00 PM–11:00 PM

THE PORT · TORONTO · TORONTO

250 strangers. 1 yacht. Pyjamas By The Port. Then 350 showed up.

A boat full of founders, creatives, entrepreneurs, content creators, and people who mostly arrived alone — with the Toronto skyline going past.

Guests in pyjamas crowded on a yacht deck with the Toronto skyline behind them at dusk
350 people. One yacht. Pyjamas.

If you’re coming alone

Most people arrive alone — that's the point. Hosts meet you at the door, and the first conversation is arranged for you.

Who it's for

Creatives, founders, students and curious people in their twenties and thirties. Come solo, bring a friend, or meet someone new.

Getting in

Doors open shortly before the start. Bring your name; we'll know it.

Accessibility

Questions about access, seating, or anything else — write to us and we'll sort it before the night.

The yacht deck strung with lights as guests board at golden hour
Boarding at the port, 7pm.
DJ playing on deck with speakers, open water and the skyline behind
The set started before the sun went down.
New friends in pyjamas laughing together on the deck
Most of them arrived alone.
DJs behind a table of decks and laptops on the deck, the skyline behind them
The music never moved inside.
Pyjamas By The Port event poster
This one is in the archive — Rooms we’ve been in