Pyjamas by the Port

TORONTO28.05.2026350 people. One yacht. Pyjamas.

The yacht deck strung with lights as guests board at golden hour — Boarding at the port, 7pm.

We planned for 250 strangers on a yacht. 350 showed up, in pyjamas, with the Toronto skyline going past.

New friends in pyjamas laughing together on the deck — Most of them arrived alone.

DJ playing on deck with speakers, open water and the skyline behind — The set started before the sun went down.

Founders, creatives, entrepreneurs, and people who mostly arrived alone. The set started before the sun went down; by nine the deck was loud in the way we always hope it gets.

DJs behind a table of decks and laptops on the deck, the skyline behind them — The music never moved inside.

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

We're still not over this one. Thank you to everyone who showed up.