GEM

Date Night Planner

Two-part evenings

Each plan chains two complementary experiences into a single, seamless evening — with travel notes, timing, and the story of why they belong together.

Spring picks

7 evenings curated for you

Chocolate & Cocktails
Signature
~$130 / couple

Chocolate & Cocktails

"Bean-to-bar artisanship, then Toronto's most sculptural bar"

5:30 PM

SOMA Chocolatemaker

12m

7:30 PM

Bar Raval

3–4 hoursDistillery District → Little Portugal

SOMA trains your palate with complex flavour notes; Bar Raval then rewards it with pintxos and cocktails inside one of the most beautiful interiors in North America. The transition from quiet artisanship to warm, buzzing Art Nouveau feels like two acts of the same story.

Ritual & Rooftop
Signature
~$430 / couple

Ritual & Rooftop

"Turkish hammam renewal, then cocktails above the city"

3:00 PM

Hammam Spa

10m

7:00 PM

Lavelle Rooftop

5–6 hoursEntertainment District → King West

The hammam strips away the week — the steam, the scrub, the silence. Lavelle then gives you the city back from above, glittering and beautiful. You arrive at the rooftop already feeling like different people.

Hidden Doors
Signature
~$370 / couple

Hidden Doors

"A secret code, a hidden restaurant, and a night you won't forget"

6:30 PM

Suite 115

15m

8:30 PM

À Toi

4–5 hoursLittle Italy → Entertainment District

Suite 115 starts the evening with the thrill of discovery — cracking a code, stepping into a private world. À Toi deepens it: a hidden restaurant inside a hotel, with a love story built into its walls. Both places reward the curious.

The Sensory Journey
~$300 / couple

The Sensory Journey

"Float in silence, then dine in complete darkness"

2:00 PM

Float Toronto

20m

7:00 PM

O.Noir

5–6 hoursQueen West → Church-Wellesley

Float therapy removes all sensory input — you emerge hyper-aware, calm, and present. O.Noir then removes sight entirely, heightening taste, touch, and the sound of each other's voices. Two experiences that strip away the noise, in sequence.

East End Discovery
~$85 / couple

East End Discovery

"Egyptian brunch legends, then jazz at the Rex"

10:00 AM

Maha's Egyptian Brunch

25m

9:00 PM

The Rex

4–5 hoursLeslieville → Entertainment District

Maha's is the kind of place that makes you feel like a local. The Rex is the kind of place that makes you feel like you've been coming for years. Both are unpretentious, deeply authentic, and impossible to forget.

Waterfront Wonder
Spring · Summer · Fall
~$70 / couple

Waterfront Wonder

"A garden designed by Yo-Yo Ma, then dim sum on the lake"

11:00 AM

Toronto Music Garden

10m

12:30 PM

Pearl Harbourfront

3–4 hoursHarbourfront

The Music Garden is designed to be walked slowly and talked through — Bach translated into landscape. Pearl Harbourfront then gives you a table by the water and dim sum that rewards the appetite you've built. Both are on the waterfront, both are quietly extraordinary.

Island Escape
Spring · Summer · Fall
~$165 / couple

Island Escape

"Kayak the lagoons at dawn, then brunch in the city"

6:30 AM

Toronto Islands Kayak at Dawn

30m

10:30 AM

Maha's Egyptian Brunch

5–6 hoursToronto Islands → Leslieville

Paddling the island lagoons at sunrise gives you the city from the outside — quiet, vast, and beautiful. Maha's then brings you back to earth with the best brunch in Toronto. The contrast between the open water and the warmth of that tiny restaurant is perfect.