Best Places to Propose in Toronto, by Season
By Clint Casmiro, Co-Founder, Smiro Studio · Updated October 22, 2026
Short answer: For a skyline view, Riverdale Park East at sunset or the Toronto Islands by ferry. For gardens, Edwards Gardens in summer or Allan Gardens Conservatory, which stays warm all winter. In spring, the cherry blossoms in High Park. In winter, the Distillery District or the rink at Nathan Phillips Square. Whatever you pick, order the ring early: a custom ring takes about 10 to 12 weeks.
We make rings, not proposal plans, but Toronto has plenty of good spots. These are well known public places around the city. Check hours, rules for photographers and the weather before you lock anything in.
Where can I propose with a view of the skyline?
- Riverdale Park East. The hill looks west across the Don Valley to downtown. Go near sunset.
- Toronto Islands. Take the ferry from the foot of Bay Street. From Ward's or Centre Island you get the whole city across the water.
- Humber Bay Arch Bridge. A white arch bridge where the Humber River meets the lake, with the skyline in the distance.
- Trillium Park. Waterfront paths at Ontario Place, with lake views and room to spread out.
Where can I propose in a garden?
- Edwards Gardens. Gardens and paths in North York, next to the Toronto Botanical Garden. Best late spring to early fall.
- Toronto Music Garden. A small garden on the waterfront along Queens Quay.
- High Park. The cherry blossoms in spring draw a crowd and the bloom is short, with dates that change every year. Go early in the morning.
- Allan Gardens Conservatory. Greenhouses downtown that stay warm and green all year.
Where can I propose in winter?
- Distillery District. Brick buildings and pedestrian lanes, with a holiday market most years.
- Nathan Phillips Square. The skating rink and the Toronto sign at City Hall.
- Allan Gardens Conservatory. The indoor option when it is too cold to stand still.
Somewhere quieter?
- Scarborough Bluffs. Cliffs over Lake Ontario, with Bluffer's Park at the bottom.
- Evergreen Brick Works. An old brickworks in the Don Valley with trails around it.
How do I plan it so nothing goes wrong?
- Go early or on a weekday. Fewer people in the background of the photos.
- Have a backup for weather. Toronto changes fast, so pick an indoor plan B.
- Keep the box in a zipped pocket. On a bridge or near water, open it over solid ground.
- Guess the size on the larger side. Going down is easier than going up, and resizing with us is $200 shipped. Tricks for finding it are in finding a ring size secretly.
When should I order the ring?
Count back from the date. A custom ring takes about 10 to 12 weeks from deposit to your door, and a Made To Order ring about 8 weeks. As of October 2026 our order-by dates for Valentine's Day are November 1 for a custom deposit and November 15 for made to order. The current dates are always on our timeframes page, and holiday timing is in proposing at Christmas or New Year's.
Our Toronto studio is at 27 Queen St E. We are virtual-first, so there are no walk-ins or studio visits: you design the ring with us on video and it ships free, insured and signed for. See custom jeweller in Toronto.
Planning a proposal? Start with the ring.
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Questions we get about this
Where is the best place to propose in Toronto?
It depends on the season. Riverdale Park East at sunset and the Toronto Islands give you the skyline, High Park has cherry blossoms in spring, and Allan Gardens Conservatory stays warm in winter.
Where can I propose in Toronto in winter?
Allan Gardens Conservatory is indoors and warm, the Distillery District has a holiday market most years, and Nathan Phillips Square has the skating rink and the Toronto sign.
How far ahead should I order an engagement ring?
About 10 to 12 weeks for a custom ring from deposit to your door, or about 8 weeks for made to order. US orders can take about two weeks longer.
Do I need to visit your studio to buy the ring?
No. We are virtual-first, so there are no walk-ins or studio visits. You design the ring on video and it ships free and insured.
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