Singapore date ideasOld army barracks turned into restaurants and bars under the trees. Green, unhurried and a little away from everything, which is the point.
8 places, each checked to be open, with the nearest MRT and the price.
@ Atout
Tanglin, Singapore
A small French bistro with garden seating, good for a weekend brunch that is calmer than the big Dempsey cafes. Brunch for two runs about an hour and a half.
After: A walk to the Singapore Botanic Gardens via Tanglin Gate.
40C Harding Road, Singapore 249548 · Map
@ Chopsuey Cafe
Tanglin, Singapore
PS.Cafe's retro Anglo Chinese cafe, with dishes like crispy duck pockets and salted caramel profiteroles built for sharing. It is less formal than the fine dining spots nearby.
After: A slow walk around Dempsey Hill after dark.
Block 10 Dempsey Road, #01-23, Singapore 247700 · Map
@ Singapore Botanic Gardens (Tanglin Gate)
Tanglin, Singapore
A UNESCO World Heritage garden with free entry, a short walk from Dempsey. Walking side by side to Swan Lake and back takes about 45 minutes and leaves room to decide on dinner after.
After: Dinner at Claudine or Candlenut back on Dempsey Hill.
1 Cluny Road, Singapore 259569 · Map
Pick three dates you would say yes to and let the right person pick one. Agree on a time, both confirm, and go. No chat, ever.
Free to download · Live in Singapore and New York
@ PS.Cafe at Harding Road
Tanglin, Singapore
Set behind a wall of trees with a deck over a lawn, known for its cakes and truffle fries. Brunch does not take reservations, so an afternoon slice of cake with coffee is the easier first date.
After: A walk to the Singapore Botanic Gardens.
28B Harding Road, Singapore 249549 · Map
@ Min Jiang at Dempsey
Tanglin, Singapore
Goodwood Park Hotel's Cantonese and Sichuan restaurant, set among Dempsey's greenery. Dim sum at lunch keeps the bill and the time sensible; the wood fired duck is a bigger dinner commitment.
After: Coffee at The Dempsey Project, a short walk away.
7A & 7B Dempsey Road, Singapore 249684 · Map
@ The Dempsey Project
Tanglin, Singapore
A relaxed all day cafe and deli with a cheese counter and regular events such as a monthly mahjong night. Easy for a daytime coffee or brunch that you can keep short.
After: Dessert at PS.Cafe on Harding Road.
9 Dempsey Road, #01-12, Singapore 247697 · Map
@ Candlenut
Tanglin, Singapore
A one Michelin star Peranakan restaurant in a spacious COMO Dempsey room. It is a special occasion spend, so it suits a date you already feel good about; ordering a few dishes to share keeps it relaxed.
After: An evening walk around the leafy lanes of Dempsey Hill.
17A Dempsey Road, Singapore 249676 · Map
@ Claudine
Tanglin, Singapore
A French brasserie by chef Julien Royer inside a converted 1930s chapel, with a bar at one end and a terrace outside. The room is striking but not stiff; closed on Tuesdays.
After: Dessert at PS.Cafe on Harding Road.
39C Harding Road, Singapore 249541 · Map
Pick three dates you would say yes to and let the right person pick one. Agree on a time, both confirm, and go. No chat, ever.
Free to download · Live in Singapore and New York
Singapore Botanic Gardens (Tanglin Gate), PS.Cafe at Harding Road and The Dempsey Project on this page all come in under S$30 a person.
Atout, Chopsuey Cafe and PS.Cafe at Harding Road are indoors, so the plan survives a storm.
The places on this page are nearest to Napier MRT.
You plan three real dates like these. People who would say yes to one of them like it, and you pick who to match with. Then you agree on a time and both confirm. There is no chat, ever.