Singapore date ideasFive minutes from the office towers and a world away from them. Duxton and Keong Saik are packed with small rooms that are easy to talk in after work.
10 places, each checked to be open, with the nearest MRT and the price.
@ Meeting You
Chinatown, Singapore
A compact 25 seat Chinese dessert café with bowls around S$7 to S$9, on the lighter and less sweet side. Open until 10pm most nights, which makes it a simple stop after dinner.
1 Tanjong Pagar Plaza, #01-44B, Singapore 082001 · Map
@ Book Bar
Chinatown, Singapore
A bookstore café focused on Singapore and Asian writers, serving tea, scones and prosecco. Time Out found it almost empty on a Saturday, so you can hear each other.
After: Littered with Books is a short walk along Duxton Road.
57 Duxton Road, Singapore 089521 · Map
@ Kafe Utu
Chinatown, Singapore
An African café spread over a shophouse, with carved wooden panels and cushioned lounge seating. Coffee and brunch by day, dinner and cocktails in the evening.
12 Jiak Chuan Road, Singapore 089265 · 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
@ Pinnacle@Duxton Skybridge
Chinatown, Singapore
For S$6 each you can walk the 50th storey skybridge of a public housing estate, with views over the city and port. Only 150 visitors are admitted a day and last entry is 9pm, so go before sunset and bring an EZ-Link card.
After: Walk down to Tanjong Pagar Road for a drink at Braveheart Sake Originals.
1G Cantonment Road, Singapore 085701 · Map
@ Maxwell Food Centre
Tanjong Pagar, Singapore
Home to Tian Tian Hainanese Chicken Rice and old school Hainanese western stalls. Weekday lunch is packed with office workers, so evenings and weekends are easier for a relaxed meal.
After: Walk five minutes to Yixing Xuan Teahouse on Tanjong Pagar Road for tea after.
1 Kadayanallur Street, Singapore 069184 · Map
@ Charim Korean BBQ
Chinatown, Singapore
Run by a Korean mother and daughter on the Tanjong Pagar Road Korean strip. Grilling at the table gives you something to do together; the lunch sets cost far less than the premium beef sets.
After: Braveheart Sake Originals is a few doors down for a drink after.
65 Tanjong Pagar Road, Singapore 088486 · Map
@ Yixing Xuan Teahouse
Chinatown, Singapore
A father and daughter run teahouse that specialises in Chinese tea and how to brew it. Calm and unhurried, it suits a daytime first date where you want to actually talk.
After: The Pinnacle@Duxton Skybridge is a ten minute walk away for the view.
78 Tanjong Pagar Road, Singapore 088499 · Map
@ Braveheart Sake Originals
Chinatown, Singapore
Singapore's first dedicated sake cocktail bar, pitched at beginners as much as enthusiasts, with drinks around S$22. Good if either of you is curious about sake, and the menu is a ready conversation starter.
After: Walk up to the Pinnacle@Duxton Skybridge beforehand if you meet before 9pm.
83A Tanjong Pagar Road, Singapore 088504 · Map
@ Littered with Books
Chinatown, Singapore
A two storey indie bookshop in a shophouse, with armchairs upstairs. Picking a book for each other is a simple, low pressure first date.
After: Book Bar is a short walk along Duxton Road for tea or a glass of prosecco.
20 Duxton Road, Singapore 089486 · Map
@ Jigger & Pony
Tanjong Pagar, Singapore
Named the best bar in Singapore in Asia's 50 Best Bars 2025, known for classic cocktails done precisely and warm service. A safe choice for a first drink; book ahead on weekends.
165 Tanjong Pagar Road, Amara Singapore, Singapore 088539 · 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
Meeting You, Book Bar and Pinnacle@Duxton Skybridge on this page all come in under S$30 a person.
Meeting You, Book Bar and Kafe Utu are indoors, so the plan survives a storm.
Braveheart Sake Originals and Jigger & Pony usually stay open past 11pm. Check before you go.
The places on this page are nearest to Tanjong Pagar MRT, Maxwell MRT and Outram Park 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.