1To Infinity & Beyond
Cocktail bar·Da'an (East District)·NT$ NT$ NT$·30s
A space-themed cocktail bar behind sliding spaceship doors, ranked No. 35 in Asia's 50 Best Bars 2026. The playful setting and inventive drinks give you plenty to talk about on a second or third date.
No. 13, Lane 160, Sec. 1, Dunhua S. Rd., Da'an Dist., Taipei City 106 · Walk-in
2TAIPEI 101 Observatory
Observation deck·Xinyi·NT$ NT$·All ages
The indoor observatory on the 89th floor of Taipei's landmark tower, open until 22:00 on Fridays, Saturdays and the eve of holidays. Go around sunset and watch the city lights come on.
89F, No. 7, Sec. 5, Xinyi Rd., Xinyi Dist., Taipei City 110 · Takes bookings
3Elephant Mountain (Xiangshan) Trail
Hiking trail·Xinyi·NT$·All ages
A short, steep stair climb from near Xiangshan MRT to viewpoints looking straight at Taipei 101, free and always open. It is a short but sweaty climb; go for sunset and the city lights, and bring water.
Trailhead at Lane 150, Sec. 5, Xinyi Rd., Xinyi Dist., Taipei City · Walk-in
4Dadaocheng Wharf
Riverside wharf·Datong (Dadaocheng)·NT$·All ages
A riverside wharf in the old Dadaocheng district, with a riverside bike path and one of the best sunsets in the city. Combine it with a walk through the old shophouses of nearby Dihua Street.
Dadaocheng Wharf, Datong Dist., Taipei City · Walk-in
5Blue Note Taipei
Jazz club·Da'an (Gongguan)·NT$ NT$·30s
A long-running, intimate jazz club near National Taiwan University with live bands almost every night; the entry fee includes one drink. Cosy and easy to talk in between sets, it makes a lovely special-occasion date.
4F, No. 171, Sec. 3, Roosevelt Rd., Da'an Dist., Taipei City · Takes bookings
6Simple Kaffa Flagship
Café·Zhongzheng (Huashan)·NT$·All ages
The flagship of one of Taipei's best-known specialty coffee brands, a short walk from Huashan 1914 Creative Park. Great coffee and a calm room make it an easy daytime first date, followed by a stroll around the park.
No. 27, Sec. 2, Zhongxiao E. Rd., Zhongzheng Dist., Taipei City 100 · Walk-in
7National Palace Museum
Museum·Shilin (Waishuangxi)·NT$·All ages
One of the world's great collections of Chinese art and artefacts, set against green hills in Shilin. Pick one or two galleries rather than trying to see it all, then walk in the green hills around it.
No. 221, Sec. 2, Zhishan Rd., Shilin Dist., Taipei City · Walk-in
8Taipei Fine Arts Museum
Museum·Zhongshan (Yuanshan)·NT$·All ages
Taipei's main modern and contemporary art museum, next to Taipei Expo Park. See a show, then walk over to MAJI Square for dinner and a drink.
No. 181, Sec. 3, Zhongshan N. Rd., Zhongshan Dist., Taipei City · Walk-in
9Museum of Contemporary Art, Taipei (MoCA Taipei)
Museum·Datong (Zhongshan MRT)·NT$·All ages
A small contemporary art museum in a handsome red-brick former school building, a few minutes from Zhongshan MRT. Afterwards, the lanes around Zhongshan are full of cafés and small bars.
No. 39, Chang'an W. Rd., Datong Dist., Taipei City · Walk-in
10The Red House
Historic theatre and market·Ximen·NT$·All ages
An octagonal red-brick market hall from the Japanese era that now holds a theatre, creative shops and weekend markets, with a lively outdoor bar area behind it. Easy, central and full of life in the evening.
No. 10, Chengdu Rd., Wanhua Dist., Taipei City · Walk-in