1Bemelmans Bar
Piano bar·Upper East Side, Manhattan·$$$·40+
A famous old-school hotel bar with hand-painted murals, a pianist from early evening and a jazz trio from 9pm. Dress up a little and expect a cover charge in the evening; a classic special-occasion date.
The Carlyle, 35 E 76th St, New York, NY 10021 · Walk-in
2The Metropolitan Museum of Art (Friday and Saturday evenings)
Museum·Upper East Side, Manhattan·$$·All ages
The Met stays open until 9pm on Fridays and Saturdays, with evening programmes and far smaller crowds than in the daytime. New York State residents pay what they wish, and the galleries give you endless things to talk about.
1000 Fifth Ave, New York, NY 10028 · Takes bookings
3Please Don't Tell (PDT)
Cocktail bar·East Village, Manhattan·$$$·30s
A small speakeasy you enter through a phone booth inside the Crif Dogs hot dog shop. Book ahead through the official reservation link, because walk-ins often wait; the entrance alone makes it a memorable date.
113 St Marks Pl, New York, NY 10009 · Takes bookings
4Loeb Boathouse
Park and rowboat rental·Central Park, Manhattan·$$·All ages
Rent a rowboat on the Central Park lake, weather permitting, roughly April to October. Rowing together is playful and low pressure, and you can walk the park afterwards.
Central Park Lake, East Drive at E 74th St, New York, NY 10021 · Takes bookings
5Juliana's
Restaurant (pizza)·DUMBO, Brooklyn·$$·All ages
Coal-oven pizza right under the Brooklyn Bridge, open daily for lunch and dinner. Affordable and casual, and you can walk straight onto the waterfront or across the bridge afterwards.
19 Old Fulton St, Brooklyn, NY 11201 · Walk-in
6One if by Land, Two if by Sea
Restaurant·West Village, Manhattan·$$$·40+
A candlelit restaurant in a historic carriage house, open Wednesday to Sunday evenings with set menus. One of the city's best-known places for anniversaries and big-occasion dates.
17 Barrow St, New York, NY 10014 · Takes bookings
7Smalls Jazz Club
Jazz club·West Village, Manhattan·$$·All ages
A tiny basement jazz club with sets every evening and late-night jam sessions until 4am. Intimate and atmospheric; buy tickets for a specific set online to be sure of getting in.
183 W 10th St, New York, NY 10014 · Takes bookings
8Nitehawk Cinema Williamsburg
Cinema with dining·Williamsburg, Brooklyn·$$·All ages
An independent cinema where food and drinks are served at your seat during the film, showing new releases and themed series. Dinner and a movie in one, with plenty of bars nearby for a drink afterwards.
136 Metropolitan Ave, Brooklyn, NY 11249 · Takes bookings
9Brooklyn Botanic Garden
Garden·Prospect Heights, Brooklyn·$·All ages
A large garden with a Japanese hill-and-pond garden, a rose garden and famous spring cherry blossoms. A calm daytime date that pairs well with Prospect Park or the Brooklyn Museum next door.
150 Eastern Pkwy, Brooklyn, NY 11225 · Takes bookings
10Brooklyn Bridge Park
Park·Brooklyn Heights / DUMBO, Brooklyn·$·All ages
A free waterfront park built on old piers, open from early morning until 1am, with lawns, Jane's Carousel and direct views of the Manhattan skyline. Go at sunset for a free date that feels like a splurge.
334 Furman St, Brooklyn, NY 11201 · Walk-in