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A date plan

Jazz, Wine & Gelato on the Upper East Side

Date · Upper East Side · $$

A romantic UES evening that moves from candlelit French supper club vibes to a stroll for artisan gelato, with drinks at an intimate Spanish tapas bar to kick things off.

01Drinks

Pil Pil

4.4

Upper East Side · $$$ · Wine bar · Bar

Pil Pil is the kind of place that makes you feel like a regular on your first visit. Brick walls, a ceiling draped in vines, and bottles stacked floor-to-rafters set an unmistakably moody scene — and if you're here on a Wednesday, live Spanish guitar kicks off at 7:30pm. Order the gambas al ajillo, mop up every drop with extra bread, and let happy hour (weekdays 4–7pm) take the edge off the bill.

265 E 78th St, New York, NY 10075

~3 min walk (0.1 mi). From Pil Pil on E 78th, it's a short walk south and slightly east to Supper Club on E 78th/1st Ave — take your time through the tree-lined side streets and peek into the brownstone stoops.

02Dinner

Upper East Side · $$ · French restaurant

Supper Club by Le Petit Parisien is the UES's best-kept secret: a French bakery that lowers the lights at 5:30, lights the candles, and transforms into an intimate dinner spot with a tight, seriously good seasonal menu. Snag the half-price wine until 7pm if you time it right, and on Wednesdays, live jazz fills the small room with exactly the kind of soundtrack a date deserves. With only a handful of tables, book ahead — this one fills up fast.

355 E 78th St, New York, NY 10075

~4 min walk (0.2 mi). After dinner, head south on 2nd Ave toward Anita Gelato on 2nd Ave & E 81st — a gentle post-dinner stroll through a quieter stretch of the UES that's made for slow walking and good conversation.

03Dessert

Upper East Side · $$ · Ice cream shop

Cap the night at Anita La Mamma del Gelato, a stylish little parlor on 2nd Ave that takes its craft seriously — think proper Italian-style gelato in flavors that rotate with the seasons. Split a cup of something unexpected (the pistachio is a reliable flex) and linger on the walk home. It's the lightest possible ending to a rich French dinner, which means you'll actually want it.

1561 2nd Ave, New York, NY 10028

Curated by NYC Date Ideas