1Love, Tilly Devine
Wine bar·Darlinghurst·$$·30s
A tiny wine bar down a Darlinghurst laneway, open Tuesday to Saturday from 5 p.m. to midnight, with an Australian list poured by the glass and a happy hour from 5 to 6. Intimate and easy, a perfect first-date drink.
91 Crown Lane, Darlinghurst NSW 2010 · Takes bookings
2Opera Bar
Harbourside bar·Circular Quay·$$·All ages
Drinks right on the water under the Opera House, looking at the Harbour Bridge, with live music every day. It is walk-in only, so it works for a spontaneous date; the indoor area is being renovated but the outdoor tables are open.
Lower Concourse Level, Sydney Opera House, Sydney NSW 2000 · Walk-in
3Bennelong
Restaurant and bar·Circular Quay·$$$·30s
Contemporary Australian dining inside one of the Opera House sails, with a set menu in the restaurant, counter seats or a cocktail in the bar. Keep it for an anniversary or a big occasion, and book ahead.
Sydney Opera House, Bennelong Point, Sydney NSW 2000 · Takes bookings
4Art Gallery of New South Wales
Museum·The Domain·$·All ages
A major gallery with free general entry, open daily and until 10 p.m. on Wednesdays. A Wednesday night visit, followed by a walk through the Domain, is an easy and free after-work date.
Art Gallery Rd, The Domain, Sydney NSW 2000 · Walk-in
5Golden Age Cinema & Bar
Boutique cinema and bar·Surry Hills·$$·All ages
A small cinema in a former film company building with a bar that opens every evening, DJs on Fridays and Saturdays and film trivia on Mondays. A drink, then a film in the little screening room, is a classic Sydney date.
Paramount House, 80 Commonwealth St (Lower Ground), Surry Hills NSW 2010 · Takes bookings
6Royal Botanic Garden Sydney
Park and garden·Sydney CBD·$·All ages
Free gardens on the harbour between the Opera House and Mrs Macquarie's Chair, with lawns, big trees and some of the best views in the city. A walk here costs nothing and leads naturally to a drink at Circular Quay.
Mrs Macquaries Rd, Sydney NSW 2000 · Walk-in
7Bondi to Coogee Coastal Walk
Coastal walk·Eastern Beaches·$·All ages
Six kilometres of cliff-top path past Tamarama, Bronte and Clovelly, taking two to three hours with stops. Do part of it, stop for a swim or a coffee, and you have a free, very Sydney day date.
Starts at Bondi Beach, Bondi NSW 2026 and ends at Coogee Beach · Walk-in
8Sydney Observatory
Observatory and museum·Millers Point·$$·All ages
A historic observatory on a hill above The Rocks, open Thursday to Sunday, with guided tours about astronomy and the southern sky. The lawn outside has a great harbour view, which makes it a gentle, curious date.
1003 Upper Fort St, Millers Point NSW 2000 · Takes bookings
9Taronga Zoo Sydney
Zoo·Mosman·$$·All ages
A zoo on a harbour hillside, reached by a short ferry ride from Circular Quay and open from 9:30 a.m. The giraffes with the city skyline behind them are the famous photo, and the day out gives you plenty to talk about.
Bradleys Head Rd, Mosman NSW 2088 · Takes bookings
10Manly Ferry and Manly Beach
Ferry ride and beach·Manly·$·All ages
A cheap public ferry ride across the harbour, then a walk down the Corso to a three-kilometre surf beach lined with pines. Sit outside on the ferry deck and you get a harbour cruise for the price of a transit fare.
Ferry from Circular Quay to Manly Wharf, Manly NSW 2095 · Walk-in