2.5 hours by car (160 km north)Drive M1 from Sydney; CityRail to Maitland and a Hunter Valley shuttle.
Famous for: Cool-climate semillon, boutique winery cellar doors and long-lunch dining rooms
Australia's oldest wine region, 2.5 hours north of Sydney. Brokenwood, Margan, Tyrrell's and Audrey Wilkinson all run cellar-door tastings Tue-Sun.
1.5 hours by train (100 km west)Trains run hourly from Central to Leura and Katoomba.
Famous for: Mountain-village cafes, Alpine-inspired bakeries, Avoca cellar door
Mountain village day trip 100 km west of Sydney. Blackheath and Leura villages, restaurants, producer visits and Megalong Valley cellar doors nearby.
2 hours by car (140 km south)Drive Princes Highway south or train to Berry station via Kiama.
Famous for: Berry sourdough and farm-gate produce, Kiama oysters
South coast village day trip from Sydney. Berry's Sourdough Bakery, Hampden Bridge Cafe, Kiama Farmers Market and the Kiama Blowhole walking route.
1 hour by ferry from Cronulla (40 km south)Drive to Cronulla, ferry across to Bundeena.
Famous for: Coastal walks and small-town fish-and-chips
Day trip into the world's second-oldest national park, 40 km south of Sydney. Bundeena ferry, Wedding Cake Rock walk, fish and chips at Bundeena RSL.
1.5 hours by car (90 km north)Drive M1 north to MacMasters Beach exit.
Famous for: Saddles farm-to-table lunch, Bombini Cafe, surf-coast brunch
Central Coast farm-to-table day trip 90 km north of Sydney. Saddles homestead lunch, Bombini at MacMasters and a swim at the headland to finish.
1.5 hours by car (130 km south-west)Drive Hume Highway south or train to Bowral via Mittagong.
Famous for: Bendooley Estate book-and-wine, Robertson Pie Shop, English-Australian rural cafes
Cool-climate village day trip 130km south-west of Sydney. Centennial Vineyards, Berrima General Store and the cool-climate cellars run weekend tastings.
1 hour by car (40 km north)Drive Pittwater Road north or take the ferry from Manly.
Famous for: Beachfront fine-dining at Jonah's, Boathouse Palm Beach brunch
Northern Beaches headland day trip 40 km north of Sydney. Boathouse Palm Beach brunch, Jonah's Whale Beach lunch on the cliffs, sunset at the lighthouse.
3.5 hours by car (260 km north-west)Drive via Lithgow or fly REX to Mudgee Airport.
Famous for: Boutique winery cellar doors, country-pub lunches, organic farm gates
Cool-climate wine region 260 km north-west of Sydney. Logan Wines, Lowe Family Wines, Robert Stein cellar door and the Mudgee Farmers Market.