Essential Sydney Itineraries

Born and raised in Sydney, I’ve spent a lifetime exploring every corner of this city.

These aren’t just tourist trails – they’re tried-and-tested routes refined through years of local experience and feedback from thousands of visitors I’ve helped.

Whether you’re planning a quick weekend visit or an extended stay, you’ll find practical, detailed guides that blend must-see attractions with local insights.

Why my itineraries work so well

These last two years splitting my time between Sydney and Thailand has given me fresh eyes on my hometown. I now see Sydney both as a local and a visitor, understanding exactly what travellers need to know. These regularly updated itineraries reflect both seasonal changes and this unique dual perspective.

Multi day Sydney stays

Choose from three carefully crafted itineraries that maximize your time in Sydney. Each one builds on the previous, starting with essential highlights for a weekend visit and expanding to include local neighborhoods and nearby attractions for longer stays.

View of Sydney Opera House sitting in front of the harbour bridge taken from the Botanic Garden

3 Days in Sydney

How much can you fit into 3 days in Sydney? Quite a bit of ground if you plan your time carefully and follow our tips. 

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Sydney from Kirribilli Day 4

5 Days in Sydney

Celebrate the festive season in Sydney with the best markets, light displays, holiday events and dining options.

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Sydney budget ferry tips

48 Hours in Sydney

Sydney can be expensive, but don’t let that stop you! Our local tips will help you experience the city on a budget.

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Sydney day trips

Sydney’s surroundings offer some of Australia’s most spectacular scenery, from mountains to coastal drives. These day trips are all tested for timing and transport connections, organised by how you’ll get there. Choose from easy train journeys where you can relax and enjoy the view, or scenic driving routes with suggested stops along the way.

Day trips by train

Thanks to Opal card daily fare caps ($19.30 Monday-Thursday, $9.65 Friday-Sunday and public holidays), you can explore well beyond Sydney by train without breaking the bank. Popular day trips include Wollongong, Kiama, the Central Coast, Newcastle, and the Blue Mountains – all covered by the daily cap.

Sign in Katoomba of nearby walks from the  three sisters

The Blue Mountains by train

This complete guide makes planning your day trip from Sydney simple and stress-free.

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Shelly Beach Cronulla

5 Suburbs Worth a Train Ride

These local-approved destinations make perfect Sydney day trips for both visitors and locals.

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Aerial view of Blowhole Point headland, Kiama. Credit Dee Kramer Photography

Five Sydney Train Adventures

These five relaxing day trips – all under two hours – let you focus on the scenery, not the traffic.

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Day trips by car

Grand Pacific Drive & Seacliff Bridge

Want Sydney’s best coastal drive? The Grand Pacific Drive matches the Great Ocean Road for scenery but sits right on our doorstep.

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Nellies Glen Waterfall Southern Highlands NSW

Trips 2.5 hours or less from Sydney

Skip the traffic jams – the best day trips are closer than you think. Choose from our favourite nearby destinations.

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Blackheath Blue Mountains views

A Driving itinerary for the Blue Mountains

Plan the perfect New Year’s Eve in Sydney with tips on the best vantage points, family-friendly celebrations, and exclusive events

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Weekend Getaways

Sydney’s surroundings offer some of Australia’s most spectacular scenery, from mountains to coastal drives. These day trips are all tested for timing and transport connections, organised by how you’ll get there. Choose from easy train journeys where you can relax and enjoy the view, or scenic driving routes with suggested stops along the way.

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