Swap city streets for sandstone culverts, convict carvings and bush solitude on this legendary mountain bike ride from Wisemans Ferry.
If you’re after a bike trail that feels bigger than the pedals beneath you, the Old Great North Road bike ride delivers. Set in Dharug National Park in the Central Coast region, this is no ordinary spin through the bush. The 86-kilometre return route traces part of a convict-built road from the 1820s, now protected as one of the UNESCO World Heritage-listed Australian Convict Sites.
As you pedal upwards, the story of the past reveals itself. Enormous buttresses rise along the roadside, culverts tunnel beneath the track and sandstone walls stand as silent witnesses to an era when labourers toiled with chains and picks. It’s a ride through history as much as through wilderness.
How hard is it?
Many riders turn around at Ten Mile Hollow campground. (Image: Nick Cubbin/DCCEEW)
Make no mistake, this is not a gentle spin through the bush. The Old Great North Road bike ride is rated hard, and with good reason. Steep climbs demand stamina, rocky sections test balance and the sheer scale of the ride requires preparation. The full return can take up to two days, and water along the way must be boiled or treated before drinking.
For those not ready to take on the whole stretch, shorter options make the experience more accessible. Many riders turn around at Ten Mile Hollow campground, about halfway along, or take on the 28-kilometre Devines Hill loop , a circuit that still packs in impressive stonework and wide views without the full commitment.
What you’ll see
Enjoy Hawkesbury River views. (Image: Nick Cubbin/DCCEEW)
What sets this ride apart is the combination of challenge and atmosphere. There are moments of true solitude, where the bush closes in and the only sounds are your tyres crunching over gravel and the calls of birds. Then, just as suddenly, the landscape opens up to reveal sweeping views across the Hawkesbury. The mix of natural beauty and built heritage makes it one of the most rewarding rides in NSW.
Tips for your ride
The Old Great North Road bike ride is a hard trail. (Image: John Yurasek/DCCEEW)
Start at Wisemans Ferry and follow signs to the trailhead.
Carry water and food – there are tanks along the way, but you’ll need to treat or boil any water.
Allow time – a full return ride can take up to two days.
Look after the heritage – some fragile sections request that you walk your bike to protect the stonework.
If cycling isn’t your thing
Do the Old Great North Road World Heritage walk if cycling isn’t your thing. (Image: Nick Cubbin/DCCEEW)
If tackling the trail on two wheels feels daunting, there’s another way to experience its history. The Old Great North Road World Heritage walk is a nine-kilometre loop that takes around four hours on foot. It leads through many of the same engineering feats and scenic outlooks, offering a more contemplative way to step back in time without the same intense burn in your legs.
Emily Murphy is Australian Traveller's Email & Social Editor, and in her time at the company she has been instrumental in shaping its social media and email presence, and crafting compelling narratives that inspire others to explore Australia's vast landscapes. Her previous role was a journalist at Prime Creative Media and before that she was freelancing in publishing, content creation and digital marketing. When she's not creating scroll-stopping travel content, Em is a devoted 'bun mum' and enjoys spending her spare time by the sea, reading, binge-watching a good TV show and exploring Sydney's vibrant dining scene. Next on her Aussie travel wish list? Tasmania and The Kimberley.
Sunshine, sea breezes and sand-speckled locals: the Sutherland Shire is perfect for an idyllic Sydney summer.
The Sutherland Shire is one of Sydney’s most dynamic regions. Home to an eclectic mix of top-notch eateries and drinking holes, a flourishing arts scene, and striking land and seascapes, it’s a haven for foodies, culture seekers and outdoor enthusiasts alike.
It’s also an ever-evolving destination with a constant wave of new places to eat and drink, and under-the-radar pockets to explore – many of which are dog-friendly.
If you’re venturing to this gorgeous part of the world this summer, here’s your guide to what’s new and worth discovering.
Savour the summer dining scene
Pop into Fred’s After Hours.
The Shire’s buzzing dining scene is one of its biggest drawcards, and many of the region’s culinary highlights can be found in the sun-soaked beachside hub of Cronulla. A bunch of newcomers have recently set up shop, making the area ripe for culinary adventure.
Homer Rogue Taverna is exactly as its name suggests: a cheeky take on classic Greek food. Expect meze and mains bursting with bold flavours and a wine list packed with standout Greek drops.
Freds Providore – a Cronulla favourite for casual cafe fare and excellent coffee – is now open late from Thursday to Sunday. Come sundown, it morphs into Fred’s After Hours, serving a refined European-inspired menu, wines, cocktails and a laid-back yet polished vibe.
Bobbys is a slick destination right on Cronulla Beach, where you can grab a plate of freshly-caught seafood and a summery cocktail while cooling off in the sea breeze.
And if you’re after a bit of everything, the sprawling and multifaceted Parc Pavilion is a melting pot of dining experiences. It blends a cafe, bistro, bar, Italian restaurant and a host of regular events, all tied together in a cool coastal setting.
Got a Saturday morning to spare? The Shire Farmers Market in Sutherland is a must-do ritual, letting you (and your four-legged friend) browse fresh produce, flowers and gourmet treats against a backdrop of live music and local chatter.
Dive into ocean pools
The ocean pools beckon.
Given its prime coastal positioning, the Shire teems with crystal-clear ocean pools and enclosed bathing spots. Silver Beach Tidal Baths offers a netted
swimming experience in Botany Bay. Tucked beside a small sandy beach, the tidal baths at Gunnamatta Park are calm and shallow – making them an ideal setting for less confident swimmers.
Just a hop and a skip away is Shelly Park Ocean Pool, a magical rock pool carved in the ocean. It’s well-suited to young kids and offers sweeping views towards the open sea.
Experience local arts and culture
See the art at Hazelhurst Arts Centre, then enjoy a picnic with or without your pooch.
Hazelhurst Arts Centre in Gymea is elegantly positioned within a lush garden landscape, serving as the Sutherland Shire’s premier destination for arts and culture. This summer, experience the Art on Paper Award 2025 – a celebration of innovation and creativity through the versatile medium of paper.
Set within the leafy surrounds of Hazelhurst Arts Centre, Hazel Kitchen & Bar has curated the ultimate picnic experience. Think abundant cheese platters, artisan charcuterie boards, fresh OJ and a thoughtfully chosen wine list, all available to take away and enjoy in the art-filled gardens just beyond the restaurant. Best of all, four-legged friends are welcome to join the fun.
Next, venture south to the artsy village of Bundeena for the monthly Bundeena and Maianbar Art Trail . This self-guided journey through local artists’ studios offers a glimpse into their work and creative spaces.
Relish the dog-friendly atmosphere
Let the dog off-leash at Greenhills Dog Beach.
The Sutherland Shire is a bona fide playground for pups and their humans. Find a string of dog-friendly beaches popular with locals, visitors and pups alike. Silver Beach in Kurnell is a peaceful pocket, allowing dogs off-leash without restriction. While Horderns Beach in Bundeena and Greenhills Beach in Cronulla are equally serene and provide off-leash access (be sure to check times and seasonal restrictions before you go).
If you’re planning to make a weekend of it, book yourself and your pooch into Quest Cronulla . With stylish and spacious pet-friendly accommodation, thoughtful amenities, and a prime location just steps from Cronulla Esplanade and a variety of dog-friendly cafes, it’s the perfect spot to rest after a full day of exploring.
Get into nature
Find natural beauty in Royal National Park. (Image: Destination NSW)
You’re spoiled for choice when it comes to outdoor escapes: imagine rugged bushwalks, breezy beachside tracks, meandering cycling trails and lookouts galore. The best part? Many of them are perfectly suited to dogs.
Take your canine to Cronulla Esplanade – the Shire’s version of the famed Bondi to Coogee Walk. This eight-kilometre route takes you past the region’s most picturesque beaches, offering panoramic vistas and an electric energy. It heaves with locals every morning and weekend, getting their steps in with a coffee in one hand and a dog leash in the other.
If you’re travelling without furry friends, stop by the Royal National Park. You’ll be engulfed in ancient bushland, craggy cliffs, towering rock formations, diverse wildlife and twisting tracks. The Jibbon Loop Track is a highlight, with spectacular views over the sea. Alternatively, the Karloo Track forms a loop that winds through untamed bush, freshwater pools and waterfalls. Re-lace your walking shoes or grab a bike to follow The Bundeena Drive to Marley Walk past freshwater pools and creeks, on to scenic beach views of Little Marley Beach.
The stretch along Cronulla bursts with postcard-perfect beaches, each offering a different flavour. With rolling waves, regular patrol and a steady stream of beachgoers, Cronulla Beach and North Cronulla Beach are buzzy and built for all kinds of swimmers. Elouera Beach is a quieter option, attracting early-morning surfers hoping to catch the perfect wave.
If you prefer a side of dramatic scenery, visit Wanda or Greenhills – in addition to ocean panoramas, both are backed by towering golden dunes and wild scrub. Looking for something more subdued? Shelly Beach Ocean Pool is a relaxed – yet no less captivating – retreat.