Milsons Point to Wollstonecraft (10km)

Unwind on a soulful afternoon hike that traces the sparkling contours of Sydney Harbour, weaving through hidden pockets of bushland and historic foreshores. Created for women looking to slow down, connect and breathe in fresh coastal air, this escape balances urban beauty with serene, leafy trails.

📍 Meeting Point: Milsons Point Train Station

📅 Date: 28 November, 2026

🕘 Time: 2:00 PM – 6:00 PM

📏 Distance: Approx. 10km one-way

🥾 Difficulty Level: Moderate to Challenging

👣 Group Size: 4–8 Sistas (plus your Seek Sista Guide, Kirsty)

✨ Highlights

• Panoramic afternoon views of the Sydney Harbour Bridge and Opera House.

• Wandering through the tranquil, secret oasis of Wendy Whiteley’s Secret Garden.

• Exploring the lush canopy and peaceful trails of Ball's Head Reserve.

• Enjoying more views from Berry Island Reserve.

• The amazing lush rainforest just below Wollstonecraft Station along Berry Creek.
  

🫶 Why You’ll Love This Hike

We’ll start off beneath the grand arches of the Harbour Bridge, soaking in iconic harbor views before slipping away into quieter neighborhood treasures. We’ll wander together through Wendy Whiteley’s Secret Garden, a lush and lovingly tended haven perfect for taking a quiet moment. From there, our path hugs the foreshore, leading us through the native bush tracks of Ball's Head Reserve where city views frame the trees. We’ll wrap up our journey around the sacred coastal headland of Berry Island Reserve by the water before concluding at Wollstonecraft Station.

👣 Difficulty Level

Moderate to Challenging: This trail is mostly paved footpaths, boardwalks and well-maintained urban bush tracks. There are occasional staircases, steady inclines and uneven natural surfaces (rocks and roots) through the reserves. A baseline level of everyday fitness is required.

🚗 Getting there

We will be travelling by train together for this event! Meeting Location & Train Travel: Kirsty from Seek Sista will leave Gordon Station catch the T1 North Shore Line train down to Milsons Point where our hike begins. At the end, she'll will catch the return train from Wollstonecraft Station back to Gordon Station. You are welcome to catch the train with her OR: If meeting us there: Please catch a train directly to Milsons Point Station to meet the group at the start and then make your way back to Milsons Point from Wollstonecraft via train or Uber.

✅ Inclusions

• Led by Kirsty, your friendly, experienced, and first aid trained guide who personally hikes every route in advance.

• Small group experience (max. 8 women) for connection and support.

• Tea or coffee served during the hike.
  

🚫 Exclusions

• Personal snacks, additional beverages

• Travel insurance (recommended but not included)
  

IMPORTANT INFO

🎒 What to Bring

• 1.5–2L of water

• Hiking shoes with good grip (or sturdy walking sneakers)

• Lightweight clothing layers

• Hiking poles (recommended)

• Hat and sunscreen

• A small daypack for your essentials

• A mug for your cup of coffee or tea
  

📑 Event Policy

Group size and minimum numbers 

This experience is small by design, with 3 to 8 Sistas plus your guide Kirsty. The event proceeds with a minimum of 3 participants. If the minimum is not met, we will contact you at least 48 hours before the event to offer a full refund or a transfer to another date. Booking Your spot is confirmed once your booking is complete. Places are limited and are held on a first come, first served basis.

Cancellations and transfers

You'll receive a full refund if you cancel at least 72 hours before the experience. Cancellations within 72 hours are non-refundable, but you're welcome to transfer your spot to a friend. Please let us know the name of the person taking your place. Postponement or cancellation by us If we cancel due to weather, track conditions or safety concerns, you'll receive a full refund or the option to transfer to a new date. We make the call on the day or in the days before, and we'll contact you as soon as we can.

Weather

We hike in most conditions, so please dress for the day. Light rain: the event usually runs. Kirsty makes the final decision on the day based on safety, and may change the route if needed.

Health, fitness and safety Please choose experiences that suit your fitness level, using the Difficulty Level section as your guide. Let us know before the day about any injuries, medical conditions or allergies we should be aware of. Kirsty is first aid trained, and may adjust the pace or route, or ask someone to sit out a section, if it's in the best interest of the group.

Waiver

Once you've booked, you'll receive a follow-up email with a link to our digital waiver form. Please complete it before the morning of the event. Anyone who hasn't completed the waiver can't take part and the booking is treated as a late cancellation.

Getting there

Shuttle pick-up locations are texted upon booking. Please be at your pick-up point on time, as the van can't wait for late arrivals. If you're driving yourself, you're responsible for any park entry or parking fees.

Pre-trip communication

You'll be invited to our event WhatsApp group for final coordination, real-time updates, and the chance to meet your hiking buddies before we hit the trail.

Looking after each other

We keep the day relaxed and friendly, and we expect everyone to look after each other and the bush. Please stay with the group, follow Kirsty's directions on the trail, take all rubbish with you, and leave no trace.

Photos

Kirsty will take photos on the day for Seek Sista's website and social media. If you'd prefer not to be included, let us know and we'll respect that.

Insurance

Travel and personal insurance is recommended but not included.