Skip to content

Advanced Hiking Sydney

Dive into Sydney's dynamic hiking scene

ANZAC DAY Hike #2 - Manly Wormhole, Cave / 10kms Hike to Dee Why, 2UP in Manly!

ANZAC DAY Hike #2 - Manly Wormhole, Cave / 10kms Hike to Dee Why, 2UP in Manly!

Sat, Apr 25, 4:00 AM
From WE HIKE. WE WALK... to the BAR. Social Sessions in Sydney
4.9

***ANZAC Day...*** a somber day to start yet also one of the best days of the year for a beer(s). Add 2UP. Add a gorgeous hike on the Sydney Coast when the whales have started to run early? YES. Let's do it. **PLEASE NOTE. [The 930am ANZAC Day Hike](https://www.meetup.com/hikewalktothebar/events/314083634/) might fill up (Felon's max hikers is 40 - reso can't be increased), so I'm creating this one so people don't miss out on the day - as you know I'm pretty bad at saying "NO, you can't come" so this is my way of saying "YES, but you just have to join the afternoon hike!"** **THE DETAILS.** **130pm, try to get to Felon's Manly.** I'll already be there in the 2UP arena having a play. It's so fun if you've never been - bring some cash and place a bet or two. Have a beer, enjoy the waterviews, perving, and super fun day.... then... **2pm, we meet at Guzman y Gomez on Manly Wharf,** and off we go... Manly Beach, Manly Wormhole, Freshwater Beach, to the **Boardwalk**, **Curl Curl Beach**, **Curl Curl Rockpool** (perhaps my favourite in Sydney), then into **Dee Why Headland** where it's proper hiking with unforgettable views... **Dee Why Beach** and its rockpools are heavenly. This hike is 10/10 beautiful. Shall we get a drink after? I'm open. Dee Why Hotel perhaps? See how we go.... **IF YOU HIT ATTEND FOR THIS HIKE, [JOIN OUR WHATSAPP GROUP HERE](https://chat.whatsapp.com/HeeLNabWhukBSccd37IqcD)!!!** **The** **hike is 10kms**... safety wise, there are definitely some rocky bits Dee Why Headland and come out of the (optional) wormhole, but it's a pretty relaxed hike all in all. Be healthy, fun, and full of good energy. See you then! MJ **Rules & Logistics.** a) Manly Wharf is our meet spot. No doubt you know the way there. b) $10 cash only for this one ($5 if you've done the first hike of the day and fancy doing the 2nd one) - you'll need cash for 2UP anyways. c) **Be on time. Be on time. Be on time...** d) Get in the **[WHATSAPP GROUP HERE](https://chat.whatsapp.com/HeeLNabWhukBSccd37IqcD)** \- still amazes me how many people miss this \- it's a must\. e) Let's have fun, but let's also be respectful and remember what ANZAC Day is all about and how lucky we are to live in amazing Australia. **Manly Cave**... *Dug up in 1908, the Queenscliff tunnel or the manly wormhole indeed feels like a passage through the unknown. Perhaps that’s why it is called a wormhole. The fishermen who dug it up sure had the best of the Queenscliff rocks and the freshwater beach region connected up easier than clambering up the rocks. On a sunny day, the wormhole towards freshwater offers the best-uninterrupted views of the blue sea.*

  • Photo of the user
  • Photo of the user
  • Photo of the user
14 attendees
ANZAC Hike #1: Manly Wormhole, Cave / 10kms Hike - 2UP @ Felon's Manly!

ANZAC Hike #1: Manly Wormhole, Cave / 10kms Hike - 2UP @ Felon's Manly!

Fri, Apr 24, 11:30 PM
From WE HIKE. WE WALK... to the BAR. Social Sessions in Sydney
4.9

***ANZAC Day...*** a somber day to start yet also one of the best days of the year for a beer(s). Add 2UP. Add a gorgeous hike on the Sydney Coast when the whales have started to run early? YES. Let's do it. Let's meet at **The Deck @ Dee Why Beach (23 The Strand, Dee Why NSW 2099)**, and off we go. **Dee Why Beach** and its rockpools are heavenly, then into **Dee Why Headland** where it's proper hiking with unforgettable views... to **Curl Curl Rockpool** (perhaps my favourite in Sydney), **Curl Curl Beach**, the **Boardwalk**, **Freshwater** **Beach** (I quickly write this, but it's all coastal - all 10/10 beautiful), then onto **Manly Wormhole**... **IF YOU HIT ATTEND FOR THIS HIKE, [JOIN OUR WHATSAPP GROUP HERE](https://chat.whatsapp.com/H1RGtvnznksF7YyaQfOBTF)!!!** Manly Wormhole / Cave... it's a must see if you haven't. 10minute stop there for pics, then **Queenscliff Beach, Manly Beach**... then time for food, drinks, and 2UP! **Felon's Brewing is our spot!** Last year it was so, so nice to have their 2UP arena right on the water - unfortunately I had to leave super early, as we lost Giuseppe Labrador soon after... but this year I'm gonna drink, pull my pants down, and win $$$$ on 2UP! *We'll do a little lotto where two of you gets a FREE $15 bet on 2UP. Win? You get $30. Lose? Well, you lost. $0.* **The** **hike is 10kms**... safety wise, there are definitely some rocky bits Dee Why Headland and come out of the (optional) wormhole, but it's a pretty relaxed hike all in all. Be healthy, fun, and full of good energy. Also, big thanks to Felon's Manly - a reso for 40 is usually a $80 per person spend thing, but they are doing me a favour as I do a lot of business there - order as you fancy, no miniumum spend. YES!!! **Rules & Logistics.** a) B1 bus is your friend to Dee Why, then it's a 10min walk to Dee Why Beach. Find it! b) $10 cash only for this one - you'll need cash for 2UP anyways. c) Pleeeeeeeaaaase respect our lovely bars / restaurants that say *"Yes, we'd love to host your group"*. Your RSVP "Yes" is your word - keep your word. I put my credit card down for 40 of us. d) **Be on time. Be on time. Be on time...** e) Get in the **[WHATSAPP GROUP](https://chat.whatsapp.com/H1RGtvnznksF7YyaQfOBTF)** \- still amazes me how many people miss this \- it's a must\. **WHATSAPP.** The final list of hikers / attendees is in the Whatsapp group. It’s up to you to be in that group, or you’ll sadly be moved into the “NOT GOING” column on MeetUp. f) Let's have fun, but let's also be respectful and remember what ANZAC Day is all about and how lucky we are to live in amazing Australia. See you soon. MJ **Manly Cave**... *Dug up in 1908, the Queenscliff tunnel or the manly wormhole indeed feels like a passage through the unknown. Perhaps that’s why it is called a wormhole. The fishermen who dug it up sure had the best of the Queenscliff rocks and the freshwater beach region connected up easier than clambering up the rocks. On a sunny day, the wormhole towards freshwater offers the best-uninterrupted views of the blue sea.*

  • Photo of the user
  • Photo of the user
  • Photo of the user
51 attendees
🌅 Sydney Harbour Sunset Walk: Bridge, Bays & Botanic Gardens (~15km)

🌅 Sydney Harbour Sunset Walk: Bridge, Bays & Botanic Gardens (~15km)

Sun, Apr 26, 5:00 AM
From OZ Outdoors
4.8

Join us for around 15-kilometre **sunset exploration of stunning Sydney harbour - with our evening walks group!** This moderately paced walk offers incredible scenery, historical sites, and beautiful evening vibes. Good fitness is recommended as we will maintain a steady pace through a variety of urban terrains. **Before you RSVP, be sure to read the following:** * **Difficulty and Terrain:** Easy to Moderate (for regular hikers). Expect a diverse mix of stairs (many!), paved streets, some rougher bush sections, and parklands. * Start: 3:30 PM sharp at Milsons Point Station (Ennis Road / Kirribilli side). Please arrive 10 minutes early. Finish: Central Station. (Plenty of public transport exit options along the way if needed). * **Route:** We will start by walking south across the iconic Sydney Harbour Bridge, continuing down through the historic Rocks district and past the Opera House. We'll then weave through the Royal Botanic Gardens to catch the sunset views, head down to the Woolloomooloo Finger Wharf, and sweep around the foreshore to Rushcutters Bay. From there, we will navigate back through the surrounding inner-city streets to finish up at Central Station, where we can grab an optional group dinner! * **Gratuity:** A $5 contribution is appreciated to help cover our Meetup subscription and group running costs. Carry Cash or ask for PayID. **Important - Please Read:** * **What to Bring:** Wear proper hiking shoes, bring **hydration (1L of water- refill available at stops),** pack enough snacks/lunch, sunscreen, hat, and weather protection. * **RSVP responsibly** – Treat it as a commitment; update or cancel 12–24 hrs before. * **Arrive early** – All route/gear info is in the description; hosts can’t field messages during the event. * **Stay together** – It's a volunteer-led community walk; keep the host in sight and let them know if you leave. * **Safety first** – **Your safety is your own responsibility**! You agree to follow host instructions, public-health orders and OZ Outdoors guidelines: [https://www.meetup.com/ozoutdoors](https://www.meetup.com/ozoutdoors) * **Get involved** – You're welcome to send the host feedback or let us know if you’d like to lead such walks. * **Connect with us on Instagram:** [https://instagram.com/ozoutdoors.syd](https://instagram.com/ozoutdoors.syd) * **LinkedIn (Manish):** [https://linkedin.com/in/manishpm/](https://linkedin.com/in/manishpm/)

  • Photo of the user
  • Photo of the user
  • Photo of the user
30 attendees
Redfern via Observatory Hill - Tuesday evening walk

Redfern via Observatory Hill - Tuesday evening walk

Tue, Apr 28, 8:00 AM
From Sydney Bushwalks & Getaways
4.8

An approximately 10km walk (over 10,000 steps), at a brisk 5km/h, exploring the parks and foreshore around the CBD. *This weeks walk will finish at Redfern.* *From Stand K we will walk north to the Rocks and then on to Observatory Hill and it's views. We will then continue to Dawes Point via High Street and Barangaroo Reserve. We will then turn south and will walk to the Pyrmont Bridge and Cockle Bay. We continue south towards the Goods Line before turning to walk past the main UTS campus at Broadway. To reach Redfern we will proceed through where the Carlton Kent Brewery once was and then through the back streets of Darlington.* **RISK:** Please remember that you attend our events at your own risk and that our Organizers do not accept any liability for any health or safety problems that occur during our events. **MEMBERSHIP:** All members will need to be Financial 2025 to join this walk. *A fee of $10.00 is payable each financial year.* Please pay your fees before you RSVP. Please do a direct debit deposit for Sydney: St George BSB 112879 ACC 016949122 Wendy Harvey. Please use your Meetup Profile name in the bank reference.

  • Photo of the user
  • Photo of the user
  • Photo of the user
8 attendees
La Perouse Coastal Hiking & Explorer: Bare Island & Cape Banks

La Perouse Coastal Hiking & Explorer: Bare Island & Cape Banks

Sat, Apr 25, 12:00 AM
From Sydney Social Explorers
4.7

**🌊 Uncover History, Coastal Scenery & Secluded Beaches** Join us for a fantastic day exploring one of Sydney’s most unique coastal areas! We’ll discover the historic **Bare Island Fort**, then follow the stunning **Cape Banks walking track** along Botany Bay. This walk offers incredible ocean views, WWII history, and beautiful, less-crowded beaches. ### 🥾 Trail & Discovery Highlights * **Bare Island Fort**: Built in the 1880s to defend Sydney, this picturesque fort is connected to the mainland by a historic footbridge. You might recognize it from Mission: Impossible 2! * **Congwong Beach**: A calm, family-friendly beach perfect for a refreshing dip. * **Henry Head**: Explore the remains of a WWII battery and enjoy spectacular coastal views. * **Cape Banks**: Walk out onto the rocky headland, a prime spot for whale watching (in season) and to view the wreck of the SS Minmi. ### 📅 Itinerary **10:00 AM** – **Meeting point 1:** Central Chalmers Street (L3 light rail station) **11:00 AM** – **Meeting point 2:** Anzac Pde Terminus **11:00 AM** – Explore Bare Island and the footbridge **11:30 AM** – Start the Cape Banks walk from Congwong Beach **12:30 PM** – Reach Henry Head and Cape Banks (with stops) **1:30 PM** – Return to La Perouse / Take bus to Juniors Kingsford and optional lunch ### 💰 Cost * **First-time attendees:** **$10 AUD** (supports group coordination) * **Returning members:** FREE * **Additional costs:** Bus fare (Opal card day cap), lunch ### 🎒 What to Bring * **Opal card / credit card** * **Comfortable walking shoes** (some rocky sections) * **Water bottle & snacks** * **Swimsuit & towel** (optional for a beach swim) * **Sun protection** (hat, sunscreen, sunglasses) * **Camera** for stunning coastal shots *** ### ✅ Good to Know * **Distance:** Approx. 7 km return walk * **Grade:** Easy to moderate, suitable for most fitness levels * **Note:** Be mindful of unfenced cliffs along the walk. *Let's explore Sydney's hidden coastal history and beauty together!*

  • Photo of the user
  • Photo of the user
  • Photo of the user
7 attendees
✨ Vivid Sydney Lights Walk: The Rocks, Barangaroo & Dinner (~7km)

✨ Vivid Sydney Lights Walk: The Rocks, Barangaroo & Dinner (~7km)

Wed, May 27, 8:00 AM
From OZ Outdoors
4.8

Join us for **our annual Vivid walk**—a captivating evening exploring the awe-inspiring Vivid Sydney light and sound installations! This walk covers nearly 7 kilometres and follows over half of the official Vivid Light Walk route at a leisurely pace, with short breaks at the most popular installations. 🚨 **Critical Vivid Info:** While I will share our live location in the group chat, please make a strong effort to stay with the group. Vivid gets incredibly crowded and it is very easy to get separated! If you do get lost, don't panic—you can simply enjoy the installations at your own pace by following the official map (select "Map" on the page): [https://www.vividsydney.com/events/date/upcoming](https://www.vividsydney.com/events/date/upcoming) **Here's what you need to know (read this all before RSVP):** * **Difficulty and Terrain:** Easy. This is a leisurely evening stroll on fully paved urban streets, footpaths, and waterfront boardwalks. Please note: navigating through very dense crowds will be required. * **Start time:** 6:00 PM sharp outside Wynyard Station (York Street Stand N). Please arrive by 5:50 PM. * **Finish:** Around 8:30 PM near Barangaroo / Wynyard Station. Afterwards, some of us will head out for an optional group dinner and drinks at a local bar (venue TBD). * **Route:** We will embark on the official Vivid Light Walk, taking in the illuminated wonders around the City, Circular Quay, and The Rocks. We will continue through Walsh Bay and wrap up at Barangaroo, checking out the spectacular light and music installations along the way. * **Gratuity:** A $5 contribution is appreciated to help cover our Meetup subscription and group running costs. Carry Cash or ask for PayID. **Important - Please Read:** * **What to Bring:** Wear proper hiking shoes, bring **hydration (1.5L of water- refill available at stops),** pack enough snacks/lunch, sunscreen, hat, and weather protection\*\*.\*\* * **RSVP responsibly** – Treat it as a commitment; update or cancel 12–24 hrs before. * **Arrive early** – All route/gear info is in the description; hosts can’t field messages during the event. * **Stay together** – It's a volunteer-led community walk; keep the host in sight and let them know if you leave. * **Safety first** – **Your safety is your own responsibility**! You agree to follow host instructions, public-health orders and OZ Outdoors guidelines: [https://www.meetup.com/ozoutdoors](https://www.meetup.com/ozoutdoors) * **Get involved** – You're welcome to send the host feedback or let us know if you’d like to lead such walks. * **Connect with us on Instagram:** [https://instagram.com/ozoutdoors.syd](https://instagram.com/ozoutdoors.syd) * **LinkedIn (Manish):** [https://linkedin.com/in/manishpm/](https://linkedin.com/in/manishpm/)

  • Photo of the user
  • Photo of the user
  • Photo of the user
26 attendees
430kMonthly events
calendar icon
60mMembers
people1 icon
4.5App store rating
appStore icon
200kGroups
people2 icon

Frequently asked questions

Meetup is a platform where people can join local groups and participate in events to explore shared interests. It's great for finding hiking communities and events in your area.

Yes, you can discover advanced hiking groups in Sydney on Meetup. Browse the platform to connect with groups organizing challenging hikes around scenic landscapes.

To join a hiking group, simply create a Meetup account, search for hiking groups, and request to join or attend events. You'll then receive updates on upcoming activities.

The frequency of hiking events varies by group, but many organize regular hikes. Check event listings and group announcements on Meetup for the latest schedules.

Advanced hikes require a solid level of fitness and experience. It's wise to gauge the level required by reading event descriptions and checking group recommendations.

Most advanced hikes on Meetup are hosted by experienced organizers who can guide the route. Always confirm event details to be prepared for your adventure.

Yes, you can RSVP for multiple hiking events on Meetup. Signing up for various hikes helps you stay engaged and enjoy different trails with similar enthusiasts.

There is no cost to create an account on Meetup or to join groups. However, some events or groups might charge a participation fee, so always check the event details.

Most hiking events are in-person to explore nature. However, Meetup offers flexibility and some may choose virtual meetings to plan hikes or host related discussions.

Though hiking is typically conducted outdoors, you can indeed find online Meetup groups in Sydney discussing hiking tips, gear, and planning virtual gatherings.

Meetup focuses on shared interest group activities, but building personal connections depends on participant interaction and engagement in the community.

Some Meetup hikes might explore lesser-known trails for a unique experience. It's ideal to check event maps and group expertise to make sure it suits your preference.

If you're passionate about hiking, you can start your own Meetup group to organize events. This lets you contribute to the vibrant hiking community in Sydney.

The quality of event organization may vary by group leaders' experience, so choose groups with great reviews or attend larger events for reliability.

Meetup might not connect beginners with advanced hiking directly, but you can browse groups for skill-appropriate events as you build experience.