Advanced Hiking Sydney
Dive into Sydney's dynamic hiking scene

Coal Loader Hike, Wendy's Garden, Wine Festival & Best Beer Garden!!!
Sat, May 23, 11:30 PMHow's this for a top event!!! ***\- A delightful Sunday hike / walk that includes Wendy's Secret Garden;*** ***\- A spectacular Sydney Ferry ride with views;*** ***\- A charming Pyrmont Food & Wine Festival for a sip\, perve\, and a pat; and*** ***\- "Cheers" at one of the best \(and secretive\) wine gardens in Sydneytown\.*** Do we do some fun shit in this group or what? **THE HIKE.** We meet at **Wollstonecraft Station** on the western side (you can't miss us) and after a quick chat, off we go. You won't believe that you're in the Aussie bush hiking just 5minutes after we've departed. From there, it's a unique mix of gardens, bush, neighbourhoods, views, and Sydney history: a) **Wendy's Secret Garden** \- a paradise of greenery; b) **McMahon's Point**; c) **Berry's Bay Lookout & Balls Head Reserve**; d) **The Coal Loader (tunnel pic)**; and e) **Berry Island Reserve**. ***[(IMPORTANT: AFTER YOU HIT ATTEND COME BACK HERE AND CLICK ON THIS LINK TO JOIN THE WHATSAPP GROUP FOR THIS EVENT)](https://chat.whatsapp.com/JAYsFdxH28eEEUMybCwU4q)*** The hike is 10kms in distance that isn't technically challenging, but there are enough ups / downs to test your fitness. Be chatty, share some laughs, but please be ready to move with passion. We'll finish at **Milson's Point Ferry Stop**, and it's a quick two stops to The Pyrmont Food & Wine Festival. **THE PYRMONT FOOD & WINE FESTIVAL.** This is a cracker of an event - right on the water, and it features: *"Free entry - everyone in the community is welcome, 30+ wineries, breweries and distilleries from NSW regions, and local food trucks.* I think 45minutes here is good. Please stay longer, or please leave when you fancy. Or? Please grab my arm and carry on... **THE SECRETIVE WINE GARDEN.** The wine festival will be crowded... so let's finish off properly at **Gallon Wine Bar** \- it's just up the road in Pyrmont\. If you've never been\, you'll grab your drink up front\, and when you get to the rear garden\.\.\. the eyes / mouth will open with that **"Wow. What a place"** look on your face. Transport to Town Hall or Central is easy from there. This will be a super fun Sunday session! See you there. MJ **___________________________________________** **THE DETAILS.** **WHATSAPP.** You’re not 100% confirmed until you’re in the whatsapp group. Join it 'cause we love it, and we use it! Click on the link (above) – if not, sadly you’ll be removed from the event on MeetUP. **Cancels / No shows.** Treat your RSVP like a restaurant reservation. *No show / cancel on the day?* That restaurant is my hiking group – you won’t be welcomed in the future. Respect and manners matter as I put my credit card down for your reservation. Double booked with another group? Come on… be kind. **Gratuity.** $10 PayID or Cash. **Safety.** Let’s chat, let’s have some laughs… but let’s be safe. **Fitness.** Yup. Fitness matters for all of our hikes – especially if we are going into National Park. **Guests.** Bring mates, dates, co-workers. **Good energy, smiles, and laughs…** Bring ‘em all! You’re joining the most fun hiking group in Sydney. ***In pressing the “Attend” button for this hike, you acknowledge that:*** a) You are healthy and fit to complete the hike describe; b) You have read and will follow [NSW National Parks Bushwalking Safety Guidelines](https://www.nationalparks.nsw.gov.au/safety/bushwalking-safety) for this hike; c) You have no chronic / underlying health issues that deter you from completing this hike; d) You understand your host is just that – your host, not a professional hiker – and that you and you alone are responsible for your hiking health, safety, and wellness; e) You’ve been advised to download the “Emergency Plus App” and f) You’ve been advised to obtain individual [hiking insurance from 1Cover](https://www.1cover.com.au/adventure-travel-insurance/hiking-trekking/?utm_source=google&utm_source_platform=gads&utm_medium=cpc&utm_campaign=13564994076&utm_term=adventure%20travel%20insurance&gclsrc=aw.ds&gad_source=1&gad_campaignid=13564994076&gbraid=0AAAAAD_bfRAu6Io5ZkHeiIYCP_evtsQ_z&gclid=CjwKCAjwz5nGBhBBEiwA-W6XRLm8Itjn1am8sdPMxVhBtRmsDOWkolLlVATJcXW5jW-9JgB7hb9kMhoC7M0QAvD_BwE). g) Over 60yrs old, and new to the group? Send me a note first please.

Watsons Bay to Bondi whale watch / hike
Sun, May 24, 12:10 AMIt's the season to see whale in autumn when they swim up towards Queensland... sorry I dont remember which exact weeks they are coming. finger crossed. if you are the last person in a fast hiking group, then it's the speed. We are rather slow but not super slow. We will meet at circular quay, take a ferry to Watsons bay, then walk along the coast to Bondi. We may have lunch in the Bondi market Meetup fee: $5 *Everyone is reaponsible for his/her own safety. Everyone is welcome, and most suitable for gentlemen and ladies aged 30 to 60. Date may change if weather is bad.

✨ Vivid Sydney Lights Walk: The Rocks, Barangaroo & Dinner (~7km)
Wed, May 27, 8:00 AMJoin 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:** Comfortable shoes (uneven terrain possible in some areas), water (refills available), torch for dark sections, and weather-appropriate clothing. * **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/)

2026 WHALE TRAIL: Long Reef to Newport, a Coastal Stunner!
Fri, May 29, 11:30 PMThis session is easily in my Top 5 Hikes in Sydney... the bush, the beaches, the neighbourhoods, and a lush pub to finish. And? It's a star in our **2026 WHALE TRAIL** series as we smash the coast spotting whales along the way. There's something very fahkin' special about those Northern Beaches, and **Long Reef Headland to Newport is a 10/10 journey showcasting the best of the best**! **THE HIKE. LONG REEF HEADLAND TO THE NEWPORT - 15kms.** We start at **Long Reef Headland**… one of *the most stunning sections of our Sydney Coastline*, from Palm Beach all the way down to The Royal National Park. We meet there in the grass by **Long Reef Surf Life Saving Club.** **Long Reef** is 240million years old, and the views are unforgettable. We bend around **Long Reef Golf Course** and exit to a cute little beach walk at **Fisherman’s Beach** (we saw sting rays galore there last time) which finishes at **Collaroy Rockpools**… leading to **Collaroy Beach**. Admittedly, the stretch of Narrabeen Beach is either torture on the legs in the sand or a boring-as-hell street walk, so we'll jump on a 5min bus (trust me, this works) to skip it. Hiking continues at **Narrabeen Headland** and gives the most stunning views south so you'll see it all. Onward we go to **Turimetta Beach** (10/10 stunning) and **Lookout**… to the **Turimetta Headland Reserve, Warriewood Lookout & Blowhole**, **Warriewood Beach (again gorgeous), then to Mona Vale Beach (voted 6th best in the world, Conde Naste)**… **[(QUICKLY... YOU MUST JOIN OUR WHATSAPP GROUP HERE AFTER YOU HIT ATTEND HERE ON MEETUP)](https://chat.whatsapp.com/HcJO5KPN8aZ8eX0CurXW7L)** North of that? **Basin Beach. Bungan Beach**.... these two are absolutely stunning. Let's explore, then we'll make a left into Newport to easily one of the best bars in all of Sydney - **The Newport**. If you haven't been, you're going to be floored. If you have, it's probably why you're signing up to this hike! **15kms in total**. Beach walk. Inclines. And all the rest. Fitness required for this one. The **B1 bus / 199 bus are our friends all day to start, get home, and even provide some outs if you want to stop hiking and meet us at the pub.** If you parked your car at the start (there is free parking) it's super easy to bus back south. Post-pub the 199 bus is literally out the front door running every 10minutes. **THE STARTING POINT.** Coming from North or South? B1 bus gets you close, but it’s an easy transfer to the 199 bus that drops you at the **Collaroy at Pittwater Rd before Hay St stop**. Cross the road there (be careful, look at pic for the stairwell), take the trail down, and the grassy bit is our meeting point (please see pics below). It’s a little tricky, but you’ll find it. Drivers, there’s freebie parking around that area – DIY research please. See you for one of my favourite Sydney hikes! MJ \| **THE 2026 WHALE TRAIL** \| **KMs** \| \| La Perouse Headland \| 11\.0 \| \| Figure 8 Pool \| 14\.0 \| \| Wattamolla\, Eagle Rock \| 14\.0 \| \| Bundeena to Wedding Cake Rock \| 17\.0 \| \| North Head Manly \| 12\.6 \| \| Malabar to Coogee \| 11\.2 \| \| Coogee Watson's Bay \| 16\.6 \| \| Long Reef to Newport \| 15\.2 \| \| Cronulla to Kurnell \| 14\.9 \| \| Dee Why to Manly \| 10\.9 \| \| Macmaster's to Killcare \| 13\.5 \| \| Patonga to Pearl Beach\, Palm Beach \| 14\.0 \| \| **12 HIKES THAT TOTAL** \| **165KMs** \| **______________________________________________________** **THE DETAILS.** **WHATSAPP.** You’re not 100% confirmed until you’re in the whatsapp group. Join it 'cause we love it, and we use it! Click on the link (above) – if not, sadly you’ll be removed from the event on MeetUP. **Cancels / No shows.** Treat your RSVP like a restaurant reservation. *No show / cancel on the day?* That restaurant is my hiking group – you won’t be welcomed in the future. Respect and manners matter as I put my credit card down for your reservation. Double booked with another group? Come on… be kind. **Gratuity.** $10 PayID or Cash. **Safety.** Let’s chat, let’s have some laughs… but let’s be safe. **Fitness.** Yup. Fitness matters for all of our hikes – especially if we are going into National Park. **Guests.** Bring mates, dates, co-workers. **Good energy, smiles, and laughs…** Bring ‘em all! You’re joining the most fun hiking group in Sydney. ***In pressing the “Attend” button for this hike, you acknowledge that:*** a) You are healthy and fit to complete the hike describe; b) You have read and will follow [NSW National Parks Bushwalking Safety Guidelines](https://www.nationalparks.nsw.gov.au/safety/bushwalking-safety) for this hike; c) You have no chronic / underlying health issues that deter you from completing this hike; d) You understand your host is just that – your host, not a professional hiker – and that you and you alone are responsible for your hiking health, safety, and wellness; e) You’ve been advised to download the “Emergency Plus App” and f) You’ve been advised to obtain individual [hiking insurance from 1Cover](https://www.1cover.com.au/adventure-travel-insurance/hiking-trekking/?utm_source=google&utm_source_platform=gads&utm_medium=cpc&utm_campaign=13564994076&utm_term=adventure%20travel%20insurance&gclsrc=aw.ds&gad_source=1&gad_campaignid=13564994076&gbraid=0AAAAAD_bfRAu6Io5ZkHeiIYCP_evtsQ_z&gclid=CjwKCAjwz5nGBhBBEiwA-W6XRLm8Itjn1am8sdPMxVhBtRmsDOWkolLlVATJcXW5jW-9JgB7hb9kMhoC7M0QAvD_BwE). g) Over 60yrs old, and new to the group? Send me a note first please.

Australia WCup Opener! $7 Pints. Hike first!!!
Sat, Jun 13, 11:30 PMAustralia v Turkey. World Cup 2026, 2pm kick off. Let's drink. Laugh. Get filthy at Sydney's best sports bar (my local, Sporting Globe by 4 Pines) on the water ($7 Pints / 20% off all food, drinks with my VIP card). But first? We hike... **THE DETAILS.** Coming soon. Get in quick. This one will fill out - the whole bar will be booked like New Year's Eve. $10. Newbie hikers - gotta come on some hikes before joining special days like this one. We did this for Women's World Cup a few years back and Sporting Globe was fucking wild - this will be even better! **[IF YOU CLICK ATTEND, NEXT STEP IS JOIN THE WHATSAPP GROUP HERE.](https://chat.whatsapp.com/Dd3vOoCoOmxIpVxiLIhbCE)** **THE HIKE.** I'll pick a Sydney Harbour hike / something close. Perhaps a coastal hike as the whales are coming north... 930am start, and let's have our asses in bar seats by 130pm. *Apologies in advance - if you haven't come on too many hikes and somebody else has, they might take your seat for an event like this.* Funnnnnnnn, fun. See you soon in June! MJ

Cronulla's Heritage Coastal History & Whales Watch (Best Location) Hike
Fri, May 29, 10:40 PM# 🌊 Walk Through Time: From Cook’s Landing to Coastal Wilds **Hello, Sydney Social Explorers,** We are going to explore Sydney’s southern shoreline—where history, ocean drama, and Aboriginal heritage converge. We’ll trace Captain Cook’s first footsteps, watch for migrating whales from clifftops, and finish a long exciting beach hiking at iconic Cronulla Beach. **Last year we saw more than 10 whales, hopefully we’ll be even luckier this time.** ### 🗺️ Route Overview **Cronulla Station (bus)→ Captain Cook’s Landing Place → Cape Solander Lookout → Car Beach → Wanda Beach → Return to Cronulla Train Station** * **Distance:** around 15 km (easy-paced + sandy sections) * **Time and meeting point:** 8:40AM meet at Central Station Platform 25 (nearby the lift). T4 Cronulla via Banksia depart at 8:52AM, sharp!! Or 9:45AM meet at Cronulla Station. **🌟 Route OverviewHighlights** * **Captain Cook’s Landing Place (1870 memorial):** Hear the story of the *Endeavour*’s 1770 arrival * **Cape Solander:** Prime whale watching platform (May-Nov) + Kamay Botany Bay National Park * **Aboriginal Heritage:** Learn about the Gweagal people’s connection * **Discover:** sheltered Car Beach & surf-friendly Wanda Beach ### 💰 Cost * **First-time attendees:** $10 AUD (Unlimited Events) * **Returning members:** FREE * **Money for:** Lunch (or bring your own) + bus/train fare ### 🎒 What to Bring * **Comfortable walking shoes** (mix of pavement + sand) * **Towel, sunscreen** * **Water + snacks** * **Camera/phone** (whale photos!) *** ### *“This coast remembers centuries: Gweagal custodianship, Cook’s arrival, and today’s whale migrations.”* > **— Walk with respect and wonder.** ### Why This Walk? ✅ **History Alive:** Stand where Cook first stepped onto eastern Australia ✅ **Wildlife Bonus:** Humpback whales breach offshore during migration ✅ **Swim & Social:** End with a dip and optional lunch or Swim at Cronulla Pavilion **Let’s chase ocean views and culture together! 🌊☀️** **Cheers!!** **#Notes#** ⚠️ Moderate fitness required (some steep stairs/cliffs) ⚠️ Stay on marked paths – no cliff-edge proximity ⚠️ This is **NOT** an event for you to seek for date opportunities. Please be sensible, pay respect to yourself & the others. Any inappropriate behaviour will be remove from the group **WITHOUT** notice & reported to the platform for further action. **🚨Disclaimer** By participating, you acknowledge this activity involves inherent risks. All attendees voluntarily assume full responsibility for: 🔹 Personal injury or property damage 🔹 Assessing their physical fitness for the challenge 🔹 Maintaining situational awareness throughout The organizer (host) expressly waives all liability for accidents/incidents occurring during the event. Participants agree to indemnify the organizer against any claims arising from their involvement.
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