Challenging Hikes Sydney
Find thrilling hiking adventures in Sydney
Starlight Trail Hike
Fri, Oct 23, 11:00 PM
HIKEFit_EXpress - Summit Sessions
Tue, Oct 13, 7:30 PM**Feeling unsure about hiking?** You’re not alone. Many new hikers worry about endurance, steep trails, or what gear to use. **HIKEFit_EXpress – Summit Sessions** is designed to help you start hiking confidently — at your own pace — while building fitness, strength, and trail skills. ## **What You’ll Do in Each 60-Minute Session** **40 Minutes of Guided Hiking** * Explore beginner-friendly local trails * Build stamina gradually without feeling overwhelmed * Enjoy the outdoors in a supportive, encouraging environment **20 Minutes of Strength & Balance Training** * Exercises to support hiking muscles * Improve stability, flexibility, and injury prevention * Perfect for all fitness levels ## **Learn More Than Just Fitness** In **Summit Sessions**, you’ll also: * Get essential **gear tips** for safe and comfortable hikes * Discover **local trails** perfect for beginners * Learn about **longer hikes and international treks** so you can plan future adventures with confidence * Connect with a friendly community of fellow new hikers ## **Why Join HIKEFit_EXpress – Summit Sessions?** * Build endurance and strength **gradually**, without pressure * Gain confidence to tackle your first 2–3 hour hike * Learn skills that make hiking enjoyable and safe * Start your mornings energized and inspired

2026 WHALE TRAIL: Narrabeen to "Sunday Sippers" at Bilgola Beach!!!
Sun, Oct 25, 12:30 AM*Okay team... Mother Nature and her rain said "NO" today yet we still had a laugh, drink, and another drink. So? We try again, as this hike / bar is too good to miss out on...* We looooove our Sydney trails that treat us to **secret beaches**. We love finishing our events at **secret bars you’d never find**! What about an event… a **stunning hike that finishes at a** **secret beach bar** **with a band** that starts at 4pm bringing us right into a glorious sunset? On August 30, we did this hike but from the other way… Palm Beach down to Bilgola, and let me say this… **SUNDAY SIPPERS AT BILGOLA SLSC IS ONE OF THE COOLEST LITTLE BARS IN ALL OF SYDNEY!!!** It’s RIGHT on the beach. It’s only open once a month. **This bar is unforgettable (burger, beer pic is from Bilgola SLSC). Don’t miss this HIKE!** **THE HIKE. Narrabeen Beach to Bilgola Beach - 13.5kms.** We'll meet at the bus stop in North Narrabeen ([CLICK HERE for exact point where 199 bus drops)](https://www.google.com/maps/place/Northern+Beaches+Community+College,+Pittwater+Rd/@-33.7022113,151.2985563,18.82z/data=!4m15!1m8!3m7!1s0x6b0d550541a46f25:0x5017d681632c2f0!2sNarrabeen+NSW+2101!3b1!8m2!3d-33.7222735!4d151.2984024!16zL20vMDM4eDgz!3m5!1s0x6b0d54e1517e958b:0x284ff3157c081ca9!8m2!3d-33.702148!4d151.298203!16s%2Fg%2F11gzdz06t?entry=ttu&g_ep=EgoyMDI2MDgyNi4wIKXMDSoASAFQAw%3D%3D) \- we'll discuss it in the [whatsapp chat too](https://chat.whatsapp.com/FXMgLB7M7Rp7jH6ol6nf8g)). The 199 bus stop is there, then we'll cross the road and check out the rockpool then head into **Narrabeen Headland** which gives the most spectacular views south. Onward we go to **Turimetta Beach** (10/10 breathtaking) 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)**… North of that? **Basin Beach. Bungan Beach**.... these two are truly beautiful. We'll climb out of Bungan then head to **Newport Beach...** around the headland is **Bilgola Beach**, and we'll descend down some lovely stairs right onto the sand where **Bilgola SLSC** lies. *(Edit: Apologies in advance. This hike will get FULL. I have to let those that have been on many hikes in on seniority.)* **13.5kms 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 but DIY research) it's super easy to bus back south. Post-pub the 199 bus is literally up the stairs from Bilgola and runs every 10minutes. We'll arrive at the pub about 320pm (330pm opens)... I get it. It's Sunday. If you want to leave? That's okay. One drink. Stay longer? All options are open... See you for one of my favourite Sydney hikes and definitely my favourite (new) secret bar! MJ ***AN AD FROM THE MARKETING DEPARTMENT.*** ***September!!! Here's what's on in We Hike... to the Bar:*** 5th Saturday… [Macmasters Beach to Killcare to Hardy’s Hideaway](https://www.meetup.com/hikewalktothebar/events/316347936/) 6th Sunday… [Blue Gum Loop Hornsby & New Quarry](https://www.meetup.com/hikewalktothebar/events/316348293/) 12th [A Hike, Sunset & ABBA](https://www.meetup.com/hikewalktothebar/events/316365727/) 13th [SPIT BRIDGE TO MOSMAN ROWERS!](https://www.meetup.com/hikewalktothebar/events/316413157/) 17th Byron Bay – 21st Byron Bay 26th Saturday… Cronulla to Cook @ Kurnell (Coming Soon) 27th Sunday… [Secret Beaches to Sunday Sippers at Bilgola Beach SLSC (my new, fav hike and bar of 2026)](https://www.meetup.com/hikewalktothebar/events/316348531/) **______________________________________________________** **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.** $15 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.

WE HIKE... to the YACHT PARTY OF 2026!!!
Fri, Oct 16, 11:00 PM**WE HIKE TO THE YACHT PARTY 2026** **SATURDAY, 17 OCTOBER 2026** **(Yup. That pic is our yacht! Look at it!)** Here we go team... you asked for it. We provide it. Last year was super, super fun. We Hike to the Bar has doubled in size, so *"You're gonna need a bigger boat..."* So. We got a bigger boat. More fun. More chaos. More memories. Newbies, guests feel free to join in - always more fun if you come on a hike with us leading up to the event. Here we gooooooo! **SCHEDULE OF EVENTS:** 10AM: \*\*3HRS (OPTIONAL) SYDNEY HARBOUR HIKE 1PM: \*\*ONE HOUR TO CHANGE, BYO FOOD, BYO DRINKS. 2PM: \*\*DEPART KING ST WHARF ON WHITEHAVEN 5PM: \*\*ARRIVAL KING ST WHARF 530PM: *AFTER PARTY AT HELM BAR, OUTDOOR TERRACE* [ALL PAYMENT DETAILS, ETC WILL BE DISCUSSED IN OUR WHATSAPP GROUP. CLICK ON THIS LINK - YOU MUST JOIN (if you registered your interest you are already in there).](https://chat.whatsapp.com/Ig0MHnm7TLFFC1rupyF28N) **WHITEHAVEN** (55 foot Catamaran, up to 70 hikers, 2 spacious decks, lounge seating, quality sound system, swim ladder) **PRICE: $110**. Payment info will be in the whatsapp group. Includes the hike, the yacht + 2x wharf fees, BYO food fee, BYO booze fee, 3x staff fee, BBQ fee. I’ll bring 1x sausage / bun for all, crisps, and salads for the vegetarians. *Sorry no refunds, but tickets are transferable (expecting a waitlist for this one)!*

12kms Flat Rock Gully to Spit Bridge! Sunday Roast "Cheers" @ Pub to Finish!
Sat, Oct 10, 10:45 PMWow. A hike in the middle of Sydney that we haven't done! And this session looks delightful. Sheez as I'm looking at the map I can't believe this green trail / river zigs and zags all the way down to Spit Bridge through lush neighbourhoods... this looks like a really cool hike / walk!!! We'll finish at the pub to "Cheers" at the end of our weekend. **THE HIKE.** I won't write much, as this is a newbie to me too (I'll do a trial run on my own this week), and the map (pic) doesn't do it justice as there's so much greenery along this journey. Let's meet **Artarmon Station** (on the platform) then **Artarmon Reserve** turns into **Flat Rock Creek and the Flat Rock Gully Track**... and this twists and turns all the way down to **Middle Harbour**! Bit of a neighbourhood walk (no doubt amazing homes) leads to **Primose Park, Brightmore Reserve** right on the water... down to the last 3kms which is hugging the water down at **Middle Harbour to Spit Bridge** \- definitely one of the nicest places in all of Sydney\. From there? Pub. Of course. Always. Let's cheers to our 12kms journey. Minsky's in Cremorne has been a pretty decent spot for us in the past with nice food. A reservation has been made, and their $27 Sunday Roast looks pretty damn good.. This hike / walk is mostly downhill with some minor ups / downs... but it looks like a pretty relaxed 12kms. Perfect for a **Sunday Session starting at 945am.** *[TEAM. UNSURE WHY THIS IS A TOUGH ONE. AFTER YOU HIT ATTEND. COME BACK. HERE. SEE THESE CAPS AND HOW IT'S UNDERLINED? THAT IS A LINK TO OUR WHATSAPP GROUP. YOU MUST JOIN THE WHATSAPP GROUP TO COME ON THIS HIKE!](https://chat.whatsapp.com/GjaW0lTW45C5BdIpPn9SBc) (All said with a smile and friendly nudge)* Drivers, please DIY about Artarmon parking, and we'll get ya back there via bus from Spit Bridge / the pub on the day. See you there! MJ **THE LOGISTICS.** a) Gratuity $15 Cash or PayID on the day. b) Let's try to start hiking by 10am absolute latest. c) Last minute Cancels and No Shows... *I'm not even going to say it.* d) Have a backpack filled with... well, you know all this shit by now. Make a list. Be safe. Be smart. **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; and 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; and e) 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).

🌸CQ🌸WATSONS BAY🌸BONDI BEACH🌸COOGEE BEACH🌸
Wed, Oct 14, 11:00 PMMEETING: Circular Quay Wharf 2 🌸✈️🌸 TIME: 10:00 for the 10:15 ferry to Watsons Bay 🌸⏰🌸 DETAILS: This is one of the best walks in Sydney, with glorious harbour and/or beach views the entire way. Watsons Bay-Diamond Bay-Bondi Beach-Tamarama, Clovelly, Gordon’s Bay, Coogee Beach with several spots to enjoy a beverage at the finish 🌸⛱🌸 LUNCH: Bondi Beach 🌸🍽🌸 COST:💲5️⃣ cash gratuity or (donation)for this walk.💵 🌸💲🌸 DISTANCE: 1️⃣4️⃣kms 🌸🦋🌸 THIS WALK IS GRADED AS: Spectacular, and hopefully the odd 🐳 🌸☀️🌸 GET OUT POINTS: the entire way 🌸🚦🌸 TRANSPORT: Ferry to Watsons Bay, return Bus to the City 🌸✈️🌸 GENERAL HOUSEKEEPING: 🌸💃🌸 IF YOU WOULD LIKE TO BRING A FRIEND PLEASE MESSAGE ME, unfortunately only the 2 legged kind, and not the 4 legged kind are included. 🌸🥰🌸 I am always open to suggestions if there is a destination/hike/walk you’d like to do…just message me 🌸 👣🌸 A heads up for newcomers and first timers. Our walking group is a fabulous Melting Pot of cultures, backgrounds, professions and life experiences. We love our Walks. We are INCLUSIVE OF EVERYONE………if you’re: kind, nice, fun, polite and respectful. 🌸😘🌸 On that note…. In recent times my walks are at capacity, which I’m capping at 40. Regulars, regardless of numbers are always welcome….just PM me if you’re on a waitlist. 🌸♥️🌸 We walk at a medium pace of 4kms per hour, stopping for breaks and to take in the views. It is a reasonable expectation that the group stays together. It is your responsibility to stay in line of sight. If you cannot walk at this pace, I will let you know of the next get out point. This is not negotiable. 🌸🐌🌸 As this is a walking group, bikes, ebikes, scooters, escooters, and pogo sticks are not compatible or welcome. 🌸👣🌸 Grading for my walks: Easy: Mainly flat, suburban, loads of get out points, up to 14kms. Easy-Medium: some stairs, a few uneven surfaces, up to 15kms. Medium: Stairs, rocks, coastal beaches/sand, ups, downs, get out points limited, up to 17kms Medium-Hard: uneven surfaces, need to take extreme care and be hike fit. Few get out points. Tracks, uneven surfaces, steep inclinations and limited resources. 🌸👯♀️🌸 WALKING GUIDELINES & RESPONSIBILITIES: 🌸✍️🌸 Carry sufficient food and water (2 litres) for the expected conditions of the walk. Pls don’t separate from the group, unless you let someone know, preferably me. The waitlist is completely discretionary….reliable regulars will ALWAYS be included. 🆗……….If you are a no show, you will not be welcome to join a future walk with me. (It’s a courtesy kind of thing). If people are on the waitlist, it is also very inconsiderate. Marking yourself as “Not Going” within 2 hours of departure does not allow reasonable time to notify anyone on the waitlist. 🌸🙅♀️🌸 On the odd occasion, the walk may change from the schedule, due to weather, unforeseen track obstacles OR emergency situations. 🌸🤞🌸 Please make sure your conversation is always courteous to other group members. 🌸😍🌸 PS…. IF YOUR ID PIC IS OF A COFFEE CUP, YOUR DOG OR CAT, A VIEW, and not a picture of you…You’ll stay waitlisted. 🌸❌🌸 SAFETY WARNING: Please stay away from cliff edges and be very careful when walking on wet and slippery rocks and surfaces. Stay within sight of the group at all times. 🌸🔴🟢⚫️🟠🔵🟡🟣🟤🌸 DISCLAIMER: Your health and safety is our priority, we take care to minimize risk and avoid accidents and injuries. However, Organizers and Hosts are not responsible for your health and safety and do not accept any liability for accidents and injuries that may occur during Meetup activities and events. Please take responsibility for your own safety and belongings. By RSVP to this event you and your guests agree to comply with the terms and conditions of the Aussie Explorers Meetup group which can be found in the link below: https://www.meetup.com/Aussie-Explorers/pages/28346396/Terms_and_Conditions_of_joining_Aussie_Explorers 🌸☀️🌸 HAPPY WALKING 🍃🌸🌿🌸🌿🌸🍃 xxLisa
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