Bouldering Toronto

Wilder Series: The Provoking Lake Loop

**Please note the only way to register for this adventure is on [our website.](https://www.wildernessunion.com/adventures/provoking-lake)** **Most people take two days to walk around Provoking Lake. We are doing it in one.** This one's part of our Wilder series, our lineup of challenging adventures for those chasing bigger, more grueling and more rewarding days out. We’ll be taking on Loop 1 of the Algonquin's Highland Backpacking Trail, The trail circles Provoking Lake through classic Algonquin forest, roots, rock, and enough elevation change to keep your attention the whole way around, covering 21.5km by the time we're back at the car. You will pass a couple of lookouts over the lake and the surrounding hills, and long stretches where the loudest thing around is a woodpecker or your own footsteps. Backcountry campsites dot the shoreline the whole way around, a quiet preview of what a multi-day trip on this trail could look like down the road. Twenty one kilometres of Algonquin backcountry, done in a day. Are you up for it? **Due to increased demand for daily vehicle permits in fall, all members will be required to take our transport for this adventure. The cost of transport is included in the cost of this adventure.** ‍ **Accessibility** Wilderness Union is committed to making our adventures as accessible as possible. If you wish to make an accommodation request relating to a disability or provide feedback, please do so by sending an email to [info@wildernessunion.com](mailto:info@wildernessunion.com) **Highlights** **Provoking Lake Lookouts:** A couple of clearings along the loop open up over the lake and the surrounding hills. **A Real Physical Test:** 21km and over 800 metres of climbing in a single day. Come ready to work for it. **Wildlife Country:** Moose and loons are regulars around Provoking Lake, keep your eyes open. **Event cost: $130+HST (for explorer members)** **Register [here.](https://www.wildernessunion.com/adventures/provoking-lake)** **About Wilderness Union** Wilderness Union is deliberate about building an outdoors community that connects you to the life-changing magic of the outdoors and helps you find your people. Members range from 20-40 years old. The group is a mix of GTA locals and newcomers to Toronto from within Canada and abroad. Attendance numbers on Meetup don't reflect our actual event attendance - we typically have 15-20 community members at each event. Large enough that there's someone new to meet but small enough that it's not overwhelming! ***Learn more at our website [www.wildernessunion.com](https://www.wildernessunion.com/)***

True North Climbing Meetup Group Everyone Welcome!

Caves, Cliffs, and Crevices: The Duncan Caves Loop

**Please note the only way to register for this adventure is on [our website.](https://www.wildernessunion.com/adventures/duncan-caves)** **Join us as we head to the Duncan escarpment to explore some incredible ‘crevice’ or ‘fracture’ caves, created over thousands of years through a mixture of glacial movement, extreme temperatures and the raw force of gravity.** We start the hike through open farmland and meadow before the ground tilts up and we climb onto the escarpment itself. From there, most of the day is spent walking along the escarpment and through the forest that grows right up to the cliff edge and spill over its exposed rock. We will then descend into the caves, with some being over 30 metres deep. You will be scrambling in some places, working your way down and through one of the more unique pieces of trail anywhere in Ontario. From the caves, the trail climbs back along the escarpment edge through mature forest, with a stretch of cliff top that opens up into views out over the valley below. We drop back down and loop through the same mix of field and forest that opened the day. **Parking is extremely limited at the trailhead, so we recommend taking transport for this adventure.** ‍ **Accessibility** Wilderness Union is committed to making our adventures as accessible as possible. If you wish to make an accommodation request relating to a disability or provide feedback, please do so by sending an email to [info@wildernessunion.com](mailto:info@wildernessunion.com) **Highlights** **The Crevice Caves:** A gorge over 30 metres deep, formed by rock shifting off the escarpment face. **Cliff Top Views:** A stretch of trail along the escarpment edge showing off open views over the valley. **Farmland to Forest:** Open farm fields give way straight into escarpment forest. **Event cost: $60+HST (for explorer members) - $40 optional transport available.** **Register [here.](https://www.wildernessunion.com/adventures/duncan-caves)** **About Wilderness Union** Wilderness Union is deliberate about building an outdoors community that connects you to the life-changing magic of the outdoors and helps you find your people. Members range from 20-40 years old. The group is a mix of GTA locals and newcomers to Toronto from within Canada and abroad. Attendance numbers on Meetup don't reflect our actual event attendance - we typically have 15-20 community members at each event. Large enough that there's someone new to meet but small enough that it's not overwhelming! ***Learn more at our website [www.wildernessunion.com](https://www.wildernessunion.com/)***

Meetup Event: Business Builders & Job Seekers — Coffee + Clarity Session

I get a lot of messages from people who want to connect for different reasons—partnerships, potential investment, help building a leveraged business model, or job opportunities. This meet-up is a casual but **structured** way to meet in person, quickly understand what you’re working on, and determine clear next steps. ### **📍 Location** **Second Cup** 4841 Yonge St · North York, ON ### **🕓 Time** **Aug 20th, 2026** **6:00 PM – 9:00 PM** *** ## **💵 Attendance Fee (Important)** * **Free for job seekers only** (if your primary purpose is employment. Please message me on the Meetup Platform). * **$10 for business-related attendance**, including: * business model feedback / guidance * partnership discussions * investment-related conversations * strategic support / “how do I move forward?” planning *If you’re coming for both job + business advice, it’s considered business-related and the $10 applies.* *** ## **✅ RSVP (Required)** Please RSVP so I can plan seating and manage time fairly for everyone. *** ## **What this meet-up is (and isn’t)** **This is an intro + screening session** designed to: * meet you briefly * clarify your direction * identify fit * suggest the next best step **This is not** a full consulting session, a guaranteed job interview, or a promise of investment/partnership. Those decisions happen after follow-up, if there’s a fit. *** ## **Format / Timeboxing** To keep it fair, conversations will be **timeboxed (approximately 5–10 minutes per person)** depending on turnout. You may stay and listen to other discussions. *** ## **What to bring (typed + prepared)** ### **If you want help with a business model** Bring a **typed 1-page plan** (rough is fine) including: * what the business does * who the customer is * how it makes money * what you’ve done so far * what you need help with right now ### **If you’re looking for a job** Bring **two printed copies** of your resume. ### **If you want to partner with me** Bring a **typed outline** including: * your concept (clear + simple) * **your responsibilities** (what you will personally do each week) * **your expectation of my responsibilities** * what success looks like (timeline + goals) ### **If you’re seeking investment (or want to discuss it)** Bring a **typed summary** including: * what traction you have (sales/users/LOIs/partnerships—anything real) * how much capital you’re seeking * exactly how the funds would be used * why you’re the person/team to execute *** If this sounds like you, join me at **Second Cup on Sept 17th from 6:00 PM - 9:00 PM**. If you are looking for a job, please use the meetup messaging feature to message me and I will add you to the event.

HikeFit: Earl Bales – Steep Hills Fitness Hike – L3 (Moderate)

Ready to sweat it out on the hills? Join us for a HIIT-style hill training hike This hike is part of the **HikeFit Series**, a collection of fitness-focused hikes designed to build strength, endurance, and overall hiking fitness. We’ll challenge you with steep climbs, rugged terrain, and a high-intensity workout. This isn’t a fast-paced hike, but it is **intense**. We’ll tackle multiple **very steep hills** in intervals, with plenty of chances to catch your breath, recover, or skip hills if needed. This hike is designed for intermediate hikers, but it’s **beginner-friendly** since you can skip as many hills as you need. It’s perfect for anyone looking to **get stronger, improve endurance, and boost their hiking fitness** at their own pace. **Weather-Dependent Notice:** The hike is a go, **(light)** rain or shine; However, if there's a risk of excessive mud making the hills too slippery, the hike will be canceled with around 24 hours’ notice. **Distance & Duration:** * **Length of hike:** \~4 km * **Event duration:** \~1.5 hours * **Trail maps:** Random hill at Earl Bales park * **Difficulty level:** L3 (Level 3/Moderate) * Terrain: L4 * Pace: L2 * Distance: L1 **What to Bring:** * **Water:** 1\~2 liters * **Extras:** Hiking pole (Highly recommended) * **Required Gear:** Hiking boots or Trail Runners with good grip, Headlamp, and [Microspikes](https://kahtoola.com/traction/microspikes-footwear-traction/?srsltid=AfmBOoqq-URDFRgNAISoLYH1l1cSLKeXOTSuU6EqUC6VupfLNZAGRg8P) **Costs:** * **Member Event fee:** FREE EVENT **Travel Coordination:** * No Travel Coordination for this Event, Meeting at Starting Point **Event Guidelines:** * **Punctuality,** Please arrive on time so we can start promptly. We won't be able to wait for more than 5min past the start time * **Pack out everything you bring** (including nut shells, fruit peels, etc.) to help keep our trails clean. * **RSVP:** Only those marked as “Going” and have confirmed travel details (if requested) are eligible to attend the event. * If your **plans change** and you are no longer able to attend, please update your RSVP as soon as possible. * **No-shows** without prior communication may result in removal from future events. * **Weather Considerations** The hike is a go (light) **rain or shine**, so please be prepared for the conditions. for example, If it’s expected to rain, waterproof gear (like a jacket or shoes) * **Pets:** please check with the organizer for details before bringing your pet. Looking forward to seeing you on the trail

Founders, Investors & Talent Networking Mixer | Toronto

Join founders, investors and tech talent at this curated **startup networking event in Toronto.** Meet ambitious builders, exchange ideas and discover new opportunities in a dynamic community environment. **RSVP: [Use this link](https://www.eventbrite.com/e/startup-networking-toronto-founders-investors-talent-mixer-tickets-1987710363204?aff=oddtdtcreator&keep_tld=true)** **Please note that RSVP is managed via Eventbrite to control attendee lists — don’t ignore it to avoid issues with on-site payment.** **💡 Why This Event Is Different** Most networking events end with exchanged LinkedIn profiles. This one focuses on real conversations and real opportunities. We bring together founders, investors, engineers, operators and talent in a curated environment designed to create meaningful connections. Through interactive networking rounds, open conversations and pitch opportunities, participants can share challenges, exchange insights and build relationships that last beyond the event. **🤝 What to Expect** * **Interactive Networking** Structured networking rounds where participants briefly introduce themselves, share current challenges and explore collaboration opportunities. * **Talent Corner** Recruiters and hiring managers can briefly share open positions, while engineers and operators can introduce their skills and interests. * **Startup Conversations** Open discussions about fundraising, product development, growth and startup challenges. **👥 Who Should Attend** • Startup founders • Investors and angels • Engineers and builders • Operators and product managers • Recruiters and HR professionals • Sales and business development professionals • Job seekers interested in startups • Newcomers to the Toronto tech ecosystem

🌳🚶‍♂️ Eglinton West Trail & Mimico Creek + Swiss Chalet 🍗! 12KM

**🌳🚶‍♂️ Eglinton West Trail & Mimico Creek + Swiss Chalet 🍗** Golden trails, sparkling creek, great conversation… and Swiss Chalet after 🍗. We’re walking **Eglinton West & Mimico Creek** this weekend — once it’s over, it’s gone. Meet awesome people, get fresh air, and make memories you *won’t* get sitting at home 💬☀️. 📱 Don't forget to join our **WhatsApp Group – [CLICK HERE](https://chat.whatsapp.com/H59mSCbsAi018gYANrKAnc)** **📍 Meetup Details** 🚌 **Start:** We’ll begin by taking the **73 Bus** to Eglinton West. 🚶‍♀️ **Route:** Follow the city trail until we reach Mimico Creek, take a short park break 🌳, then continue back to **Royal York Subway Station** 🚇. 📌 **Location:** Inside Royal York Subway Station — by the stairs on the bus platform. Look for me in my 🦌 Moose Hat! ⏰ **Time:** We leave with the **10:55am bus** — I will only wait until departure. 💵 **Fee:** $5 cash 💰 or e-transfer to **mathewmaclean@hotmail.com** **🎒 What to Bring:** 💧 Water 👟 Good walking shoes 🥪 Snack 🚻 Bathroom stop before you arrive (there *may* be facilities on the walk, but not guaranteed) 🏁 **End Spot:** Back at Royal York Subway Station 🕒 **Leaving Time:** Anytime you like — your pace, your choice! **⚠️ Notes:** * Plans can change — please check for possible cancellations 🔔. * You can **just show up** if you’re not sure until the last minute. 💬 This group is open to *everyone* — singles, couples, social butterflies 🦋, and anyone who wants to meet great people. We also host 🎥 movies, 🥾 hikes, 🎭 arts & culture outings, and more.**[!](https://chat.whatsapp.com/H59mSCbsAi018gYANrKAnc)** 📩 **Organizer:** Mathew — post a message on the wall or email **torontomoviesandoutings@hotmail.com** for questions. **Come for the trails.** **Stay for lunch.** **Leave with a new connection — and maybe a new friend.** 🌳🍦💛

Cabbagetown Architecture Tour & Festival

We will be walking by the grandest homes in Cabbagetown and discussing their unique history and architecture. We will also be visiting the Cabbagetown Fall Festival which includes music, food, a street festival, arts & crafts, yard sales and a farm. This event is free. Highly recommended.

Sunset Paddle (Kayak or SUP) & Social @ Keating Channel Pub

Try out Dragonboating - Sunnyside Paddling Club

**Event Details:** This session includes one hour of paddling instruction by certified coaches and is $10! It is mandatory to register [here](https://app.amilia.com/store/en/sunnyside-paddling-club/shop/programs/128679?subCategoryIds=6666732&subCategoryIds=6667051&subCategoryIds=6672268). Please note accepting the meetup event is not sufficient for registration **Join Us for a Dragon Boating Experience!** Discover the exhilarating sport of dragon boating with our special event, designed for beginners and enthusiasts alike. You'll learn the basics of paddling, engage in fitness training specific to dragon boating, and find out how you can get involved with our vibrant community. **Why You Should Try Dragon Boating:** Dragon boating is a thrilling water sport rooted in over 2,000 years of Chinese tradition. It has grown globally, welcoming participants of all backgrounds and abilities, from recreational paddlers to elite athletes. The sport's unique team dynamic, requiring over 22 people per boat, fosters a strong sense of camaraderie and teamwork. It's truly the ultimate team sport! **Our vision for you!** We love the sport and its unique ability to build community. We hope you'll join our community! After attending the try it out, our learn to paddle program or our Thunder dragon boat program. If you join either your try it out is freeeeee! Alternatively, we have several self-managed community teams that are recruiting, take a look at our website [here](https://www.sunnysidepaddlingclub.com/join-dragonboat-team). **Who Can Join?** We welcome everyone, regardless of experience or background. No swimming ability is required. **Connect With Us:** Follow us on social media: @sunnysidepc Learn more about our club online: [Sunnyside Paddling Club](https://www.sunnysidepaddlingclub.com/) Come try out dragon boating and meet our fantastic team! We look forward to seeing you on the water.

SOCCER ⚽️ All Genders Welcome! Skill Level is Average and Above.

Walk: Gatineau Corridor Trail! 9KM

# 🌿 Gatineau Corridor Trail Walk ### An Easy, Flat Walk — Perfect for Getting Started We'll begin near Kennedy Station and make our way through a series of small parks before connecting with the Gatineau Corridor Trail. Along the way, we'll pass through areas filled with wildflowers, tall grasses, and natural growth that give you a glimpse of what these spaces can look like when nature is allowed to take over a little. 🌼🌿 The city has changed the way some of these green spaces are maintained, allowing the grass and wildflowers to grow more naturally. Instead of perfectly manicured lawns, you'll see a much more colourful and natural landscape — a little reminder that sometimes the most beautiful parts of the city are the ones we simply let grow. Don't forget to join our **WhatsApp Group – [CLICK HERE!](https://chat.whatsapp.com/H59mSCbsAi018gYANrKAnc)** *** ## 🚶‍♂️ What We'll Do We'll start at the Dollar Tree and walk through the surrounding green spaces before joining the Gatineau Corridor Trail. Along the way we'll: * Walk through several small parks * Follow the mostly flat trail * Lots of wildflowers * Stop for a break around Eglinton & Victoria Park * Enjoy some conversation and time to get to know each other * Make our way back to where we started The walk is approximately **2hrs** depending on the pace of the group. And remember — **you can leave at any time.** There are multiple points along the route where you can make your own way home. *** ## ☀️ Weather & Expectations This walk happens in typical Toronto weather conditions. Please dress appropriately for the weather and bring water, especially during the warmer months. This is one of our easier walks. If you've been wanting to start walking more but aren't sure you're ready for a longer or more challenging hike, **this is a great place to begin.** *** ## 🧢 Meetup Details 📍 **Meetup Location:** In front of the Dollar Tree Store 🫎 I'll be wearing my Moose Hat. ⏰ **Meetup Time: 11:00 AM** I will only wait 5 minutes. **Early is on time. On time is late.** 🚗 **Parking:** There is parking available in the area. 🚇 **Transit:** We're also relatively close to Kennedy Station. 🏁 **End Point:** Back at the Dollar Tree Store *** ## 🎟️ Meetup Fee **$5 cash in person or e-transfer** 📧 **[mathewmaclean@hotmail.com](mailto:mathewmaclean@hotmail.com)** This fee helps support the group and allows us to continue organizing events throughout Toronto. *** ## 🎒 What to Bring 💧 Water 👟 Comfortable walking shoes 🥨 A snack 🧴 Sunscreen on sunny days *** ## 🌈 Who Is This For? This walk is especially great for: * People who are getting back into walking * Anyone looking for an easy trail * Beginners who aren't ready for a challenging hike * People who want to meet others while getting some fresh air * Anyone who simply wants an easy Saturday/Sunday outing The activity is the container. **The people you meet along the way are the real experience.** *** REMEMBER: You're welcome to RSVP ahead of time or just show up on the day if you're unsure about your schedule. Sometimes things happen and events may need to be cancelled or changed, so please keep an eye on the event page for updates. 👤 **Organizer: Mathew** Questions? Post on the event wall or email: **[torontomoviesandoutings@hotmail.com](mailto:torontomoviesandoutings@hotmail.com)** **Come for the easy trail.** **Stay for the conversation.** **Leave with a new connection — and maybe a new friend.** 🌿💛