TrailFun Summer Series 1 of 4 might be your next adventure Enter now for TrailFun Summer Series 1 of 4 »
Organiser
Trail Fun
⭐ TrailFun · Simonsig Wine Estate
Sat 10 January 2026



Become Brave. Start Your Next Trail Here.
Do you ever feel like running events are made for people who look fitter, faster, or more confident than you?
You’re not alone — most runners begin in that same quiet cocoon, unsure of where to start.
TrailFun was built to change that.
Every event offers a friendly, judgement-free environment where walkers, beginners, experienced runners and dogs (on leads) all belong. Each route is clearly marked, safe, and designed to help you grow — whether you want a challenge or simply want to move.
With every finish line, your wings unfold a little more.
⭐ Why Join Us at Simonsig?
A Route for Every Level
- 5km – Easy, safe, beginner-friendly
- 10km – A confident challenge
- 15km – 10km + 5km (Relaxed Run only)
- 21km – 10km x2 (Relaxed Run only)
Walk any distance — it all counts.
Two Ways to Start
The Race (with podiums + prizes)
- 10km Race: 7:40
- 5km Race: 8:00
- Registration: opens at 7:00.
Relaxed Run (no pressure, no crowds)
- Start anytime 7:00–9:00
- Registration 7:00–9:00
Perfect for walkers, beginners, families and “late starters.”
🧩 Your Rewards
- Collectable puzzle medal (Summer Series yellow) — 4 medals form a functional coaster
- Bottle of Simonsig MCC (wine-entry option)
- Finish-line spring water
- Free wine tasting (single portion)
- Runner’s wine specials
- Farmina dog/cat food goodie bag
- A race medal for your dog
🦋 TrailFun Hero — Become Brave All Year
TrailFun Hero is the simplest, smartest way to commit to your braver self.
For R220/month, you unlock entry to all 25 TrailFun events in 2026 — no admin, no budgeting, no “I’ll start next week.” Just show up, collect your seasonal puzzle medals, and let consistent movement build your confidence one event at a time.
If you’re ready to stop starting over, Hero turns trail running from a once-off intention into a lifestyle that lasts.
📍 Event Details
Simonsig Wine Estate
Saturday 10 January 2026
Entries from R80–R300
On-the-day entries available from 7:00am if capacity not reached.
Enter Now and begin your brave year on a beautiful summer trail.
🧩 Why the Puzzle Medal Matters

We designed our medal sets to reward consistency, not just performance.
Beginners love the motivation of building the coaster one season at a time.
Veteran runners enjoy turning their medals into something they’ll actually use — a coffee-cup coaster on their desk, a reminder of the miles they’ve earned.
Summer: Yellow
Autumn: Orange
Winter: Blue
Spring: Green
Four runs per season. Four medals per coaster. One brave journey.

🔗 Helpful Links
WhatsApp Group – event updates + community
https://chat.whatsapp.com/KufPW6uE3AMAWRVsFCUKZP
Strava Club – maps, route profiles, GPS files
https://www.strava.com/clubs/887708
📞 Contact
Rodney Russell
Tel: 074 900 9235
Email: rodney[at]trailfun.co.za
Enter now for TrailFun Summer Series 1 of 4 »
Classes and pricing
Available classes for the event
| Class | Distance | Start Time | Price (pp) |
|---|---|---|---|
| TrailFun : 5km (Juniors) | 5 km entry level 5km | 07:00 | R 80.00 |
|
TrailFun : 5km with wine
includes a bottle of Simonsig MCC |
5 km | 07:00 | R 290.00 |
| TrailFun : 5km | 5 km entry level 5km | 07:00 | R 190.00 |
| TrailFun : 10km | 10 km | 07:00 | R 220.00 |
| TrailFun : 15km | 15 km run the 5km and 10km routes | 07:00 | R 220.00 |
| TrailFun : 21km | 21 km loop of the 10km route | 07:00 | R 220.00 |
|
TrailFun : 5km with wine
SOLD OUT includes bottle of Estate wine |
5 km | 07:00 | R 270.00 |
|
TrailFun : 10km with wine
includes bottle of Simonsig MCC |
10 km | 07:00 | R 320.00 |
|
TrailFun : 15km with wine
includes bottle of Simonsig MCC |
15 km run the 5km and 10km routes | 07:00 | R 320.00 |
|
TrailFun : 21km with wine
includes bottle of Simonsig MCC |
21 km loop of the 10km route | 07:00 | R 320.00 |
Enter now for TrailFun Summer Series 1 of 4 »
Event location
Simonsig Wine Estate, Stellenbosch
| Route information | Simonsig is located northwest of Stellenbosch, on the Kromme Rhee Road between the R44 and the R304. Take Exit 39 off the N1. |
| Coordinates | -33.8700592, 18.8254192 |
| Address | Kromme Rhee Road |
| City | Stellenbosch |
| Province | Western Cape |
Enter now for TrailFun Summer Series 1 of 4 »