Trail Fun – Trail Running on Wine Farms

Come run with us

Feel the freedom

Experience the power

We run, we become

Reasons to run with us

Trail Running on Wine Farms

We care about you and want you to succeed. TrailFun arrange runs for you in a safe environment, on a well marked route, that is fun, so you can relax and enjoy your morning run. Find Fun Me-Time when you get together with special people and laugh, run, drink wine and talk.

01 Be healthy

Fresh air and early morning running trips sure can cure almost anything.

03 Feel free

You choose what time you would like to start.

02 Be one of us

By becoming a TrailFun Hero you get to experience 100% unforgettable moments.

04 Stay strong

Regular running helps you stay fit, healthy and hardy no matter what.

Search our calendar for races and series.

Find your personal finish time.

Be a hero and never miss another run again.

New in 2025

All 4 Series 2025

Enter now for all 4 Summer Series and you get:

Entry to all 4 TrailFun Summer Series Runs
Personalized timing card
Skip the Registration queue
All 4 Puzzle Medal Pieces
Free pair of trail socks / soft cup / trail shoe bag / fold up bag
Free entry into Hero Only Run

Enter now for all 4 Autumn Series and you get:

Entry to all 4 TrailFun Autumn Series Runs
Personalized timing card
Skip the Registration queue
All 4 Puzzle Medal Pieces
Free pair of trail socks / soft cup / trail shoe bag / fold up bag
Free entry into Hero Only Run

Enter now for all 4 Winter Series and you get:

Entry to all 4 TrailFun Winter Series Runs
Personalized timing card
Skip the Registration queue
All 4 Puzzle Medal Pieces
Free pair of trail socks / soft cup / trail shoe bag / fold up bag
Free entry into Hero Only Run

Enter now for all 4 Spring Series and you get:

Entry to all 4 TrailFun Spring Series Runs
Personalized timing card
Skip the Registration queue
All 4 Puzzle Medal Pieces
Free pair of trail socks / soft cup / trail shoe bag / fold up bag
Free entry into Hero Only Run

Let's run

Upcoming Events

New Wine Farm

15 / 06

TrailFun Holiday Series 3 of 5

Middelvlei

New Date

22 / 06

TrailFun Winter Series 1 of 4

Kanu Wines

25 / 01

TrailFun Summer Series 2 of 4

Middelvlei Wine Estate

08 / 02

TrailFun Summer Series 3 of 4

Delheim Wine Estate

22 / 02

TrailFun Summer Series 4 of 4

Neethlingshof Wine Estate

08 / 03

TrailFun Autumn Series 1 of 4

Devonbosch Wine Estate

05 / 04

TrailFun Autumn Series 2 of 4

Kaapzicht Wine Estate

10 / 05

TrailFun Autumn Series 3 of 4

Bellevue Wine Estate

24 / 05

TrailFun Autumn Series 4 of 4

Mooiplaas Wine Estate

More runs coming soon

smile

Gallery

Simonsig

11. Jan 25

Devonbosch

30. Nov 24

Mitre's Edge

23. Nov 24

We don’t run to win races.
We don’t run to get places.
We run to escape this world.
We run to find peace, with ourselves.
We run to feel free.
We run to feel strong.
I am a Trail Runner.

Events

Wine Farms

Runners

Heros