Here is definitive list of Sydney walking events 2019. It’s an event calendar of challenge walks in Sydney and surrounds, including Wollongong and the Central Coast.

Whilst all are challenging, some are true long distance charity walks, with a few 50km or 100km walks for charity.

We update this walking events calendar throughout the year, so depending when you're reading we may have 2020 events listed too.

You'll find something to suit everybody, from virtual pedometer walking events to overnight challenges. There are some running events included because they offer entries especially for walkers.

Walking Events Calendar

The SMH Sun Run

Saturday 2 Feb 2019

  • Location: Northern Beaches from Dee Why to Manly
  • Distance: 7km and 10km solo or team
  • Cost: $30-$60 per person
  • Supporting: Life Saving Clubs in Manly and Dee Why.
  • Read more and register.


65K For 65 Roses

Saturday 23 February 2019

  • Location: The Bay Run, Leichhardt Park, Rozelle
  • Distance: Choose between 7km, 21km, 35km, 42km or 65km walk. Solo or team.
  • Cost: $20 – $65 per person. $120 – $150 for families.
  • Supporting: Cystic Fibrosis NSW and The Children’s Hospital, Westmead.
  • Read more and register.


Great Illawarra Walk

Saturday 7 March 2020

  • Location: Shellharbour to Austinmer.
  • Distance: Any distance up to 40km. Solo or team.
  • Cost: $40 per adult and $20 per child.
  • Supporting: Finding a cure for Vanishing White Matter Disease
  • Read more and register.


Melanoma March

Sunday 10 March 2019

  • Location: Manly Promenade. (There are more Melanoma Marches in Picton, Emu Plains, Wollongong, and the Central Coast.)
  • Distance: 4km.
  • Cost: $25 per adult and $15 per child.
  • Supporting: Melanoma Institute Australia to support melanoma research.
  • Read more and register. Or find another NSW location..



Friday 15 March 2019

  • Location: Rushcutters Bay to Manly (30km), or Maroubra to Manly (60km)
  • Distance: 15km, 30km & 60km events. 4 person team (50% women).
  • Cost: $172 – $234 per person Minimum $2000 fundraising commitment per team.
  • Supporting: Fred Hollows Foundation, restoring sight to needlessly blind people.
  • Read more and register.
Coastrek event

Image: Coastrek


Walk For Kids With Cancer

Sunday 24 March 2019

  • Location: The Rocks to Manly.
  • Distance: 27km. Additional options: 1 km, and virtual walk.
  • Cost: $55 early bird.
  • Supporting: The Children’s Hospital at Westmead. Supporting the children’s cancer centre.
  • Read more and register.
Sydney walking events

Walk for Kids with Cancer event. Overlooking Crater Cove in Sydney Harbour National Park.


MS Walk and Fun Run

Sunday 7 April 2019

  • Location: Pyrmont.
  • Distance: 4km or 8km.
  • Cost: Early Bird $45 Adult, $35 Child. People living with multiple sclerosis will receive complimentary entry.
  • Supporting: Funding services and support for people living with multiple sclerosis.
  • Read more and register.


Mothers Day Classic

Sunday 10 May 2020

  • Location: The Domain, Art Gallery Road.
  • Distance: 4km, 7km and 8km walk (and run). Solo or group.
  • Cost: $35-$60 for adult walkers (more to run).
  • Supporting: National Breast Cancer Foundation, for the prevention and cure of breast cancer.
  • Read more and register.


SMH Half Marathon

Sunday 19 May 2019

  • Location: College Street to Hyde Park.
  • Distance: 21.1 km solo or team.
  • Cost: $107
  • Supporting: Aims to raise $1 million for over 800 charities
  • Read more and register.


Five Lands Walk

Saturday 22 June 2019

  • Location: Central Coast – MacMasters Beach to Terrigal Beach, via Copacabana, Avoca Beach and North Avoca
  • Distance: 10km
  • Cost: Free but must register.
  • Supporting: Communities on the Central Coast.
  • Read more and register.


Sutherland 2 Surf

Sunday 21 July 2019

  • Location: Sutherland to Cronulla.
  • Distance: 11km.
  • Cost: $54 Adult, $145 Family standard entry. Early Bird rates available.
  • Supporting: Wanda Surf Life Saving Club, St Vincent De Paul Society.
  • Read more and register.


City 2 Surf

Sunday 11 August 2019

  • Location: Hyde Park to Queen Elizabeth Drive.
  • Distance: 14 km Solo or Family.
  • Cost: $67 Adult, $42 Child, $134 Family
  • Supporting: Aims to raise $5 million for over 850 charities.
  • Read more and register.


Oxfam Trailwalker

Friday 23 – Sunday 25 August 2019

  • Location: Hawkesbury to the Harbour.
  • Distance: 100km and 50km 4 person teams.
  • Cost: $700 team registration for 100Km and $500 for 50km plus a minimum fundraising commitment of $1600.
  • Supporting: Oxfam Australia, challenging poverty. Aims to raise $3 million.
  • Read more and register.
walking challenges

Ian at the finish line of Sydney Oxfam Trailwalker.

Unity Walk in the Park

Sunday 25 August 2019

  • Location: Sydney Park, St Peters. Another event in Stuart Park, Wollongong.
  • Distance: 2km or 4km walk.
  • Cost: $35-$45 adults, $20-$30 children, $10 dogs
  • Supporting: Parkinson’s NSW.
  • Read more and register.


Bloody Long Walk – Sydney North

Sunday 8 September 2019

  • Location: Palm Beach to Manly.
  • Distance: 35km. Solo and group.
  • Cost: From $95 individuals and $550 corporate team (“super early bird” rates)
  • Supporting: Australian Mitochondrial Disease Foundation, to find a cure for mitochondrial disease.
  • Read more and register.


Beachside Dash

Sunday 8 September 2019

  • Location: Sans Souci.
  • Distance: 2km, 5km and 10km. Teams or individuals.
  • Cost: $10-$50, depending on distance and early bird rates.
  • Supporting: St George & Sutherland Medical Research Foundation; supporting medical research in St George and Sutherland Hospitals.
  • Read more and register.


Kangaroo Valley Trek for Timor

Saturday 14 September 2019

  • Location: Kangaroo Valley.
  • Distance: 14km, 36km and 50km. Teams of 2-6.
  • Cost: Early bird fee $50. Standard fee $65.
  • Supporting: Communities in East Timor.
  • Read more and register.


Sydney Running Festival

Sunday 15 September 2019

  • Location: Bradfield Park to the Harbour Bridge.
  • Distance: 3km, 10km, 21.0975km and 42.195km. Solo or family.
  • Cost: Early bird fee $40 to $149. Standard fee $55 to $180.
  • Supporting: Sydney Institute of Marine Science (SIMS), NSW’s premier marine research facility.
  • Read more and register.


Walk with Lifehouse

Saturday 19 October 2019

  • Location: Royal National Park.
  • Distance: A one-day coastal trek over 28kms, in teams of 4.
  • Cost: Early bird $50, standard $75. Minimum fundraising $800 per walker.
  • Supporting: Chris O’Brien Lifehouse, providing care for everyone affected by cancer.
  • Read more: Sydney Coast Walks are proud to be working with Chris O’Brien Lifehouse on this event again – here's what you can expect from previous years.
  • Read more and register.
Walk with Lifehouse

Walk with Lifehouse event. Image by Lotsafreshair


Wellness Walk & Festival

Sunday 13 October 2019

  • Location: Across the Sydney Harbour Bridge or around Royal Botanic Gardens.
  • Distance: 2km or 6km.
  • Cost: $30 Adults, $25 Concession, $80 Family. Early Bird rates available.
  • Supporting: Schizophrenia Fellowship of NSW Inc, raising awareness for mental illness.
  • Read more and register.


Seven Bridges Walk

Sunday 27 October 2019

  • Location: Sydney Harbour (Millers Point, Rozelle, Lane Cove, Wollstonecraft)
  • Distance: 28km. Solo or group.
  • Cost: $50 Early bird, $70 standard. Children under 16 years old are free.
  • Supporting: Cancer Council NSW, tackling cancer in Australia.
  • Read more and register.


Walk for Prems

Sunday 27 October 2019

  • Location: Glebe
  • Distance: 5km. Solo.
  • Cost: $23 Early bird, $27 standard. Children $10/$15. Baby (under 2 years) $5/$8.
  • Supporting: Life’s Little Treasures Foundation supporting families of premature and sick babies.
  • Read more and register.


Michael Tynan Memorial Challenge

Saturday 2 November 2019

  • Location: Stanwell Park to Bundeena, Royal National Park.
  • Distance: 30km.
  • Cost: $250 standard registration, children under 16 $99. And $500 minimum fundraising requirement.
  • Supporting: St George & Sutherland Medical Research Foundation.
  • Read more and register.


Bloody Long Walk – Sydney East

Sunday 10 November 2019

  • Location: Malabar to The Rocks.
  • Distance: 35km. Solo and group.
  • Cost: From $95 individuals and $550 corporate team (“super early bird” rates)
  • Supporting: Australian Mitochondrial Disease Foundation, to find a cure for mitochondrial disease.
  • Read more and register.


Walk 4 Brain Cancer

Held through October & November

  • Location: Numerous routes  and dates to choose from, including Manly, Centennial Park and Wollongong
  • Distance: 5km – 20km.
  • Cost: Usually $30, depending on selected walk.
  • Supporting: Cure Brain Cancer Foundation, supporting brain cancer research, advocacy and awareness.
  • Read more and register.


Sydney Charity Walking Challenges We've Completed

Over the years Ian has completed three Oxfam Trailwalkers, two Michael Tynan Memorial Challenges, two Walk with Lifehouse, Walk for Kids with Cancer, and the Five Lands Walk as his chosen walks for charity.

We've both run, but not walked, the Sutherland 2 Surf and the City 2 Surf.

On each occasion Ian has completed Oxfam Trailwalker, it has been the 100km walk Sydney. This is the only remaining Sydney 100km walks for charity. There are other long distance charity walks, with Coastrek also offering an event of more than 50km.

Location-Free Charity Walks (Even If You're Not in Sydney)

For Fitness Sake

1 – 10 March 2019

  • Location: Anywhere, anytime.
  • Distance: Commit to move 25km, 50km or 100km in 10 days.
  • Cost: Free to register. Request fundraising efforts.
  • Supporting: House with No Steps for kids with a disability.
  • Read more and register.


The March Charge

During March

  • Location: Anywhere. Anytime.
  • Distance: Personal fitness challenge.
  • Cost: Sponsorship.
  • Supporting: Cancer Council.
  • Read more and register.


Walk in Her Shoes

2 – 8 March 2020

  • Location: No set route. Distance measured by pedometer.
  • Distance: 25km / 50km or 100km. Solo or team. (to be confirmed for 2020 event)
  • Cost: No minimum fundraising commitment, encouraged to raise between $250-$5,000.
  • Supporting: Care Australia, raising funds for impoverished women and girls in developing countries.
  • Read more and register.



4 September – 1 October

  • Location: Anywhere. Anytime.
  • Distance: Walk 10,000 steps for 28 days.
  • Cost: $25 per adult. $10 for kids.
  • Supporting: Cerebral Palsy
  • Read more and register.


There are plenty more to choose from for walking events 2018 and 2019. What event will you choose for walking for charity?

Who to Walk With?

Nothing beats the camaraderie of a walking event challenge with participants all united towards a common goal.

But who do you walk with if you're not taking part in an event? Here's our guide to walking alone in Sydney, or how to find someone to walk with.

Training for Charity Walking Events

Many charity walking event organisers provide tips for how best to prepare. You may also want to check out the best trekking training locations in and around Sydney if you have a big walk coming up.


Tara Wells is a journalist and former TV and radio producer/presenter who’s delighted to combine her love of hiking with story-telling.

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