Simon's Town Festival '26
This festival is designed to showcase the best of Simon’s Town, from its vibrant oceanfront, rich cultural heritage and renowned naval history to the breathtaking mountain landscapes behind it.
Time & Location
15 May 2026, 18:00 – 17 May 2026, 15:00
Simon's Town, Cape Town, 7975, South Africa
Activity tickets
Bonne Esperance Vino & Vibes
Date & Time: Friday 15th May, 18h00 - 21h00 Where: Bonne Esperance Guest House, 238 Queens Rd, Seaforth Simon's Town Live Jazz wine by and light snacks With: Proof of Life - Asher Gamedze - Drums - Sean Sanby - Bass - Reza Khota - Guitar
R 300,00
+R 7,50 ticket service fee
Adventure Swim
Adventure Swim with Swim Cape Town and Sailfish Date and time: Saturday 16th May 2025, 08h00 to 09h00 Where: Simon's Town Waterfront, Simon's Town, Cape Town
R 190,00
+R 4,75 ticket service fee
Simon's Town Skattejag
Date and time: Saturday 16th May 2025, Start anytime between 08h30 and 12h00 end before 14h00 Where: Start from Willets Hotel Courtyard , 106a St George's St, Simon's Town, Cape Town, Explore. Discover. Connect. A self-paced journey through Simon's Town. Follow the clues. Find the stories. Walk it, jog it, enjoy it. For those who want to race it - cash prize up for offer!
From R 300,00 to R 400,00
R 400,00
+R 10,00 ticket service fee
R 300,00
+R 7,50 ticket service fee
Klawer Stairs Challenge
Smash the Klawer Stairs and become undisputed Klawer StairMaster for 2026 Date and time: Saturday 16th May 2025, Start anytime between 08h30 and 12h00 end before 15h00 Where: Willets Hotel Courtyard , 106a St George's St, Simon's Town, Cape Town, 7975 Register at Willet's, make sure your Strava account is active shared for the event and then hit the lung busting stairs, the fastest Male and Female take all the glory! Expect a mix of trail, tar and jeep track!
R 50,00
+R 1,25 ticket service fee
Heritage Tour Archaeology 9am
Heritage Walking Tour: With - Nic Wiltshire ''Discover Simon's Town's Archaeology: Exploring Our Stone Age on our Shores' Date - Saturday 16th May 2025, Time - 09h00 Where - Bonne Esperance, 238 Queens Road, Simon's Town
R 150,00
+R 3,75 ticket service fee
Heritage Tour ST Evolution11am
Heritage Walking Tour with Jim Hallinan: "A guided laneway walk exploring Simon’s Town’s naval, social and architectural evolution to today". Date: Saturday 16th May 2025, Time: 11h00 Where: Willets Hotel Courtyard , 106a St George's St, Simon's Town, Cape Town, 7975
R 150,00
+R 3,75 ticket service fee
Jazz - Asé Trio at Whytes
Date & Time: Saturday 16th May 2026 14h00 Where: Whyte's Balcony 108 St George's St, Simon's Town Asè is a groove-driven band blending Goema and Cape Jazz with Afrobeat, funk and dub, creating soulful, melodic music with a strong improvisational edge. Featuring Brandon “B-RAE” Ruiters on trumpet, alongside guitarist Dan Boshoff and bassist Adam Selikowitz.
R 300,00
+R 7,50 ticket service fee
Jazz - Hilton Schilder
Time: 16h00 Where: Natural Yarns Balcony 120 St George's St, Simon's Town, With: Hilton Schilder, started performing in Kaapse Klopse bands at a young age. He co-founded The Genuines with Mac McKenzie, focusing on Goema music, and later led groups like African Dream and Iconoclast alongside Victor Ntoni and Vusi Khumalo.
R 300,00
+R 7,50 ticket service fee
Bertha's BeerSprint
Date & time: Saturday 16th May, 16h30 Where: Bertha's Restaurant, Quayside Centre, 1 Wharf St, Simon's Town, Cape Town, 7975
R 100,00
+R 2,50 ticket service fee
Jazz at the Piazza
Date & time: Saturday 16th May, 18h00 Where: Piazza Willet’s Hotel Courtyard, 106a St George's Rd Simon's Town With: Buddy Wells and Reza Khota The duo presents reimagined versions of their compositions, exploring a sparse, open sound where saxophone and guitar take on expanded roles, creating implied grooves and rich textures. Their music blends diverse influences — from South African African jazz to Uhadi — with breathy harmonics and a reverberant guitar.
R 300,00
+R 7,50 ticket service fee
SprintSplash with Sailfish!
Date & time: Sunday 17th May 2026, 08h00 Where: Long Beach Simon's Town Adults: 1,2km per loop || 2 run; 2 swim legs per loop || Options: 2, 4, or 6 loops Total run 600m, total swim 600m per loop. Under 12's: 2 loop || each loop - 200m run; 100m swim On the day prizes - plus series prizes from sponsor Sailfish
From R 50,00 to R 250,00
R 170,00
+R 4,25 ticket service fee
R 220,00
+R 5,50 ticket service fee
R 250,00
+R 6,25 ticket service fee
Total
R 0,00