May is one of the best months to explore Sydney, with cooler weather and a packed calendar of major events, concerts, festivals, and sporting action across the city. From world-class festivals to live music and cultural experiences, there’s something happening every week—making it the perfect time to plan your group transport with Shire Shuttle Bus.
Race Days – Sydney racegoers return for the Sydney Autumn Racing Carnival continues this month. April 23rd at Randwick Races. April 30th at Rosehill Races. April 9th, 16th at Kembla Grange Races.
Vivid Sydney (22 May – 13 June 2026) – where the city transforms into a spectacular display of light, music, and ideas across Circular Quay, Darling Harbour, and beyond. This iconic event draws huge crowds, so booking transport early is essential.
Bulldogs vs Cowboys (1 May @ Accor Stadium) – Expect big hits, fast-paced action, and a great atmosphere—perfect for a group night out supporting your team
NSW Waratahs v Western Force (1 May @ Allianz Stadium) – Expect fast-paced rugby, big tackles, and a fantastic atmosphere as fans pack the stands for a great night of sport.
Guy Sebastion (1 May @ ICC) – Expect a night of chart-topping hits, powerful vocals, and an electric atmosphere perfect for a great night out in the city.
Deftones (2 & 3 May @ Qudos Bank Arena) – Expect heavy riffs, atmospheric sound, and an electric crowd as fans experience one of rock’s most iconic bands live.
Sydney Roosters v Brisbane Broncos (2 May @ Allianz Stadium) – Expect high-intensity action, big plays, and an electric atmosphere as two powerhouse teams go head-to-head.
The Wiggles (2 May @ Horden Pavilion) – Expect singing, dancing, and plenty of audience interaction as everyone enjoys a colourful and entertaining performance.
Jimmy Carr (3 & 10 May @ ICC) – Expect quick-fire jokes, dark humour, and plenty of laughs from one of the world’s most recognisable comedians.
Guy Sebastion (7 May @ WIN Stadium) – Expect powerful vocals, crowd favourites, and an electric atmosphere as fans enjoy one of Australia’s most loved artists.
Rabbitohs vs Sharks (9 May @ Accor Stadium) – Expect big hits, fast-paced action, and an electric crowd as both teams battle it out for crucial competition points.
Dragons vs Knights (9 May @ WIN Stadium) – Expect big tackles, fast-paced action, and a great atmosphere as both teams battle it out on the South Coast.
Peking Duk (15 May @ Horden Pavilion) – Expect crowd favourites, pumping bass, and an electric atmosphere that will keep everyone dancing.
Bikes & Bulls (16 May @ Qudos Bank Arena) – Expect high-flying stunts, edge-of-your-seat action, and a thrilling atmosphere perfect for a fun group night out.
FIVE (16 May @ ICC) – Expect singalong favourites, high-energy performances, and a great atmosphere as fans relive the 90s and early 2000s.
Michelle Obama (20 & 21 May @ ICC) – Expect powerful insights, engaging stories, and a memorable evening with one of the world’s most influential voices.
Bulldogs vs Storm (22 May @ Accor Stadium) – Expect high-intensity action, big hits, and an electric atmosphere as two powerhouse teams go head-to-head.
NSW Waratahs v Brumbies (22 May @ Allianz Stadium) – Expect fast-paced action, big tackles, and a fierce interstate rivalry as both teams battle for supremacy.
State of Origin Game I (27 May @ Accor Stadium) – Expect an electric atmosphere, bone-rattling hits, and unmatched intensity as the series begins.
I-DLE (30 May @ Qudos Bank Arena) – Expect powerful choreography, chart-topping hits, and an electrifying atmosphere as fans experience one of K-pop’s biggest acts live.
Rodeo 4 Life (30 May @ WIN Stadium) – Expect bull riding, crowd excitement, and a lively atmosphere perfect for a fun group outing on the South Coast.
With so much happening across Sydney in May, getting there shouldn’t be the hard part. Shire Shuttle Bus specialises in group transport to concerts, festivals, sporting events, and special occasions, offering door-to-door service, reliable drivers, and comfortable buses for groups of all sizes.
Avoid the stress of traffic, parking, and public transport—book your group transfer and enjoy the event from start to finish.
👉 Fill out our Special Events Form or call now on 0405 679 121 to reserve your ride.
