What’s On In The Shire This May
Beats, bites and brews - this is your guide on how to manoeuvre through the month
Pippis, Cronulla
May is shaping up to be a big one. From new midweek deals to Mother’s Day events, fresh foodie openings, and markets worth clearing your weekend for, the Shire is buzzing. Pull out your diary, rally your crew, and start locking in your plans.
Beats, Beers And Good Times At Cronulla Jazz
And Blues Festival
The Cronulla Jazz & Blues Festival returns from Wednesday, 27th May to Sunday, the 31st, transforming Cronulla into a multi-day celebration of live music. Spanning five days across 24 stages, expect a mix of jazz and blues, alongside great beer, wine, food and kid-friendly activities. The event itself is free, but die-hard fans can check out some of the exclusive ticketed events via their website here.
New Opening Alert: Isora, Cronulla
Set seaside along North Cronulla Beach, Isora has just opened its doors, bringing Japanese-inspired dining with an Asian fusion twist to the Shire’s dining scene. The menu centres around share plates, including Tuna Sashimi, Hiramasa Kingfish, Dumplings, Prawn Toast and XO Crab Rolls. Open for dinner Wednesday to Sunday and lunch Friday to Sunday, it’s one to add to your list this May. Scout Tip: BYO available (excluding Friday and Saturday evenings).
Enjoy A Slow Sunday At Brick Pit Espresso
After 10 years of only trading Monday to Saturday, Brick Pit Espresso is finally opening its doors 7 days a week. From Sunday May 3rd, this local favourite will be trading every Sunday from 7:00am to 2:00pm. Tucked away with an idyllic alfresco courtyard, it’s the kind of spot loved by gym-goers, families, mums and bubs, and coffee enthusiasts. Serving up their signature White Horse blend, it’s safe to say your Sunday coffee run just found its new go-to. Scout Tip: Brick Pit drops a new menu special weekly, so there’s always something new to try.
Hazelhurst Arts Fest Returns This May
Hazelhurst Arts Fest returns on Sunday, 17th of May, bringing a full day of art, live music and hands-on workshops to one of the Shire’s go-to creative spaces. Explore a range of exhibitions, catch live performances and take part in hands-on workshops, all set across the gallery and surrounding gardens. With a mix of emerging and established artists, there’s something new for the whole family to discover. Arrive hungry and be sure to check out Hazel Cafe and Bar whilst you’re there.
Fior’s New Midweek Deal Worth Knowing About
Fior has just rolled out a midweek deal worth pencilling in. Their new $60pp set menu delivers three courses and a drink, with no hidden extras, just a solid lineup of their favourites, including the Pappardelle, Roast Chicken Breast and iconic Tiramisu. Available Monday to Thursday evenings and Friday before 3:00pm, it’s an easy yes for your next lunch or dinner plans.
Oyster Bay Arts & Craft Festival Returns
A long-standing local favourite is back this May. The Oyster Bay Arts & Craft Festival returns across Saturday 30th and Sunday 31st, bringing together local artists, students and the community for a weekend of art, market stalls and live entertainment. With rides and games for the kids, plenty of food, and a feel-good community atmosphere that’s been drawing crowds since the ’70s, this is one worth locking in. Don’t forget, gold coin donation on entry!
Steak & Wine Night At Hurricanes
ICYMI, Hurricane's Grill & Bar has just launched its Steak and Wine special, and it’s one worth knowing about. For $50pp, enjoy a 300g Tajima Wagyu Grain-Fed MB4+ Rump Steak, Fries, and a fresh Garden Salad, all served with a glass of Mount Shiraz to match. Available Monday nights from 5:00pm to 9:00pm, as well as Friday lunches from 12:00pm to 3:00pm, it’s the only excuse you need to start or end the working week on a high. Bookings can be made here.
New At Pippi’s: Happy Hour & Midweek Perks
If you needed another reason to book Pippi’s this month, this is it. The waterfront spot has just dropped a new Happy Hour deal, think $12 select cocktails, $8 wines and 2-for-1 pizzas every Friday and Sunday from 5:00pm to 6:00pm. Plus, swing by Wednesday or Thursday and sip a drink on the house with any main meal! Safe to say, this one’s worth working into your rotation.
Treat Mum To A Pasta & Cannoli Cooking Class
Want to win favourite child status this Mother’s Day? Salt Meats Cheese Cronulla has you covered. They’re hosting a Pasta & Cannoli Cooking Class on Saturday, 9th May at 10:30am, where you’ll learn to make their signature fettuccine from scratch, plus fill and decorate your very own cannoli. Tickets are $109pp and include a glass of wine or beer on arrival, pizza, and of course, devouring everything you make.
An Immersive Music Experience Is Coming To Sutherland
Music lovers, this one’s worth knowing about. Omega Ensemble is bringing Howl to Sutherland this May, a bold, contemporary classical performance blending live instruments with immersive electronic sound. Taking over The Pavilion on Wednesday, 6th May, the program features world and Australian premieres from leading global composers, alongside works that push the boundaries of traditional chamber music. Round up the crew and grab your tickets here.
Part-Time Ceramics Market Returns
Save the date - Part Time Ceramics is hosting their annual Ceramics Markets on Sunday, May 3rd. Expect handmade ceramics, studio vibes, local makers, seconds sales, and even paint-a-pot workshops if you’re feeling creative. There’s free coffee with any purchase too, so you can sip while you shop. Doors are open from 9:00am to 2:00pm.
Stroll Through Engadine Autumn Festival
Mark your calendars, Engadine Autumn Festival is making its debut this May. Taking over Cooper Street Reserve on Saturday 23rd and Sunday 24th from 9:00am to 3:00pm, this giant two-day event will bring live music, local performances, market stalls and plenty for the kids. With rides, food and open space to settle in, there really is something for everyone.
Posted: 1st May 2026