Welcome, listeners, to Things to do in Sydney! Coming at you on Sunday, November 16, 2025, with your mate Oly Bennet—the only globe-trotting sports nut who thinks roller disco and competitive trainspotting should be Olympic events. The city today is basking in classic late-spring brilliance: sun shining, a cool breeze off the harbour, and Sydney absolutely bursting at the seams with action, art, and epic entertainment. You can practically smell the sunscreen, fairy floss, and anticipation for summer.

If you’re wondering where to start, let’s dive into the wild smorgasbord of events Sydney is throwing our way right now. First up, North Sydney transforms into a full-blown wonderland with the Kirribilli Street Festival. Think live music, alfresco dining, and—hold onto your retro shorts—a pop-up roller-skating rink in the Burton Street Tunnel. Skating beneath the bridge with disco lights and instructors ready to help both wobbly newbies and secret skate gods? It’s peak Sydney. Entry’s free, the vibes are louder than your dad’s 80s mixtape, and the community spirit is off the charts, thanks to North Sydney Streets and the NSW Open Streets Program.

If your idea of epic is movies, strut those fancy shoes down the red carpet at Chatswood’s The Concourse for the Focus on Ability Short Film Festival. This afternoon celebrates powerful films by and about people with disability, blending inspiration, art, and the sort of creativity that makes you want to start your own movie, with popcorn mandatory.

For groove-lovers and party pirates, don’t miss UNCLE WAFFLES spinning on Glass Island—a floating dance floor bobbing with beats right in the harbour. Ticket info is on Eventbrite, so go on, shake a leg and pretend you’re the Monarch of the Dance Floor. Meanwhile, if you prefer your music on land, Steven Wilson hits the ICC Darling Harbour Theatre tonight for an electrifying concert that’s sure to raise the roof and possibly rearrange your brain cells. According to setlist.fm, tonight’s show is part of his Overview Tour and promises new tracks and fan favourites sure to make progressive rock lovers weep with joy.

Families, don’t worry—Sydney’s got your Sunday sorted too. Gather the troops for a day of train rides at Galston Valley Railway, dive into local makers’ magic at Lane Cove Makers Market, or let your mini Picassos run wild with hands-on creative adventures—all details courtesy of North Shore Mums’ unbeatable guide to weekend fun.

Sydney’s culture fix is also in high gear at the Museum of Contemporary Art, hosting Primavera 2025: Young Australian Artists, spotlighting emerging talents who’ll have you pondering the meaning of that giant inflatable octopus by the water. Carve out time to catch some classical magic as Ku-ring-gai Philharmonic Orchestra fills Turramurra with Mozart, Strauss, and Beethoven this afternoon, or get your groove on at local markets overflowing with gourmet finds and live jams.

Bit peckish or in need of updates? Sydney's latest buzz includes the much-anticipated opening of “Sebastian by the Sea,” Bondi’s new fresh-casual seafood joint drawing crowds with their lobster rolls and prawn cocktails so good you’ll want to move in. Light rail upgrades around Circular Quay have smoothed out weekend service—making it easier to bounce between hotspots without breaking a sweat.

If you’re after Oly’s pick for the true-blue must-do: take the ferry out to Cockatoo Island. This spot is a playground of history, mystery, and unbeatable Sydney views—plus, there’s now a kid-friendly self-guided tour that turns the whole island into your own quirky trivia quest. Trust me; you haven’t truly done Sydney until you’ve posed as a convict and tried to spot a ghost with an ice-cream in hand.

Local tip from Oly: Sydneysiders have a sixth sense for hidden laneway coffee shops. Duck down Bulletin Place near Circular Quay to discover an espresso nook with better flat whites than most five-star hotels, and some of the city’s friendliest baristas who’ll chat footy or film fests between pulls of the milk steamer.

As today winds down—don’t hang up your adventure boots yet! Tomorrow brings even more dazzling events, including a fresh round of artisan markets, outdoor art installations, and, rumour has it, a sunrise paddleboard race at Rose Bay. So tune in again as Oly Bennet chases Sydney’s quirkiest, wildest, and most heart-thumping happenings.

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