Subscribe 
What’s On This Weekend in Sydney: Our Sydney Editor’s Top Picks
No plans? Here's what's on in Sydney this weekend...
Sydney is shaking off winter and getting back into its spring rhythm, which means longer days, warmer afternoons and plenty of reasons to leave the house. From neighbourhood markets and long lunches to live music, late-night shows and a few sweet surprises, these are the things our editors have on their weekend radar.
Stuck for plans? Catch our top picks of what to do in Sydney this weekend below.
Table of Contents:
Editor’s Pick:
Vinnies Is Having a Huge One-Day Half-Price Sale
Consider this your sign to get thrifting. For one day only, Vinnies NSW is taking 50% off everything in its shops and online at Vinnies Finds for World Op Shop Day on Saturday 17 October. Whether you’re hunting for a vintage gem, a wardrobe refresh or a piece of furniture with a bit of character, it’s the perfect excuse to see what you can uncover for less. Just note that Vinnies NSW Outlets and new items are excluded, and the offer can’t be combined with other promotions.
Where: All Vinnies NSW shops statewide and Vinnies Finds (online). Excludes Vinnies NSW Outlets (Surry Hills Elizabeth Street and South Nowra) and Vinnies New Items.
When: Saturday 17 October 2026 (one day only, during regular store trading hours)
Cost: 50% off all eligible items in-store and online. Not valid with any other offer.
Best For: Budget-friendly; Community events; Charity events; Locals; Markets
Need to Know: Covers clothing, accessories, homewares, books, furniture, sporting goods and more. Exclusions apply — Vinnies Outlets and New Items are not included. Shop online at Vinnies Finds for curated pre-loved fashion if you can’t make it in-store.
Trinny London Is Popping Up in Paddington
Beauty lovers, this one’s for you. Trinny London is popping up in Paddington for one week, bringing her cult beauty range to Oxford Street alongside one-on-one consultations with expert makeup artists. There’s also a chance to meet founder Trinny Woodall in person, so you can get personalised advice while discovering your next makeup-bag favourite. Sounds perfect to us!
Where: 410 Oxford Street, Paddington, Sydney
When: Saturday 17 – Thursday 22 October 2026. Saturday 12pm–4pm; Sunday–Tuesday & Thursday 9am–4pm; Wednesday 12pm–4pm.
Cost: Free entry (products available for purchase)
Best For: Free events; Locals; Weekend plans; Girls’ nights
Need to Know: Drop-in 1:1 consultations with a Trinny London MUA available throughout the week. Founder Trinny Woodall may be present in store — check Trinny London’s social channels for confirmed appearance dates.
A Beach Kiosk Is Popping Up in Martin Place
A little summer escapism is coming to the CBD, with Seafolly transforming Martin Place into a playful, beach-inspired pop-up for one day only. Swing by for a bag of nostalgic lollies and the chance to win a $1,000 Seafolly voucher, all in the name of slowing down and soaking up a little summer feeling. It’s happening on Thursday 15 October, from 10am to 4pm, between Pitt and Castlereagh Streets.
Where: Martin Place, between Pitt Street and Castlereagh Street, Sydney CBD
When: Thursday 15 October 2026, 10am–4pm (one day only)
Cost: Free. Visitors receive a complimentary bag of nostalgic lollies and go in the draw to win a $1,000 Seafolly voucher.
Best For: Free events; Locals; Budget-friendly; Solo plans
Need to Know: Drop-in, no booking required. One day only — swing past on your lunch break.
A Free Weekend of Feasting Is Coming to Barangaroo
Barangaroo’s waterfront food festival, The Great Graze, is back for a weekend of feasting, with 25 food stalls, live music and free family-friendly entertainment. Expect hero dishes from Barangaroo favourites including Belles Hot Chicken, Lotus and Anason, plus a First Nations Native Food Market curated by Indigiearth founder Sharon Winsor. There’ll be crocodile rolls, wattleseed crème brûlée gelato, native ingredient-inspired specials and a sweet trail to follow, all served up along the harbour. Entry is free so come all and come hungry!
Where: Wulugul Walk, The Streets of Barangaroo, Barangaroo NSW (also activating at Waterman’s Cove and Pier Pavilion)
When: Saturday 17 – Sunday 18 October 2026, 12pm–6pm
Cost: Free entry
Best For: Families; Food lovers; Food & drink lovers; Community events; Locals; Visitors
Need to Know: 25+ food stalls across the foreshore including Anason, Belles Hot Chicken, Lotus, Anita Gelato and Devon Cafe. First Nations Native Foods market at Pier Pavilion, curated by Indigiearth founder Sharon Winsor. Follow the sweet trail across seven retailers for exclusive festival dishes. Easily reached by ferry, Metro or a 5-minute walk from Wynyard station.
Mimco Is Bringing Back Three Decades of Fashion
Mimco is turning 30, and it’s celebrating by opening its archives for one day only. Taking over a Paddington gallery space, the pop-up will bring together a curated edit of collectible designs from the brand’s three-decade history, giving much-loved bags and accessories another lease on life. There’s a feel-good reason to shop, too because for every archive bag sold, Mimco will donate one to Fitted for Work, supporting women experiencing disadvantage as they enter or return to the workforce. Bookings essential here.
Where: 300 Oxford Street, Paddington, Sydney
When: Saturday 17 October 2026 (one day only — editor to confirm opening hours)
Cost: Entry free (pre-booked timeslot required). Archive pieces available for purchase.
Best For: Community events; Locals; Weekend plans; New openings
Need to Know: Pre-book your timeslot here — limited to 200 customers across the day. For every archive bag sold, Mimco donates one bag to Fitted for Work. One day only and spots will go fast!
Summer Is Starting Early At This Coogee Pool Bar
Summer is making an early appearance in Coogee, where the Pool Bar is getting a gorgeous Sunday makeover this October. Across three Sundays, some of Sydney’s favourite cocktail names will take turns setting the mood, from a bubbles-fuelled afternoon with Maybe Sammy to margaritas with El Primo Sanchez and a spritz-heavy send-off from CHELL-OH!. Basically, leaving the house on a Sunday just got a lot more tempting. Tickets here.
Where: InterContinental Sydney Coogee Beach, 242 Arden Street, Coogee NSW 2034 (Pool Bar)
When: Sunday 18 October and Sunday 25 October 2026, 2pm–6pm
Cost: $30 per person (includes cocktail on arrival and guaranteed entry). Additional cocktails and snacks available to purchase on the day.
Best For: Food & drink lovers; Girls’ nights; Group catch-ups; Premium experiences; Nightlife
Need to Know: Each Sunday features a different bar takeover — Maybe Sammy (11 Oct), El Primo Sanchez (18 Oct) and CHELL-OH! (25 Oct). Pre-booking recommended for guaranteed entry. Pool is for admiring only — swimming not available for non-hotel guests during Maybe Sundays.
A Luxe Fragrance Experience Is Coming to Bondi
Forget your usual photo booth snap. For one weekend only, Penhaligon’s is taking over Love Letters in Bondi, turning it into a dreamy little fragrance playground inspired by The Manoeuvres of The Baroness. Pop in for a photo strip, a spritz, an orange blossom sweet treat and a handful of very nice freebies, including a limited-edition tote and fragrance samples. This is one to work into the weekend plans!
Where: Love Letters Photo Booth, 95 Gould Street, Bondi Beach
When: Friday 10 – Saturday 11 October 2026, 8am–6:30pm
Cost: Free (complimentary photo strip, tote bag, orange blossom sweet treat, fragrance samples and body lotion included)
Best For: Free events; Locals; Weekend plans; Girls’ nights
Need to Know: Walk-in, no booking required. Every guest receives a film strip, Who’s Who of London tote bag, sweet treat and fragrance samples to take home. Includes a bounce-back offer to Penhaligon’s QVB boutique with gift with purchase.
Eat & Drink:
Visit The Bondi Bake Sale Everyone’s Talking About
Bondi just got a little sweeter, with Coco & Bean launching weekend bake sales that are already drawing a crowd. The star of the show? Soft, oversized cinnamon scrolls that are baked fresh in-store and absolutely loaded with flavour, think classic, pistachio, Biscoff and a standout blueberry that’s worth the trip alone. Alongside the scrolls, expect fresh cookies, matcha and cold brew, making this the perfect excuse for a laid-back weekend sugar hit by the beach. Catch it from Friday to Sunday while it’s running.
Where: The Hub, LG01A, 75/79 Hall St, Bondi Beach
When: Friday to Sunday (ongoing while running
Cost: Varies depending on scroll
Best For: Food & drink lovers, Weekend plans, Locals, Visitors
Need To Know: Arrive early — fresh-baked cinnamon scrolls and pastries sell out fast. Flavours include classic, pistachio, Biscoff and blueberry.
Arts & Culture:
The Gin and Jazz Event We’re Adding to the Diary
Potts Point favourite The Apollo is giving the people what they want with the return of its beloved Gin & Jazz series. Taking over the dining room on the last Sunday of every month from March to September, this long lunch pairs live sets with flowing cocktails from Four Pillars Gin and the restaurant’s signature Greek feast. Settle in for the set menu or dive into the à la carte and banquet options, depending on your appetite. As history has shown, this will be a buzzy affair that will see you ending the weekend on a high note!
Bookings made here.
Where: 44 Macleay St, Potts Point NSW 2011
When: Last Sunday of every month, March to September 2026
Cost: $95pp for the Gin & Jazz menu with welcome cocktail
Best For: Date night, Foodies, Group dining, Long lunch
Need To Know: Live jazz by Arthur Washington & Band and Soundcliff Jazz Trio, with Four Pillars Gin cocktails alongside The Apollo’s Greek feast, with à la carte and banquet options also available.
Live Music & Shows:
Felons Barrel Room Has Officially Opened
Felons Brewing Co. has unveiled its brand-new Barrel Room and on-site microbrewery at Manly Wharf and there’s a full weekly program already. Wednesday night is trivia, Thursday is jazz club from 7pm, Fridays and Saturdays have live music and Sundays are all about families. On the F&B side, guests can enjoy a range of Felons’ barrel-aged beers alongside vibrant Vietnamese dishes by chef Bao La.
This 700-person venue built for music, culture and fresh-from-the-tank pours feels like an exciting new chapter for food and entertainment on the Northern Beaches.
Where: E Esplanade, Manly NSW 2095
When: Weekly program: Wednesdays (trivia), Thursdays (jazz club from 7pm), Fridays & Saturdays (live music), Sundays (family-friendly)
Cost: Varies depending on activity
Best For: ive music fans, Food & drink lovers, Families, Group catch-ups, Nightlife
Need To Know: On-site microbrewery with barrel-aged beers and Vietnamese dishes by chef Bao La. Capacity of 700 across the venue.
Come One, Come All: The Greatest Show Is Here
If you’ve ever watched The Greatest Showman and thought “I wish this was real”, we’ve got good news. Come Alive! The Greatest Showman Circus Spectacular has pitched up at the Big Top in Moore Park’s Entertainment Quarter, and it’s every bit as extra as you’d hope. Inspired by the 2017 film, this original live production brings together world-class aerialists, fire acts and jaw-dropping acrobatics, all set to those Grammy-winning anthems you definitely still have saved in a playlist (be honest).
This Is Me, Rewrite the Stars, A Million Dreams, all reimagined for a live circus setting that puts you right in the middle of the action. Tickets start from $60, so honestly, what are you waiting for?
Tickets here.
Where: 122 Lang Road, Moore Park, NSW 2021
When: May 19 to July 26, 2026
Cost: From $60
Best For: Families, Kids, Couples, Theatre lovers, Weekend plans
Need To Know: An original live production inspired by the 2017 film, featuring aerialists, fire acts and acrobatics set to the film’s soundtrack.
Shopping & Markets:
Kirribilli’s Chicest Treasure Hunt Is Back
Mark your calendar because Kirribilli Markets are back this March with two much-loved editions. Explore artisan-made finds in the Burton Street Tunnel and a curated mix of fashion, accessories and creative treasures across the Green and Gravel areas, with everything from vintage gems and pre-loved pieces to antiques, collectables and homewares. Be warned… this is the kind of treasure hunt that rewards an early start and an empty bag!
Where: Kirribilli Markets, Burton Street Tunnel, Green & Gravel areas, Kirribilli
When: Sunday June 27th (Art, Design & Fashion Market)
Cost: Free entry
Best For: Markets, Fashion finds, Vintage lovers, Weekend plans
Need To Know: The Art, Design & Fashion Market focuses on artisan-made pieces and creative labels, while the General & Fashion Market features vintage, pre-loved style, antiques and homewares. Arrive early for the best finds.
Outdoor & Active:
Take a Spin on One of Sydney’s Electric Picnic Boats
Soak up some spring sun on your very own environmentally friendly picnic boat — no boat licence needed! Set sail from The Spit in Mosman with up to seven friends (pups included), load up a picnic and take in the sparkling Sydney harbour views. Sounds like the perfect spring day out if you ask us!
Where: D’Albora Marina, Mosman (departing from The Spit)
When: Available seasonally
Cost: From $149
Best For: Harbour days, Group outings, Dog-friendly plans, Outdoor activities
Need To Know: No boat licence required. Each electric picnic boat accommodates up to seven people, with dogs welcome on board.
Haven’t found your perfect weekend plans yet? Check out the best new restaurant openings in Sydney, or our monthly guide to read about everything else that’s happening this month in Sydney.
