October has arrived, and Sydney is buzzing with a lineup of exciting events, from Cellar Sessions at de Vine Food & Wine to the inaugural Barangaroo Festival of Food.

We’ve done the hard work for you and rounded up some exciting events happening around Sydney this October. Gather your friends and choose from a fantastic lineup of places to eat, drink, and play!

Dan Dan’s $79pp Bottomless Lunch

Pyrmont’s hottest new spot, Dan Dan, is spicing things up with an exciting Bottomless Lunch! For just $79 per person, you’ll feast on seven mouthwatering sharing dishes packed with bold Asian flavours—think Fried Eggplant with black vinegar caramel, Cheeseburger Spring Rolls, Mongolian Lamb, and their signature Dan Dan Fried Rice. Pair it all with two hours of bottomless drinks and you’ve got the perfect recipe for a fun-filled afternoon with friends! Available Fridays and Saturdays from 11am to 3pm, it’s the ultimate way to kick off your weekend in style. Find out more here.

Harry’s Launches Rotisol Rotisserie & Grill

If you live or work in Surry Hills, you’re in for a treat! This hotspot has just launched a new grill concept offering a delicious weekday lunch from 12 – 2pm. You can enjoy half or whole rotisserie chicken, Kinross lamb leg, and porchetta, all served thick and juicy with fresh sourdough baguette, gravy, and your favourite sides. On Thursday 10th October, they’ll be serving up hot chicken & gravy, porchetta, and lamb rotisserie rolls for free from the take-out window! It’s first come, first served until they run out, so don’t miss out! Find out more here.

Rosé Bay at the Boathouse – From October 1st

The Boathouse Rose Bay will launch ‘Rosé Bay,’ transforming into a Whispering Angel Beach Club for spring. Highlights include a fun Whispering Angel Car Wash, a Bottomless Lunch featuring a shared three-course meal and flowing rosé, and the Whispering Angel Beach Club every Sunday from 4pm, complete with live music and happy hour specials. Additionally, mark your calendars for the Festival of Rosé on November 9, a vibrant day party featuring DJ sets and plenty of rosé! Find out more here.

Cellar Sessions at de Vine Food & Wine – Every Monday Until 11th November

Sydney’s iconic Italian restaurant and wine bar, de Vine Food & Wine, on Market Street, has been a beloved staple for over 21 years. This October and into November, they’re inviting the community to join their BYO Dinner every Monday. Indulge in a rotating four-course set menu crafted by Head Chef Tim Fisher, featuring exceptional Italian dishes that highlight seasonal ingredients and showcase traditional cooking techniques. Bring a bottle from your collection—corkage is included in the price—or explore Julian’s special selection of cellar wines. Each week, a different drop, usually only available by the bottle, will be available by the glass. These dinners offer the perfect opportunity to uncork a cherished bottle and discover a new favourite wine!

Price: $110pp for 4-courses including corkage
Find out more and book here

The North Face Free Climbing Experience In World Square – 11th – 13th October

Join The North Face for a free three-day climbing experience at World Square, bringing the outdoor spirit right to the heart of Sydney’s CBD! The event aims to break down barriers and make the sport more accessible and inclusive for everyone. Rally your friends and give it a go with their team of professionals—no gear needed, just a positive attitude. Plus, enjoy live music while you climb!

Out At Margot’s Bottomless Drag Brunch – Saturday 12th October

Luke’s Kitchen at the Kimpton Margot Hotel is hosting a fabulous 5-course drag brunch featuring 90 minutes of free-flowing rosé and sparkling wine. Delight in captivating drag performances from local queens and energising DJ sets while you enjoy your meal. The highlight? A delectable 5-course menu crafted by the renowned Sydney chef, Luke Mangan!

Where? Luke’s Kitchen, Kimpton Margot Hotel
Cost: $99pp for 5 courses, bottomless rosé and sparkling, drag performances and a live DJ
Find out more and book here

Icebergs X Centro 86 – Sunday 15th October

Centro 86, Sydney’s beloved new margarita bar, is going coastal for a one-night-only takeover at Bondi’s Icebergs Bar this October. Enjoy signature drinks like the Centro, Spicy, Morada, and Royale while indulging in delicious snacks from Icebergs’ kitchen. Don’t miss highlights such as the blackfish al pastor taco, margra lamb quesadilla, and southern bluefin tuna tostada. Yum!

When: Sunday 15th October from 4pm
Where: Icebergs Bar, Bondi
Find out more here

FREE 100g My Venchi Bag at Sydney Venchi Stores – Throughout October

If you need a 4pm office pick-me-up, Venchi is the place to go! Recently opened in The Galeries and World Square, you can grab their incredible handmade Italian chocolates for your team. Throughout October, if you spend $50 or more, you’ll receive a 100g My Venchi Bag worth $21. Just head to the stores and choose your favourites! We particularly love the Chocoviar Dark Chocolate selection.

Barangaroo House Turns Pink

This October, Barangaroo House is celebrating the arrival of spring with Rosé Rising, a month-long, free event dedicated to all things rosé across its three levels. On the rooftop at Smoke, enjoy classic French Provence rosé alongside creative cocktails like the Pink Sunset and Blush and Burn, paired with delectable snacks. On the middle level at Rekōdo, sip on Veuve Clicquot Rosé and speciality cocktails while indulging in pink-hued dishes, including tuna sang choy bao and strawberry fried ice cream. Downstairs at House Bar, guests can enjoy Chandon Rosé bubbles and frosé, complemented by tasty pink bao buns. Each level will feature DJs to enhance the vibrant atmosphere, creating the perfect setting to unwind and savour rosé throughout the month. Find out more here.

Teddy Bear Picnic X Build-A-Bear – Throughout October

The Sheraton Grand is hosting a delightful high tea for the whole family to enjoy in the beautiful Hyde Park. Attendees can create their own Build-A-Bear while savouring a carefully curated picnic from The Sheraton Grand’s kitchen, complete with fresh salads, sandwiches, charcuterie, cheese, scones, cakes, cake pops, and cookies. This event is the perfect way to spend quality time with the kids during the school holidays!

Where: Hyde Park
Cost: $99 per adult, $55 per child (4-12), free for children under 4 for a Build-A-Bear, picnic hamper, and picnic equipment
Find out more and book here

Sydney Ceramics Market – 19th & 20th October 

The Sydney Ceramics Market returns for its third year this October, showcasing over 120 ceramicists from across NSW and ACT. Hosted over two days at Eveleigh’s historic Carriageworks, the event aims to highlight emerging artists who may not yet be selling online, alongside established ceramicists with decades of experience.

Where: Carriageworks, Bays 22–24, 245 Wilson St, Eveleigh NSW 2015, Gadigal Land
Opening Hours: 10am-5pm
Cost: $6 (kids under 13 free)
Find out more here and get tickets here

Damien Pignolet Dinner at Chez Blue – Wednesday 23rd October

Renowned chef Damien Pignolet is returning to Rozelle for one night only at Chez Blue, a charming French bistro located on the site of his former restaurant, Bistro Deux. He’ll be teaming up with head chef Mark Williamson, his longtime friend and protégé, and Solotel’s executive chef, Hamish Ingham, for an evening of classic French cuisine. Guests will enjoy a Kir Royale on arrival, followed by a four-course menu featuring dishes like beef Bourgogne, silver dory, and a decadent cheese course, all with the option to pair with expertly chosen French wines. Book your table here.

Chandon Harbour Long Lunch – 26th October

Get ready for a Harbour dining experience like no other! For $175 per person, you’ll board The Jackson, a $15 million superyacht, and set sail from King Street Wharf, Barangaroo, for 3.5 hours of pure indulgence. Expect mouthwatering food, top-shelf wines, live entertainment, and unbeatable views of Sydney’s iconic Harbour. Plus, you can sip on free-flowing Chandon Garden Spritz and Chandon NV throughout the journey. It’s the ultimate way to soak up the magic of spring in Sydney! Find out more here.

Sparkling Wine Pool Club at Ovata House – 26th & 27th October

Ovata by Oakridge is taking over one of Sydney’s most coveted venues for the inaugural Ovata House. For one weekend only, Sydneysiders can book a visit to Ovata House for an afternoon filled with sparkling wine, a live DJ, delectable bites, and a poolside atmosphere. The event will take place at Darling Point’s Gatsby House, a stunning multi-million dollar manor that exudes 1920s Hollywood glam in one of the city’s most desirable postcodes. Join us on October 26th from 3-6pm or October 27th from 2-5pm. Tickets are priced at $95 per person and include access via a private VIP Ovata House Shuttle. Experience the elegance of Gatsby House in Darling Point – Find out more here.

Luna Lu Dumpling Masterclass – Sunday 27th October

Luna Lu is one of our favourite spots on the Harbour, nestled in the beautiful Campbell’s Cove precinct. With stunning, uninterrupted views of the Sydney Opera House, there’s no more picturesque spot for a dumpling masterclass. For $100 per person, your experience begins with a glass of sparkling on arrival, followed by a 90-minute hands-on class guided by a Luna Lu chef, where you’ll learn to prepare two types of signature dumplings. You can enjoy them fresh or take them home with you. Plus, you’ll receive an additional five pieces of Luna Lu’s signature dumplings, prepared by the chefs after class. It’s a fantastic way to bond with friends or for team building. Find out more here.

Pasta Masterclasses at Bottega Coco – Sunday 27th October