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20 Fabulous Things To Do In Sydney This May

By Jessica Best
1st May 2017

events things to do sydney may

While we can’t guarantee you’re on top of your assignments, work is a breeze and you’re working your way through those New Year’s resolutions like a champ, we do have some good news. May, with its scarves and autumnal colours has arrived. This means less sweat, more Sunday roasts and more excuses to drink hot toddies, right?

To celebrate these cooler months, we’ve rounded up 19 of the best things to do in Sydney this May. Go forth and enjoy!

Cook With Top Chefs And Help Women In Need

Do some serious good this May! Some of the country’s hottest chefs are working together at two exclusive cooking classes in order to raise funds for a new educational cooking program for people in need in Sydney.

Sydney not-for-profit Table, will partner with Sydney Seafood School giving you the chance to cook up something damn delicious under the likes of Joanna Savill, Danielle Alvarez and Mike Eggert (and that’s just the start). Plus, you’ll score dinner and all the wine too! Get your tickets here.

When: First class: Tuesday 23rd of May, 6:30pm-10:30pm, second class: Monday 29th of May, 6:30-10:30pm
Where: Sydney Seafood School
Cost: $200 per person

The Tilbury Sunday Roasts

‘Tis the season to get all up on Sunday roasts. Sure, your tan might be waning and you’re already missing the warm weather but we all know the best part about the cooler weather is the seriously epic feeds. Lucky for us, The Tilbury is plating up some damn fine English heritage Sunday feeds to make us all feel better this autumn. With bites like pork loin with apple sauce, crackling sirloin with Yorkshire pudding, braised lamb shoulder and a one-off suckling pig spit roast on May 7 to kick off the whole thing. Get tickets here.

When: Every Sunday 12pm-5pm
Where: The Tilbury Hotel, Woolloomooloo
Cost: $35 per person

Sydney Comedy Festival

Ok, it may not be ideal beach weather so instead, we (highly) suggest you hit up the Sydney Comedy Festival. This month, prepare to witness a solid line-up of the best international and Australian comedy talent. They’re witty, they’re entertaining and they’re downright cry-your-eyes-out-wet-your-pants a little funny. We’re totally down with that. Get your tickets here.

When: Until Sunday 21st of May
Where: Various locations
Cost: Various pricing

Mercedes Benz Fashion Week

Guys MBFW is here and we’re kind of (read: majorly) freaking out. It’s not every week the juggernauts of fashion all congregate in the one place and let us complete style-rookies in on the fun! You’ll definitely want to hit up the runway shows, presentations and industry events as they showcase the best in design for established designers and emerging talent! Get your tickets here.

When: Sunday 14th until Friday 19th of May
Where: Carriageworks
Cost: Various prices

Sydney Writers Festival

Ok, so no biggie, but this year’s Sydney Writers Festival program is literally the greatest line-up of talent we have ever seen (and we’re not even exaggerating). Full of workshops, talks and exhibitions there’s no doubt you’ll get seriously schooled on a range of hot topics. Get your tickets here.

When: Monday 22nd until Sunday 28th of May
Where: Walsh Bay (related events also held at various location in and around Sydney)
Cost: Various prices

Vivid Sydney

Cue the brightest and one of the most Instagrammable events of the year—Vivid is back! Which means installations such as the Octopoda (yes, it’s as awesome as it sounds), music performances and epic creative talks are all ready to make one heck of an appearance. There’s also a giant Newton’s cradle in Custom’s House Square and we’re kind of already in love with it. Check out what’s happening around Sydney here.

When: Starts Friday 26th of May
Where: Various locations
Cost: Various prices

Taste Of Manly

Beyond its glorious golden beach and constant holiday vibes, everybody knows that Manly is a foodie’s dream. We’re all for an entire weekend of indulging (and let’s be honest, that’s pretty much every weekend) and the Taste of Manly is an un-missable event celebrating all things food, local beer, wine and great music! Check out what’s on here.

When: Saturday 27th until Sunday 28th of May
Where: Manly beachfront and Manly corso

Mr. Black Festival of the Espresso Martini

If it’s anything like the Melbourne Festival last year (and it will be), the Mr. Black Festival of the Espresso Martini is set to be a tasty AF two-day bonanza combining Mr. Black Coffee Liquor, Ketal One Vodka, cocktails by MONIN and Mary’s Burgers. Get your tickets here.

When: Friday 26th until Sunday 28th of May
Where: Cargo Bay, Overseas Passenger Terminal, The Rocks
Cost: $32.34- $74.14 per person.

Hunter Valley Food & Wine Festival

Hold up, the Hunter Valley Wine and Food Festival is back and we kid you not, it’s bigger, better and totally boozier than ever, spanning over two whole months (eep!). Yep, here’s your one-way ticket to curing those winter blues with a well-deserved getaway to wine and dine with leading Hunter Valley winemakers and chefs, take part in an array of fun and interactive classes to fine tune your culinary skills, or if you're after a more relaxing experience, simply curl up beside an open fire with a glass of premium Hunter Valley wine and a cheese plate (yes please). Check out what’s on here.

When: Monday 1st of May until Friday 30th of June
Where: Hunter Valley (various venues)
Cost: Various prices

Taste of Orange At Watsons Bay

For the fourth year in a row, Watsons Bay Boutique Hotel is collaborating with Brand Orange in an epic festival bringing country flavours to the coast. And, what does this mean for us Sydney-siders? We’re glad you asked! Cue wine master classes (for an entire month) and the delicious Taste Orange Food and Wine Festival held in Robertson Park. Get your tickets here.

When: Festival- Sunday 7th of May, wine master classes- Thursday 11th, Thursday 18th and Thursday 25th of May
Where: Watsons Bay
Cost: Various prices

Michelin-Star Chef Daniel Burns At Three Blue Ducks

Basically, a really big thing is happening at Three Blue Ducks Rosebery. Sydney, you want the best of the best and this may well and truly be it. World-renowned chef Daniel Burns (yes, THE Daniel Burns) from New York’s Michelin Star beef-focused restaurant Luksus, will be cooking up a majorly delicious and unforgettable dinner. And as you can tell, we’re excited AF. Get your tickets here.

When: Wednesday 17th of May
Where: Three Blue Ducks Rosebery
Cost: $125 per person

Chickens And Whisky Are Taking Over Sydney

Major news Sydney—Dewar’s, the most awarded blended Scotch whisky in the world, has announced that the Dewar’s Scotch Egg Club will be popping up in Sydney throughout May. Ditching the Scottish stereotypes of bagpipes, kilts and haggis, the Dewar’s Scotch Egg Club pays homage to the unique and delicious combination of whisky and the coveted Scotch Egg (with ACME’s Mitch Orr taking care of the eggs). Check out what else is on here.

When: Wednesday 3rd of May until Saturday 27th of May, Wednesday to Saturdays, 5pm-12am
Where: Laneway between 152-156 Clarence Street, Sydney
Cost: Free

American Whiskey Master Class At NOLA Smokehouse & Bar

Whether you’re already a whiskey lover and want the opportunity to expand your knowledge, or don’t know the difference between sour mash, straight rye and bourbon, the American whiskey master class at NOLA Smokehouse & Bar will give you a chance to try some of the best on the market. The intimate two-hour class includes a brief introduction to this fine spirit as well as tastings of five whiskies, from great entry level options through to premium. There’s also a selection of snacks from their smokehouse restaurant and a classic American cocktail to finish off the session in style. Get your tickets here.

When: Saturday 27th of May
Where: NOLA Smokehouse & Bar, Level 1, Tower 1, 100 Barangaroo Avenue, Barangaroo
Cost: $100 per person + booking fee

Pyrmont Food And Wine Festival

May is certainly looking up with the return of the super delicious (so delicious you’ll want to wear your stretchy pants) Pyrmont Food and Wine Festival! Safe to say, you’ll have full access to the best tastes of the Mudgee Region and Pyrmont with the many events available. You’ll find wine dinners and tastings, photographic exhibitions, art displays plus the mega award-winning two-day Pirrama Park festival! Check out all that’s on here.

When: Saturday 13th until Sunday 27th of May 2017
Where: Various locations around Pyrmont

Flow After Dark

Raise your hand if you woke up post-Easter still slightly in a chocolate-induced food coma. Yep, us too. Thankfully, Flow After Dark is on the comeback (which means you will be too!) with their latest vinyasa-style yoga class. Hitting Sydney shores at the end of this month, Australia’s leading instructor Kate Kendall accompanied by DJ James Mack who will be on the decks. As always, you’ll get to wear noise-cancelling headphones provided by Silent Sounds which will allow you make the most of the music for the most Zen night out yet. This month’s theme is Under The Sea. Get your tickets here.

When: Tuesday 30th of May
Where: Horden Pavillion
Cost: $53.45 per person

Longrain And Sailor’s Grave

Longrain Sydney presents a Sailor’s Grave Beer Match Dinner on Wednesday 3rd May. This exclusive dinner pairs the finest craft beers from Gippsland, Victoria with a generous banquet dinner drawn from Longrain’s modern Thai menu. Sailor’s Grave head brewer, Chris Moore and Longrain Founder and Sommelier Sam Christie will lead the dinner—describing each beer and why it was chosen to match each dish. Get your tickets here.

When: Wednesday 3rd of May, 7pm-10pm
Where: Longrain, 85 Commonwealth Street
Cost: $110 per person

Grand Cru Cabernet Tasting Sydney

Heads up—this event has been known to sell out fast (and for a damn good reason too… because wine!) Not much beats a classic wine tasting spectacular and at the Grand Cru Cabernet Tasting Sydney, you’ll get to explore some of the world’s finest Cabernet (that means bragging rights forever), walkabout style-tasting and of course, a grazing table and canapés plus a live cooking station! Get your tickets here.

When: Thursday 18th of May, 6:30pm
Where: Ground Floor Accenture Building, Trouton Place, Pyrmont
Cost: $195 per person

Dinner DeLights

It's the most wonderful time of the year all over again (aka Vivid time) and one of the best ways to see the city light up is by kicking back with a fancy feast in the middle of the harbour. For the duration of the festival, Fort Denison will be putting on Kingfish carpaccio, lamb ribs, Humpty Doo barramundi and Muscovy duck so you can enjoy the whole spectacular with a full belly and without the crowds. Get your tickets here.

When: May 27th to June 17th
Where: Fort Denison
Cost: $118 per person

Oysters & Champagne

Just because the cold weather is breaking out, doesn’t mean we’re going to quit pairing oysters and champagne (in fact, there’s never a bad time to have the two!) This autumn, The Tilbury Hotel is throwing up weekly specials on one of our favourite and most delicious combos. The freshly shucked Sydney Rock oysters will be served with shallot vinegar and paired with Mumm champagne. Get your tickets here.

When: Thursdays 5pm-10pm, Fridays/Saturdays 12pm-10pm, Sundays 12pm-9pm
Where: The Tilbury Hotel
Cost: Between $18-$125 per person

Want more thing to add to your list? Check this out.

Image credit: Pyrmont Food And Wine Festival

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