Social Seen: Sydney gives Melbourne a run for its money on Cup Day

There was no Paris Jackson, Lara Stone or Rekindling, but Sydney certainly gave Melbourne a run for it's money on Cup Day ... and the celebrities were better behaved too.

Showing that the age-old rivalry between the two cities is alive and well, the Harbour City pulled out all of the stops with socialites turning out in their Sunday best to attend champagne-filled soirees across town.

The Cup Day Festival at Barangaroo put a new meaning to the term "popping bottles" with guests such as former Home and Away actor Lincoln Younes???, Richard Wilkins' son Christian "The Prince" Wilkins and The Loop presenter Scott Tweedie showing off their best sabrage??? skills in the Mumm VIP Marquee.

At Derby Day, Wilkins was among the best dressed, matching with his boyfriend Andrew Kelly in Alice in Wonderland-themed ensembles (Wilkins as the Mad Hatter and Kelly as the March Hare). He didn't disappoint on Cup day, either, in an eye-catching, military-style get-up posing for the cameras alongside "influencer" Jayde Heiser.

Helping keep Sydney in high spirits for the race that stops the nation, the waterfront playground was brimming with pop-up eateries, bars, and live entertainment from New Zealand DJs Sweet Mix Kids and DJ Mia Paris, while The Thinkergirls, Stacey June and Kristie Mercer, from KIIS 1065 played host.

Hoping not to go home empty-handed, the radio duo were spotted looking for tips from those in the know.

In the eastern suburbs, the place to be and be seen was Mrs Sippy in Double Bay at the Cup Day Lunch hosted by former Getaway presenter, Laura Csortan.

Well-heeled attendees felt like they were in the midst of the Birdcage, with free-flowing drinks, sweepstakes, a fashions on the field competition, DJs, and live entertainment playing into the early hours of the morning.

Last year's Bachelorette contestant Courtney Dober was there in a three-piece suit, keeping everyone guessing about whether he will soon show up on Channel Ten's upcoming spinoff The Bachelor in Paradise. (Unlike former Bachelor contestant Keira Maguire who has kept no one guessing about her starring role by showing off her bikini body prep for weeks on Instagram, including getting regular treatments for a non-invasive "Brazilian butt lift" from Salim Mahajer's estranged beautician wife, Aysha Learmont).

Not to be outdone, each restaurant at The Star had a bespoke Cup Day menu, while its ambassador and former Miss World Australia Erin Holland judged the best dressed competition with winners taking home lavish prizes including designer handbags, perfumes and beauty packages.

DJ Havana Brown headlined the post-race after-party at Rock Lily.

Away from the track, last Thursday evening Centennial Homestead in the heart of the park was transformed into a swinging garden party to celebrate Bose and Spotify's collaboration on a portable speaker.

The soiree, hosted by Fleishman, was like a playground for the young at heart with an eye-watering cheese spread, games and bikes to keep revellers entertained as they enjoyed the beats.

???As seen on Sundays in The Sun-Herald's S magazine.

Do you have a Sydney social event coming up? Email amy.croffey@fairfaxmedia.com.au.

This story Social Seen: Sydney gives Melbourne a run for its money on Cup Day first appeared on The Sydney Morning Herald.