The Best Sydney Locations To Propose This Autumn & Winter

Apr 13, 2023 | Engagement Stories, Wedding Stories

When the weather cools, the leaves fall and the days get shorter, the romance of winter and autumn is at its peak.

As you snuggle on a chilly night with your significant other and think to yourself, “I can’t wait to marry this person”. Your mind goes to the stunning engagement ring that’s hidden upstairs, and now all that’s left to do is pick the perfect Sydney location to pop the big question. 

Over the years we’ve been involved in countless proposals, so we decided to collate the best (and most romantic) places to be the backdrop for your special moment.

Epic Events & Iconic Attractions

Sydney is known for its overt beauty, awe-inspiring landscapes and historic landmarks, giving us so many picturesque locations to choose from.

Vivid Sydney

Be part of the annual celebration of creativity, art and music at the country’s best light festival, Vivid Sydney.

Taking place from 26 May to 17 June across Sydney Harbour’s landmarks, the city literally lights up as you ask them to marry you. This will be a night you’ll be telling the kids and grandkids about!

Sydney Harbour Bridge Climb

Take it up a notch and incorporate the most iconic landmark in the country into your proposal plans!

Join the 5,000+ couples who’ve gotten engaged during the Bridge Climb. With a variety of ‘romance packages’ available, the staff help you get a little privacy during the big moment, take pictures and videos as well as organise a picnic or dining experience to celebrate.

Romantic Weekend Getaway

Escape the hustle and bustle of the city and book a dreamy weekend away. With incredible options to the north, west and south of Sydney, you’re spoilt for choice.

Blue Mountains

Around an hour drive west of Sydney, the dramatic scenery of the Blue Mountain ranges is a year-round masterpiece, but in winter it’s a wonderland. 

Explore the local villages, hike the mountains and valleys, and admire the waterfalls and scenery with your beau. Then when the time is right, ask those magic four words and get swept up in the beauty of the moment.


Best known for their cool-climate wineries, boutique shops and delicious restaurant scene, Bowral is a quiet haven only 90 minutes south of Sydney. 

Embrace the countryside and the local hospitality as you spend an intimate and special  weekend, just the two of you.

Hunter Valley

Only two hours north of the city, it’s the country’s oldest and most renowned wine region. Tour their 150 cellar doors, feast at their five-star restaurants and soak up the natural wonders of the valley.

Experience it together or with your friends and family, so you can pop the champagne in celebration with your nearest and dearest.

Picturesque Coastal Walks

Even in the cooler months, Sydney puts on a show with its blue-sky days offering the perfect conditions for an outdoor proposal. Rug up, pack the thermals and a bottle of bubbles, and take advantage of what this season has to offer.

Bondi to Coogee walk

Nothing says forever like a sunrise proposal along this stunning coastal walk, taking your first steps together as fiancés.

The uninterrupted ocean views, cliff tops and pristine beaches screams romance. Grab a coffee at the many quaint cafes and eateries along the way to warm your hands and energise for the first day of the rest of your lives!

Bundeena to Wedding Cake Rock Coastal Track

It’s all in the name! The sandstone formations stand out against the coastal cliffs, resembling a slice of wedding cake. The walk hugs the coastline of the Royal National Park, giving you a snapshot of what an Australian winter paradise really feels like.

Spit Bridge to Manly Walk

Whether you’re a Sydnersider or a tourist, you’ll love this northshore walk as it delivers sweeping views of the city’s iconic skyline. Imagine getting on one knee with the sparkling lights and the grandeur of the Harbour Bridge and Sydney Opera House in the background.

It not only makes for a picture perfect moment, this walk takes you through sub-tropical rainforests, bushland and beaches, setting the scene for all the amazing adventures ahead of you.

But First, The Ring

The first (and the most important step) of pulling off the best possible proposal is the engagement ring.

No matter their style and taste, our team of expert jewellers and gemologists can help you find the perfect piece.

Book a consultation at our Sydney showroom for a hands-on experience today. Call us on (02) 9158 2840 or email us at 

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