Tailor-made Holiday · Australia
Sydney Explorer
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
At a glance
Sydney – undoubtedly one of the most vibrant and captivating cities globally, renowned for its stunning beaches, awe-inspiring modern architecture, and dynamic cultural scene. This concise city itinerary is tailor-made for travelers seeking a Sydney stopover, granting ample free time to immerse themselves in the city's myriad attractions and uncover its hidden gems.
From the iconic sails of the Opera House to the golden sands of Bondi Beach, this itinerary encapsulates the essence of Australia's east coast gem. Spend leisurely days exploring the bustling streets of the CBD, wandering through the historic Rocks district, or strolling along the picturesque waterfront at Darling Harbour. Indulge in world-class dining experiences, sample fresh seafood at Sydney Fish Market, or unwind with a leisurely picnic in the lush botanical gardens.
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Looking to venture beyond the city limits? Our expert team can curate bespoke excursions to the nearby Blue Mountains, where cascading waterfalls and ancient rainforests await. Embark on guided hikes to discover hidden lookout points, marvel at the Three Sisters rock formation, or ride the scenic railway for panoramic views of the breathtaking landscape.
Whether you're a culture vulture, beach lover, or nature enthusiast, Sydney promises an unforgettable experience for every traveler. With endless possibilities for exploration and relaxation, this vibrant metropolis invites you to discover its endless charms and create memories to last a lifetime.
Day by day
This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.
Day 1: Sydney
Upon arrival into Sydney Airport, a driver will meet you and take you to your hotel.
For those of you who prefer to be closer to Oxford Street, the premier gay street in Sydney, then check in to the gay-friendly Cambridge Hotel.
If you prefer 5* luxury then check in to the Sheraton on the Park which is in the heart of the city and overlooks Hyde Park.
Alternatively, we can arrange a luxurious hotel overlooking Sydney Harbor Bridge and the Opera House.
Day 2: Sydney
In the afternoon, take a half day Downtown Sydney, Bondi and Kings Cross Tour including a harbor cruise which is a thorough introduction to Sydney and its neighbors.
Tour through the historic Rocks area and take in views of the Opera House, Hyde Park, St Mary’s Cathedral, Parliament House and the Art Gallery. Stop at Mrs Macquarie’s Chair for magnificent views of the Opera House and Harbour Bridge. Visit The Gap and enjoy stunning views.
Then it’s on to the world-famous Bondi Beach to enjoy the spectacular scenery. Join the coach for your return to Sydney, travelling through Paddington and the exclusive Eastern suburbs.
Day 3 and 4: Explore Sydney
Enjoy a day at leisure to explore the city.
We recommend travelling to the Blue Mountains and can assist in booking private guides or excursions to some of Sydney’s best sights.
Day 5: Departure
Depart from Sydney to explore Australia further or head back to the airport for your journey home.
Our Experts
You can't have a luxury holiday in Australia without visiting the spectacular Hunter Valley. It's the country's top wine region and also home to some of the world's best Shiraz.
One of my personal highlights of Australia is the culinary scene in Sydney. It's really exploded in recent years thanks to the multicultural character of the city. There is something for everyone.
Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
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Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specialising in tailor-made holidays and extraordinary journeys around the world. We create bespoke luxury holidays, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalised experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with travelling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveller, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalised service and discretion.
Do you create tailor-made LGBTQ+ holidays?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalised itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travellers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Start Planning Your Trip
Tell us where you would love to go, when you are thinking of travelling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
One named specialist, first enquiry to homecoming. No call centre, and nothing is charged until you decide to book.