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Sydney Harbour and the Harbour Bridge at sunset with the tranquil water below, Australia

Sydney Holidays


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Sydney holidays offer a wealth of iconic sights, an energetic city centre and plenty of fabulous sandy beaches.

One of the world’s most iconic and photographed cities, Sydney has a stunning harbour location and myriad attractions. Home to the sweeping curve of Sydney Harbour Bridge and glistening sails of the famous Opera House, the city also boasts a beautiful blend of modern and heritage architecture, excellent shopping and a fantastic restaurant and bar scene.

Discover the historic Rocks area and the buzz of Darling Harbour, stroll through the beautiful Royal Botanic Gardens and watch the surfers at Bondi Beach. For the best views in Sydney, take a harbour cruise or scale the heights of the famed bridge on an organised climb.

Trailfinders is the UK's No.1 Leisure Tour Operator for Australia holidays*

and one in six of all visitors from the UK travel with us! Almost all of our travel consultants have travelled extensively, often returning time and time again. Whether you want to link the best of Australia’s attractions with an easy network of flight routes, experience a once in a lifetime roadtrip, or traverse the epic outback by rail – our consultants can map it out, book your flights to Australia and guide you on the best time to visit.

* by volume of clients to Australia as confirmed by the national tourist board, Tourism Australia, in September 2025.
Speak to an Australia Holidays Expert
01 881 4986
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OUR HOLIDAYS TO SYDNEY

Nobody offers more ways to explore Sydney than Trailfinders.

Here's a snapshot of some our most popular Sydney holidays. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.

If you'd like to see how you could fit Sydney into a wider exploration of the country, take a look at our Australia Holidays page.
City, Rock & Reef
Multi Centre Holiday
18 days / 17 nights

Perfect for first time visitors, this fantastic three stop holiday brings together Australia’s most iconic and unforgettable attractions.

Guide Price: €4,779 £4,199 pp

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Aussie Family Adventure
Family Holiday
21 days / 20 nights

Australia’s sunshine capital, Queensland boasts endless beaches, lush rainforests teeming with wildlife and several thrill-a-minute theme parks.

Guide Price: €4,229 £3,249 pp

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Pacific Coastal Discovery
Motorhome
19 days / 18 nights

This leisurely motorhome holiday journeys up the east coast and takes in beautiful beaches, rolling vineyards, charming towns and fantastic opportunities to spot incredible marine life.

Guide Price: €3,229 £2,649 pp

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West to East by Indian Pacific
Rail
18 days / 17 nights

Travel on board the elegant Indian Pacific for an unforgettable Australian adventure along the world’s longest stretch of straight railway track.

Guide Price: €5,699 £4,549 pp

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Sydney & Beyond
Fly Drive Holiday
18 days / 17 nights

After a stay in the heart of iconic Sydney, immerse yourself in the beautiful surrounding region.

Guide Price: €3,279 £2,799 pp

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Sydney to Cairns Adventure
Guided Small Group Adventure Tour
15 days / 14 nights

Weave your way from Sydney to Cairns along Australia’s breathtaking east coast on this 14-day adventure.

Guide Price: €4170 £3675 pp

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WHERE TO GO IN SYDNEY

Each distinct Sydney suburb boasts its own attractions and character. Meander through the historic Rocks, enjoy fabulous dining in Darling Harbour and head to the popular beach suburbs for sun and surf.

If you are looking for more inspiration for your Sydney holiday, give us a call and speak to one of our expert travel consultants.
The Rocks & Circular Quay
The Rocks & Circular Quay
The heart and soul of the city, marvel at the iconic Sydney Opera House and Harbour Bridge, before exploring the historic laneways of The Rocks.
Surry Hills & Paddington
Surry Hills & Paddington
Renowned for their quaint streets and colourful architecture, these trendy neighbourhoods boast hip coffee shops, alfresco wine bars and gourmet restaurants.
Darling Harbour & Barangaroo
Darling Harbour & Barangaroo
Head to these buzzing neighbouring waterfront precincts for a fantastic variety of world-class restaurants, entertainment venues and sleek bars.
Potts Point & Double Bay
Potts Point & Double Bay
For a stylish urban bar scene and vibrant weekend markets, enjoy a stroll out to regenerated Potts Point. For fine upscale boutiques and trendy coffee shops, don’t miss the sophisticated harbourside suburb of Double Bay.
The CBD & Darling Quarter
The CBD & Darling Quarter
Shop till you drop in the city’s pulsing CBD retail heart along Pitt St, before admiring the historic architecture of the Queen Victoria Building.
Beach Suburbs
Beach Suburbs
Choose between the iconic surf beaches of Manly or Bondi, or the quieter curving bays of Bronte Beach and family-friendly Coogee.

OUR RECOMMENDED HOTELS IN SYDNEY

We feature a great range of accommodation in Sydney, with something to suit all tastes and budgets. Maybe you’re looking for a family friendly apartment in Circular Quay, or a historic boutique in the Rocks district. Or perhaps you’re blowing the budget with a suite overlooking Sydney Harbour!

What you won’t find here are thousands of Sydney hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
Hyatt Regency Sydney
4 plus star

Sydney

Overlooking bustling Darling Harbour, this sophisticated and welcoming property enjoys a central location close to many of the city’s most popular attractions, restaurants and bars.
PARKROYAL Darling Harbour
4 plus star

Sydney

Located steps away from everything Sydney has to offer, this stylish hotel is an urban sanctuary in the heart of the city.
InterContinental Sydney
5 star

Sydney

This elegant hotel is set within the restored Treasury Building of 1851 and is just moments from Sydney Harbour.
Shangri-La, Sydney
5 star

Sydney

With stunning views of Sydney Harbour, this sophisticated and luxurious hotel boasts one of the best locations in town.
Four Seasons Hotel Sydney
5 star

Sydney

Enjoying a prime location on the doorstep of Sydney’s iconic harbour, Opera House and historic The Rocks area, this modern hotel is the perfect base to explore the city.
Mantra 2 Bond Street
4 star

Sydney

These comfortable apartments offer plenty of space in a great central location, making them perfect for families, groups, and those that seek the comfort and convenience of home.

WHAT TO DO IN SYDNEY

As well as some awe-inspiring sights, Sydney is also home to unforgettable experiences. These provide a unique insight into the city’s attractions that sightseeing alone simply can’t replace.

One day you might be climbing the Sydney Harbour Bridge, taking in incredible views, the next meeting the native wildlife at Taronga Zoo. For first time visitors, there are city tours, and hop-on hop-off buses and water taxis to help you explore at your pace.

Our collection of unmissable experiences will really help bring your Sydney holiday to life.
Sydney Opera House Tour
1 hour
Departs: Sydney

A visit to this iconic architectural wonder is an absolute must when visiting Sydney! Get a glimpse ...

BridgeClimb Sydney - Day Climb
3 hours
Departs: Sydney

Awesome panoramic views await at the top of this iconic structure at the heart of Sydney ...

Sydney Harbour Dinner Cruise - Gold Penfolds Dinner with Window
2-3 hours
Departs: Sydney

When only the best will do – a night cruising Sydney Harbour enjoying a sumptuous six course ...

Hop On Hop Off Sydney Harbour Explorer - 2 day
Attraction Ticket
Departs: Sydney

One of the best ways to explore iconic Sydney Harbour is to get out on the water itself and this ...

1 Night Taronga Roar & Snore
2 days / 1 night
Departs: Sydney

Did you know you could go on safari in Sydney? Spot nocturnal creatures on a night safari and stay ...

Sydney by Bike
4 hours
Departs: Sydney

With over 270 cycle paths throughout the city, a bicycle tour of Sydney is the best way to ensure ...

Sydney Top Tips From Our Travel Experts

Zoe Webb -  expert
Zoe Webb

The Rocks area in Sydney has a huge amount of history about the city and the early settlement into Australia itself. Weather you're a history buff, a foodie or interested in a ghost tour, The Rocks offers tours for everyone!

Emilia Navato -  expert
Emilia Navato

Do one of Sydney's fabulous coastal walks. Coogee to Bondi is probably the most famous (and rightly so), but there are several other options including the stunning Rose Bay to Watsons Bay hike. Take a swimsuit and make a day of it stopping en route to swim in the quiet bays.

Lauren McLeod -  expert
Lauren McLeod

If you're in Sydney in the summer and like to swim then check out the Boy Charlton Pool. This harbourside pool has fab views over the bay and is the best place for an inner city swim. Afterwards grab a coffee and stroll through the Botanic gardens to the Opera House. It's the perfect Sydney morning!


Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

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