Headout logo. Link to home.
Help
AustraliaSydney, Australia

Sydney for first-timers

Welcome to Sydney! Dive into the city's vibrant culture and explore must-see attractions. Our expertly curated tours will ensure you make the most of your inaugural visit.
Couple examining a map in a city setting, ideal for first-time visitors.

Top experiences in Sydney

Tourists enjoying a Sydney Harbour sightseeing cruise with city skyline views.
Sightseeing Cruises
4.5(2,028)
Rated 4.5 out of 5.0 from 2028 ratings.
from
AU$33
Free cancellation
Sydney Harbour Bridge illuminated at night with city skyline in the background.
Guided Tours
NEW
AU$79
Free cancellation
I don't know who these people are, but here's the alt text:

"Family enjoying drinks on Captain Cook Cocktail Harbour Bar Cruise.
Dinner Cruise
4.5(1,492)
Rated 4.5 out of 5.0 from 1492 ratings.
AU$79
Selling out fast
Hiker crossing a rocky stream in Blue Mountains, surrounded by lush greenery.
Selling out fast
Tour group walking along a cliffside trail in the Blue Mountains, Australia.
Guided Tours
4.4(56)
Rated 4.4 out of 5.0 from 56 ratings.
AU$99
Jet boat splashing through water near Sydney Harbour Bridge with passengers.
Speed Boat Tours
4.4(702)
Rated 4.4 out of 5.0 from 702 ratings.
from
AU$89
Cruise ship sailing in front of Sydney Opera House with city skyline in background.
Sightseeing Cruises
NEW
AU$75
Free cancellation
Red double-decker bus on Blue Mountains Hop-On-Hop-Off Tour with scenic view.
Hop-on Hop-off Tours Sydney
4.4(119)
Rated 4.4 out of 5.0 from 119 ratings.
AU$109
Free cancellation
Sydney Harbour Bridge and Opera House illuminated at night with city skyline reflected in the water.

Millions love heading out with us

Andy Padilla

Andy

May 2019
5/5
Was very happy with my purchase of this ticket. Had to reschedule just 2 days before the event and Headout did it in no time
Joanna Hyland
GB

Joanna

United Kingdom
Aug 2025
5/5
Great harbour cruise for those short on time. We went on a gorgeous winter's day and sitting on the top was great. The commentary was interesting, with stories about the sights and some history. The free hot drinks were an added bonus!
Philip Baker
GB

Philip

United Kingdom
Feb 2025
5/5
The fifth time of watching a Cirque de Soleil performance. It was brilliant as ever and I can't wait to attend again somewhere in the world. PS - attended in USA, Uk and Australia previously.
Kathryn Adelstein
US

Kathryn

United States
Jul 2025
5/5
I was effortlessly able to experience the Blue Mountains during my vacation in Sydney. Matt was an excellent guide, and it was great to be with a group of people (since I was traveling solo). The ferry ride back was fun too: it was a great way to avoid traffic.
Headout Guest

Headout Guest

Nov 2024
5/5
Ben is very friendly and a great communicator. We had an awesome time in the Blue Mountains visiting places normally reserved for post-cards! Great weather, group, lunch and experience. Thanks : )
Ian Reid
GB

Ian

United Kingdom
Sep 2025
5/5
This was a great tour round night time Sydney, seeing iconic sights like the Harbour Bridge and Opera House lit up at night was special. The tour guide was very good and, despite a couple of glitches with the mic and headphones, it was all presented very well.
Kim Seaman
GB

Kim

United Kingdom
Sep 2025
5/5
Great experience, telling history of the time and examples of the different class rooms. Could provide people with a boarding card for them to see if survived or died.

We've served 42 million+ guests and we are here for you

42 million+

Happy customers across 10,000+ experiences

In the media

Featured and recommended by the best brands

24 x 7 help center

Have a question? Live chat with local experts anywhere, anytime