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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.
Tourists exploring Times Square, New York City, surrounded by bright billboards and bustling crowds.

Top experiences in Sydney

Tourists enjoying a Sydney Harbour sightseeing cruise with city skyline views.
Sightseeing Cruises
4.5(2,026)
Rated 4.5 out of 5.0 from 2026 ratings.
from
AU$33
Selling out fast
Sydney Harbour Bridge illuminated at night with city skyline in the background.
Guided Tours
NEW
AU$79
Free cancellation
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"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
Free cancellation
Couple admiring the Three Sisters rock formation in Blue Mountains, Australia.
Day Trips
4.6(84)
Rated 4.6 out of 5.0 from 84 ratings.
AU$219
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.
AU$93
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(115)
Rated 4.4 out of 5.0 from 115 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
NEIL IRVINE
AU

Neil

Australia
Jan 2025
5/5
Tour was very interesting and the right length. Only slight issue was the catering staff made a lot of noise getting the lunch meal ready during our morning cruise, which meant we couldn't hear all the commentary at times.
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 : )

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