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AustraliaSydney, Australia

Sydney for luxe lovers

Discover Sydney in style! Indulge in our collection of luxury experiences and bespoke tours, tailored for discerning explorers like you.
Couple relaxing on a yacht at sunset with cocktails, ideal for luxury travelers.

Top things to do

Hunter Valley Wine Tours
Hunter Valley Wine Tours
from AU$220
Captain Cook Cruises Sydney
Captain Cook Cruises Sydney
from AU$33
Top Sydney Cruise Offers & Discounts
Top Sydney Cruise Offers & Discounts
from AU$44
Art Gallery of New South Wales
Art Gallery of New South Wales
from AU$35

Top experiences in Sydney

Free cancellation
Couple dining on a Sydney Harbour dinner cruise.
Dinner Cruise
Multi-Course Dinner Cruise on Sydney Harbour
from
AU$125
Multi-Course Dinner Cruise on Sydney Harbour. Rated 4.5 out of 5 from 941 ratings.From AU$125
Free cancellation
Group enjoying a three-course dining cruise with wine.
Lunch Cruises
3-Course Long Lunch Cruise in Sydney
from
AU$125
3-Course Long Lunch Cruise in Sydney. Rated 4.5 out of 5 from 2743 ratings.From AU$125
Free cancellation
Couple dining on a Sydney Harbour dinner cruise.
Sightseeing Cruises
Captain Cook 3 or 4-Course Dinner Cruise on Sydney Harbour
from
AU$125
Captain Cook 3 or 4-Course Dinner Cruise on Sydney Harbour. Rated 4.5 out of 5 from 941 ratings.From AU$125
Free cancellation
Couple enjoying dinner on a glass boat cruise with Sydney Opera House and Harbour Bridge views.
Dinner Cruise
Sydney Harbour Glass Boat Dinner Cruise
from
AU$179
Sydney Harbour Glass Boat Dinner Cruise . Rated 0 out of 5 from 0 ratings.From AU$179
Cruise ship sailing in front of Sydney Opera House with city skyline in background.
Sightseeing Cruises
Sydney Harbour Sunset Cruise
AU$75
Sydney Harbour Sunset Cruise. Rated 4.9 out of 5 from 7 ratings.From AU$75
Free cancellation
Cabaret cruise ship with colorful lights on Sydney Harbour near Opera House.
Dinner Cruise
Sydney Harbour Cabaret Cruise with 3-Course Dinner
from
AU$175
Sydney Harbour Cabaret Cruise with 3-Course Dinner. Rated 0 out of 5 from 0 ratings.From AU$175
Luxury yacht The Jackson cruising in Sydney Harbour with city skyline backdrop.
Lunch Cruises
Chandon Harbour Bottomless Long Lunch Cruise
AU$189
Chandon Harbour Bottomless Long Lunch Cruise. Rated 0 out of 5 from 0 ratings.From AU$189
Free cancellation
Family interacting with Annie Morris's Stack sculpture at Art Gallery of New South Wales, Sydney.
Museums
Australian Art Stories Tour at Art Gallery of New South Wales
AU$70
Australian Art Stories Tour at Art Gallery of New South Wales. Rated 0 out of 5 from 0 ratings.From AU$70
Free cancellation
Spirit of Migloo sailing on Sydney Harbour with Sydney Harbour Bridge in the background.
Dinner Cruise
Sydney Harbour 3-Course Fine Dining Dinner Cruise
AU$215
Sydney Harbour 3-Course Fine Dining Dinner Cruise. Rated 0 out of 5 from 0 ratings.From AU$215
Sydney Opera House illuminated during Vivid Sydney Cruises.
Sightseeing Cruises
Vivid Sydney Canapés Cruise with Complimentary Drink
AU$75
Vivid Sydney Canapés Cruise with Complimentary Drink. Rated 4.8 out of 5 from 15 ratings.From AU$75
Catamaran sailing near Sydney Opera House and Harbour Bridge on Harbour Highlights Cruise.
Sightseeing Cruises
Sydney Harbour Cruise at Sunset with Refreshments
AU$59
Sydney Harbour Cruise at Sunset with Refreshments. Rated 5 out of 5 from 1 ratings.From AU$59
Free cancellation
Couple dining with wine on Vivid Sydney dinner cruise.
Dinner Cruise
6-Course Gold Dinner Cruise Sydney
from
AU$215
6-Course Gold Dinner Cruise Sydney. Rated 4.5 out of 5 from 2007 ratings.From AU$215
Catamaran Kirralee cruising near Sydney Opera House and Harbour Bridge during Vivid Sydney.
Sightseeing Cruises
Vivid Sydney BYOB Catamaran Cruise
AU$59
Vivid Sydney BYOB Catamaran Cruise. Rated 4.5 out of 5 from 2 ratings.From AU$59
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
Captain Cook Cocktail Harbour Bar Cruise
from
AU$79
Captain Cook Cocktail Harbour Bar Cruise. Rated 4.5 out of 5 from 1492 ratings.From AU$79
Free cancellation
Guests enjoying wine tasting and lunch at Tulloch Wines, Hunter Valley.
Wineries
Tulloch Wines Hunter Icons Wine Tasting Experience & 2-Course A la carte Lunch
AU$168
Tulloch Wines Hunter Icons Wine Tasting Experience & 2-Course A la carte Lunch. Rated 0 out of 5 from 0 ratings.From AU$168

Browse by themes

Landmarks in Sydney
Sydney Harbour Cruises
Skydiving Tickets in Sydney
Musicals in Sydney
Hop-on Hop-off Tours Sydney
Guided Tours in Sydney
Zoos in Sydney
Sydney Harbour Dinner Cruise
Airport Services in Sydney
Sydney Attractions
Sydney Harbour Sightseeing Cruise
Museums in Sydney

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How Headout makes choosing experiences effortless

We curate the best ways to experience

We research and organise all unique experiences - from tickets to tours to special combos - so you get all the choices without the clutter.

We partner with the best

Every supplier is vetted for quality, reliability, and value so you only get top rated experiences. No surprises, no disappointments.

All the best options, in one place

Each experience is thoughtfully organised to give you maximum availability, great value and an easy way to choose.

Book with complete peace of mind

Free cancellations, Flexible payments, and 24/7 support - thoughtfully designed for flexibility, assurance, and total peace of mind.

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We curate the best ways to experience
We partner with the best
All the best options, in one place
Book with complete peace of mind

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