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AustraliaSydney, Australia

Sydney for couples

Rediscover love in Sydney with our curated experiences and tours tailor-made for couples. Be it something adventurous or romantic, we’ve got you covered.
Couple enjoying a playful moment on a European city street.

Top things to do

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Vivid Sydney
Vivid Sydney
from AU$44
Sydney Whale Watching Cruises
Sydney Whale Watching Cruises
from AU$63.50
Hunter Valley Wine Tours
Hunter Valley Wine Tours
from AU$220
School Holiday Favorites in Sydney
School Holiday Favorites in Sydney
from AU$29
Captain Cook Cruises Sydney
Captain Cook Cruises Sydney
from AU$29
Jervis Bay Whale Watching Cruises
Jervis Bay Whale Watching Cruises
from AU$52
Top Sydney Cruise Offers & Discounts
Top Sydney Cruise Offers & Discounts
from AU$39

Top experiences in Sydney

Free cancellation
Tourists watching dolphins from a boat on Jervis Bay Dolphin Watch Cruise, Sydney.
Jervis Bay Dolphin Watching Cruise
Sightseeing Cruises
AU$52
Jervis Bay Dolphin Watching Cruise. Rated 4.5 out of 5 from 263 ratings.From AU$52
Free cancellation
Couple dining on a Sydney Harbour dinner cruise.
Captain Cook 3 or 4-Course Dinner Cruise on Sydney Harbour
Sightseeing Cruises
from
AU$129
Captain Cook 3 or 4-Course Dinner Cruise on Sydney Harbour. Rated 4.5 out of 5 from 945 ratings.From AU$129
Free cancellation
Group enjoying a three-course dining cruise with wine.
3-Course Long Lunch Cruise in Sydney
Lunch Cruises
from
AU$129
3-Course Long Lunch Cruise in Sydney. Rated 4.5 out of 5 from 2748 ratings.From AU$129
Free cancellation
Sydney Opera House and Harbour Bridge illuminated during Vivid Sydney cruise.
Vivid Sydney Sightseeing cruise
Sightseeing Cruises
from
AU$44
Vivid Sydney Sightseeing cruise. Rated 0 out of 5 from 0 ratings.From AU$44
Free cancellation
Couple dining with wine on Vivid Sydney dinner cruise.
6-Course Gold Dinner Cruise Sydney
Dinner Cruise
from AU$225
AU$202.50
10% off
6-Course Gold Dinner Cruise Sydney. Rated 4.5 out of 5 from 2007 ratings.From AU$202.50
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.
Captain Cook Cocktail Harbour Bar Cruise
Dinner Cruise
AU$82
Captain Cook Cocktail Harbour Bar Cruise. Rated 4.5 out of 5 from 1492 ratings.From AU$82
Cruise ship with "Vivid Sydney" lights passing Sydney Harbour Bridge at night.
Vivid Sydney Cruise with 3-Course Dinner
Dinner Cruise
from
AU$225
Vivid Sydney Cruise with 3-Course Dinner . Rated 3 out of 5 from 2 ratings.From AU$225
Free cancellation
Jet boat speeding through water near Sydney Harbour Bridge, Thunder Thrill Ride.
Thunder Thrill Ride: 30 Mins Experience
Speed Boat Tours
AU$85
Thunder Thrill Ride: 30 Mins Experience. Rated 4.5 out of 5 from 1975 ratings.From AU$85
Free cancellation
Whale breaching near cliffs off Sydney coast.
Sydney Whale Watching Cruise with Onboard Buffet
Sightseeing Cruises
AU$104
Sydney Whale Watching Cruise with Onboard Buffet. Rated 4.6 out of 5 from 28 ratings.From AU$104
Free cancellation
Catamaran Kirralee cruising near Sydney Opera House and Harbour Bridge during Vivid Sydney.
Vivid Sydney BYO Catamaran Cruise
Sightseeing Cruises
AU$59
Vivid Sydney BYO Catamaran Cruise. Rated 4.5 out of 5 from 2 ratings.From AU$59
Tourists enjoying a Sydney Harbour sightseeing cruise with city skyline views.
Captain Cook Sydney Harbour Sightseeing Cruise
Sightseeing Cruises
from AU$34
AU$29
15% off
Captain Cook Sydney Harbour Sightseeing Cruise. Rated 4.5 out of 5 from 1980 ratings.From AU$29
Selling out fast
Kayakers paddle near Sydney Harbour Bridge lit up for Vivid festival at night.
Vivid City Lights Night Kayaking on Sydney Harbour
Kayaking
AU$165
Vivid City Lights Night Kayaking on Sydney Harbour. Rated 0 out of 5 from 0 ratings.From AU$165
Free cancellation
Spirit of Migloo sailing on Sydney Harbour with Sydney Harbour Bridge in the background.
Sydney Harbour 3-Course Fine Dining Dinner Cruise
Dinner Cruise
AU$215
Sydney Harbour 3-Course Fine Dining Dinner Cruise. Rated 0 out of 5 from 0 ratings.From AU$215
Luxury yacht The Jackson cruising in Sydney Harbour with city skyline backdrop.
Chandon Harbour Bottomless Long Lunch Cruise
Lunch Cruises
AU$189
Chandon Harbour Bottomless Long Lunch Cruise. Rated 0 out of 5 from 0 ratings.From AU$189
Free cancellation
Couple enjoying dinner on a glass boat cruise with Sydney Opera House and Harbour Bridge views.
Sydney Harbour Glass Boat Dinner Cruise
Dinner Cruise
from
AU$179
Sydney Harbour Glass Boat Dinner Cruise . Rated 0 out of 5 from 0 ratings.From AU$179
Free cancellation
Hunter Valley estate with scenic vineyard views, part of the Wine and Food Day Tour.
From Sydney: Hunter Valley Wine & Food Day Tour
Walking Tours
AU$220
From Sydney: Hunter Valley Wine & Food Day Tour. Rated 0 out of 5 from 0 ratings.From AU$220
Free cancellation
Sydney Opera House and Harbour Bridge with Captain Cook cruise ship.
Vivid Sydney Sunset Cruise with Multi-Course Menu
Sightseeing Cruises
from
AU$99
Vivid Sydney Sunset Cruise with Multi-Course Menu . Rated 0 out of 5 from 0 ratings.From AU$99
Free cancellation
Sydney Harbour with boats near the Maritime Museum during sunset.
Showboat Vivid Sydney 3-Hour Dinner Cruise with Live Cabaret
Sightseeing Cruises
AU$175
Showboat Vivid Sydney 3-Hour Dinner Cruise with Live Cabaret. Rated 0 out of 5 from 0 ratings.From AU$175
Free cancellation
Cruise boat near Sydney Opera House during Vivid Sydney dinner cruise.
Vivid Sydney 6-Course Gold Penfold's Dinner Cruise with Live Music & Wine
Sightseeing Cruises
AU$299
Vivid Sydney 6-Course Gold Penfold's Dinner Cruise with Live Music & Wine. Rated 0 out of 5 from 0 ratings.From AU$299
Free cancellation
Luxury yacht cruising near Sydney Opera House and Harbour Bridge during Vivid Sydney.
Vivid Sydney Private Luxury Cruise
Sightseeing Cruises
AU$59
Vivid Sydney Private Luxury Cruise. Rated 0 out of 5 from 0 ratings.From AU$59

What our guests say

Martin P

New Zealand
Couple
Last week
The Sydney Harbour Sightseeing Cruise with Buffet Lunch is a wondeful way to spend a beautiful Sydney day in such an iconic place. The scenery was wonderful, the buffet lunch was delicious and healthy, the bar was great, and Ron's commentary was superb. Highly recommended.

Sydney Harbour Sightseeing Cruise with Buffet Lunch

Steve W

United Kingdom
Solo
Dec 2025
Pleasant way to see Sydney from the water, good photo opportunities. Friendly staff and good commentary. Free tea and coffee

Sydney Harbour Sightseeing Cruise

Nufail K

Australia
Couple
4 days ago
My partner and I were very pleasantly surprised at how easy it was to board the vessel. But the table setup was delightful, and we felt special by being served by a dedicated staffer. The staffer was very pleasant and was able to meet our requirements including ensuring our dietary were catered for. Later on the atmosphere created with the onboard musician/singer was perfect.

Multi-Course Dinner Cruise on Sydney Harbour

David I

Canada
Couple
Apr 2026
The lunch we had was really good and came out at a nice easy pace, so you didn't feel rushed. Our server was extremely friendly and attentive. While others left early at one of the stops, we were glad we stayed to the end as we made a further run in the harbour. It was a great way see around the area. The atmosphere aboard was relaxing and we were so to have chosen this trip.

3-Course Long Lunch Cruise in Sydney

Fowood G

United States
Couple
Jan 2026
Best views of the harbour. Easy on and off. 90 minutes was the perfect duration to see all the iconic sights from a pristine vantage point.

Captain Cook Sydney Harbour Sightseeing Cruise

Hagenlueke P

Germany
Couple
Dec 2025
There was a well experienced and friendly crew on board. They did their best successfully and anytime someone need assistance or help a crew-member was around. Thanks to the team.

Sydney Harbour Sunset Cruise

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Landmarks in Sydney
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Sydney Harbour Dinner Cruise
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Sydney Harbour Sightseeing Cruise
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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

We've served 50 million+ guests and we are here for you

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