Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
Where to? tap as many as you like Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines
Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Filtering Visits Sydney ×3–5 nights × Clear all
Showing 28 of 28 sailings
Princess · Crown PrincessOne-way
Australia & South Pacific 4 nights Oct 3 – Oct 7, 2026 from Auckland, New Zealand to Sydney, Australia
Auckland, New Zealand · Sydney, Australia
★ Bucket-list Waiheke Island Private Wine TourBridgeClimb Sydney
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from $1,034
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Oct 30 – Nov 2, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $678
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Nov 20 – Nov 23, 2026 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $662
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Princess · Royal PrincessRound-trip
Australia & South Pacific 4 nights Dec 18 – Dec 22, 2026 from Sydney, Australia
Sydney, Australia · Eden, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $529
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Norwegian · Norwegian SpiritRound-trip
Australia & South Pacific 4 nights Jan 6 – Jan 10, 2027 from Sydney, Australia
Sydney, Australia · Hobart, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $647
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Norwegian · Norwegian SpiritRound-trip
Australia & South Pacific 4 nights Jan 21 – Jan 25, 2027 from Sydney, Australia
Sydney, Australia · Hobart, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $829
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 4 nights Mar 1 – Mar 5, 2027 from Sydney, Australia
Sydney, Australia · Hobart, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $630
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Princess · Grand PrincessOne-way
Australia & South Pacific 4 nights Mar 16 – Mar 20, 2027 from Brisbane, Australia to Sydney, Australia
Brisbane, Australia · Newcastle, Australia · Sydney, Australia
★ Bucket-list Lone Pine Koala SanctuaryBridgeClimb Sydney
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from $310
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 4 nights Mar 23 – Mar 27, 2027 from Sydney, Australia
Sydney, Australia · Hobart, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $1,130
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Princess · Royal PrincessRound-trip
Australia & South Pacific 3 nights Mar 25 – Mar 28, 2027 from Sydney, Australia
Sydney, Australia · Eden, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $445
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Princess · Grand PrincessOne-way
Australia & South Pacific 4 nights Apr 2 – Apr 6, 2027 from Sydney, Australia to Melbourne, Australia
Sydney, Australia · Newcastle, Australia · Melbourne, Australia
★ Bucket-list BridgeClimb Sydney
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from $529
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Celebrity · Celebrity EdgeRound-trip
Australia & South Pacific 4 nights Apr 16 – Apr 20, 2027 from Sydney, Australia
Sydney, Australia · Hobart, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $932
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Princess · Sapphire PrincessOne-way
Australia & South Pacific 3 nights Oct 23 – Oct 26, 2027 from Brisbane, Australia to Sydney, Australia
Brisbane, Australia · Sydney, Australia
★ Bucket-list Lone Pine Koala SanctuaryBridgeClimb Sydney
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from $281
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Oct 24 – Oct 27, 2027 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $592
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Celebrity · Celebrity SolsticeRound-trip
Australia & South Pacific 4 nights Oct 29 – Nov 2, 2027 from Sydney, Australia
Sydney, Australia · Hobart, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $593
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Nov 5 – Nov 8, 2027 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $576
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Celebrity · Celebrity EdgeRound-trip
Australia & South Pacific 4 nights Nov 7 – Nov 11, 2027 from Sydney, Australia
Sydney, Australia · Hobart, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $899
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Nov 26 – Nov 29, 2027 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $596
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Princess · Grand PrincessOne-way
Australia & South Pacific 4 nights Dec 2 – Dec 6, 2027 from Sydney, Australia to Brisbane, Australia
Sydney, Australia · Eden, Australia · Newcastle, Australia · Brisbane, Australia
★ Bucket-list BridgeClimb SydneyLone Pine Koala Sanctuary
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from $416
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Dec 17 – Dec 20, 2027 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $613
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Jan 7 – Jan 10, 2028 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $659
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Feb 18 – Feb 21, 2028 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $567
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Royal Caribbean · Anthem of the SeasRound-trip
Australia & South Pacific 3 nights Mar 10 – Mar 13, 2028 from Sydney, Australia
Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $589
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Princess · Royal PrincessRound-trip
Australia & South Pacific 3 nights Mar 11 – Mar 14, 2028 from Sydney, Australia
Sydney, Australia · Eden, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $514
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Princess · Grand PrincessOne-way
Australia & South Pacific 3 nights Mar 27 – Mar 30, 2028 from Brisbane, Australia to Sydney, Australia
Brisbane, Australia · Sydney, Australia
★ Bucket-list Lone Pine Koala SanctuaryBridgeClimb Sydney
View →
from $281
Book This Cruise@ Cruisebound
Princess · Grand PrincessOne-way
Australia & South Pacific 3 nights Apr 13 – Apr 16, 2028 from Sydney, Australia to Brisbane, Australia
Sydney, Australia · Brisbane, Australia
★ Bucket-list BridgeClimb SydneyLone Pine Koala Sanctuary
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from $264
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Celebrity · Celebrity EdgeRound-trip
Australia & South Pacific 4 nights Apr 15 – Apr 19, 2028 from Sydney, Australia
Sydney, Australia · Hobart, Australia · Sydney, Australia
★ Bucket-list BridgeClimb Sydney
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from $744
Book This Cruise@ Cruisebound
Princess · Grand PrincessOne-way
Australia & South Pacific 3 nights May 31 – Jun 3, 2028 from Brisbane, Australia to Sydney, Australia
Brisbane, Australia · Sydney, Australia
★ Bucket-list Lone Pine Koala SanctuaryBridgeClimb Sydney
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from $284
Book This Cruise@ Cruisebound

Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

19 lines
aboard
MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara