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 · 1 selected
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
Must visit a specific port
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Filtering Regent ×From Sydney, Australia × Clear all
Showing 10 of 10 sailings
Regent · Seven Seas ExplorerRound-trip
Australia & South Pacific 10 nights Dec 19 – Dec 29, 2026 from Sydney, Australia
Sydney, Australia · Eden, Australia · … · Sydney, Australia10 ports
Sydney, Australia · Eden, Australia · Willis Island · Melbourne, Australia · Phillip Island, Australia · Portland, Maine · Willis Island · Hobart, Australia · Willis Island · Sydney, Australia
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandPortland Head Light & Casco Bay Scenic Lighthouse…Pennicott Wilderness Journeys
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from $10,199
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Regent · Seven Seas ExplorerOne-way
Australia & South Pacific 16 nights Dec 29 – Jan 14, 2027 from Sydney, Australia to Auckland, New Zealand
Sydney, Australia · Willis Island · … · Auckland, New Zealand14 ports
Sydney, Australia · Willis Island · Melbourne, Australia · Willis Island · Hobart, Australia · Willis Island · Dunedin, New Zealand · Lyttelton (Christchurch), New Zealand · Picton, New Zealand · Wellington, New Zealand · Gisborne, New Zealand · Tauranga, New Zealand · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandPennicott Wilderness JourneysWētā Workshop +3 more
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from $17,949
Book This Cruise@ Cruisebound
Regent · Seven Seas ExplorerOne-way
Australia & South Pacific 12 nights Jan 28 – Feb 9, 2027 from Sydney, Australia to Darwin, Australia
Sydney, Australia · Willis Island · … · Darwin, Australia12 ports
Sydney, Australia · Willis Island · Mooloolaba, Australia · Willis Island · Gladstone, Australia · Airlie Beach · Townsville, Australia · Willis Island · Cairns, Australia · Cooktown, Australia · Willis Island · Darwin, Australia
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandSwim with WhalesWhitehaven Beach & Hill Inlet +4 more
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from $10,299
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Regent · Seven Seas SplendorOne-way
Asia 18 nights Mar 16 – Apr 3, 2027 from Sydney, Australia to Singapore, Singapore
Sydney, Australia · Willis Island · … · Singapore, Singapore14 ports
Sydney, Australia · Willis Island · Townsville, Australia · Cairns, Australia · Cooktown, Australia · Willis Island · Darwin, Australia · Willis Island · Komodo Island, Indonesia · Bali, Indonesia · Surabaya, Java, Indonesia · Semarang, Java, Indonesia · Willis Island · Singapore, Singapore
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandMagnetic IslandOuter Great Barrier Reef +7 more
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from $15,999
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Regent · Seven Seas NavigatorOne-way
Australia & South Pacific 12 nights Jul 13 – Jul 25, 2027 from Sydney, Australia to Cairns, Australia
Sydney, Australia · Willis Island · … · Cairns, Australia12 ports
Sydney, Australia · Willis Island · Brisbane, Australia · Kiel Canal, Germany · Airlie Beach · Townsville, Australia · Kiel Canal, Germany · Willis Island · Thursday Island, Australia · Willis Island · Cooktown, Australia · Cairns, Australia
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandLone Pine Koala SanctuaryPrivate Expert Walking Tour of Kiel +5 more
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from $6,499
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Regent · Seven Seas NavigatorOne-way
Australia & South Pacific 24 nights Sep 20 – Oct 14, 2027 from Sydney, Australia to Perth (Fremantle), Australia
Sydney, Australia · Willis Island · … · Perth (Fremantle), Australia20 ports
Sydney, Australia · Willis Island · Brisbane, Australia · Willis Island · Airlie Beach · Cairns, Australia · Willis Island · Thursday Island, Australia · Willis Island · Darwin, Australia · Willis Island · Komodo Island, Indonesia · Willis Island · Bali, Indonesia · Lombok, Indonesia · Komodo Island, Indonesia · Waingapu, Sumba, Indonesia · Kupang, West Timor, Indonesia · Willis Island · Perth (Fremantle), Australia
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandLone Pine Koala SanctuaryWhitehaven Beach & Hill Inlet +7 more
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from $15,799
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Regent · Seven Seas MarinerOne-way
Australia & South Pacific 14 nights Dec 21 – Jan 4, 2028 from Sydney, Australia to Auckland, New Zealand
Sydney, Australia · Willis Island · … · Auckland, New Zealand13 ports
Sydney, Australia · Willis Island · Hobart, Australia · Willis Island · Dunedin, New Zealand · Timaru, New Zealand · Akaroa, New Zealand · Picton, New Zealand · Wellington, New Zealand · Napier, New Zealand · Gisborne, New Zealand · Tauranga, New Zealand · Auckland, New Zealand
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandPennicott Wilderness JourneysWētā Workshop +3 more
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from $11,499
Book This Cruise@ Cruisebound
Regent · Seven Seas MarinerRound-trip
Asia 32 nights Jan 18 – Feb 19, 2028 from Sydney, Australia
Sydney, Australia · Willis Island · … · Sydney, Australia29 ports
Sydney, Australia · Willis Island · Brisbane, Australia · Willis Island · Airlie Beach · Townsville, Australia · Kiel Canal, Germany · Cairns, Australia · Willis Island · Darwin, Australia · Willis Island · Broome, Australia · Willis Island · Exmouth, Australia · Willis Island · Geraldton · Perth (Fremantle), Australia · Willis Island · Albany, Australia · Willis Island · Adelaide, Australia · Kangaroo Island, Australia · Willis Island · Melbourne, Australia · Willis Island · Hobart, Australia · Willis Island · Eden, Australia · Sydney, Australia
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandLone Pine Koala SanctuaryWhitehaven Beach & Hill Inlet +9 more
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from $30,099
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorOne-way
Australia & South Pacific 16 nights Feb 18 – Mar 5, 2028 from Sydney, Australia to Melbourne, Australia
Sydney, Australia · Willis Island · … · Melbourne, Australia14 ports
Sydney, Australia · Willis Island · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Willis Island · Wellington, New Zealand · Akaroa, New Zealand · Timaru, New Zealand · Dunedin, New Zealand · Willis Island · Hobart, Australia · Willis Island · Melbourne, Australia
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandHole in the Rock, Cape Brett & Dolphin CruiseWaiheke Island Private Wine Tour +3 more
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from $18,799
Book This Cruise@ Cruisebound
Regent · Seven Seas MarinerOne-way
Australia & South Pacific 14 nights Feb 19 – Mar 4, 2028 from Sydney, Australia to Auckland, New Zealand
Sydney, Australia · Willis Island · … · Auckland, New Zealand13 ports
Sydney, Australia · Willis Island · Hobart, Australia · Willis Island · Dunedin, New Zealand · Timaru, New Zealand · Lyttelton (Christchurch), New Zealand · Picton, New Zealand · Wellington, New Zealand · Napier, New Zealand · Gisborne, New Zealand · Tauranga, New Zealand · Auckland, New Zealand
★ Bucket-list BridgeClimb SydneyZodiac Circumnavigation of Willis IslandPennicott Wilderness JourneysWētā Workshop +3 more
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from $14,699
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.

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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