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 Princess ×From Sydney, Australia ×Repositioning × Clear all
Showing 6 of 6 sailings
Princess · Crown PrincessRepositioning
Australia & South Pacific 30 nights Nov 4 – Dec 4, 2026 from Sydney, Australia to Los Angeles, California
Sydney, Australia · Bay of Islands (Paihia), New Zealand · … · Los Angeles, California13 ports
Sydney, Australia · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Suva, Fiji Islands · Dravuni Island, Fiji · Cross International Date Line · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Honolulu, Oahu, Hawaii · Kahului, Maui, Hawaii · Hilo, Hawaii · Los Angeles, California
★ Bucket-list BridgeClimb SydneyHole in the Rock, Cape Brett & Dolphin CruiseWaiheke Island Private Wine TourHobbiton Movie Set +9 more
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from $2,110
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Princess · Coral PrincessRepositioning
Australia & South Pacific 32 nights Feb 27 – Mar 31, 2027 from Sydney, Australia to Singapore, Singapore
Sydney, Australia · Auckland, New Zealand · … · Singapore, Singapore14 ports
Sydney, Australia · Auckland, New Zealand · Tauranga, New Zealand · Christchurch, New Zealand · Port Chalmers (Dunedin), New Zealand · Fjordland, New Zealand · Hobart, Australia · Adelaide, Australia · Fremantle, Australia · Kimberley Coast · Darwin, Australia · Benoa (Bali), Indonesia · Lombok, Indonesia · Singapore, Singapore
★ Bucket-list BridgeClimb SydneyWaiheke Island Private Wine TourHobbiton Movie SetWaimakariri Gorge Jet Boat & High Country 4WD Expl… +9 more
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from $4,125
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Princess · Royal PrincessRepositioning
Hawaii 20 nights Mar 28 – Apr 17, 2027 from Sydney, Australia to Honolulu, Oahu, Hawaii
Sydney, Australia · Tauranga, New Zealand · … · Honolulu, Oahu, Hawaii8 ports
Sydney, Australia · Tauranga, New Zealand · Auckland, New Zealand · Cross International Date Line · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Kona, Hawaii · Honolulu, Oahu, Hawaii
★ Bucket-list BridgeClimb SydneyHobbiton Movie SetWaiheke Island Private Wine TourCross the International Date Line +4 more
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from $1,759
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Princess · Grand PrincessRepositioning
Hawaii 49 nights Jun 17 – Aug 5, 2027 from Sydney, Australia to Tokyo, Japan
Sydney, Australia · Auckland, New Zealand · … · Tokyo, Japan22 ports
Sydney, Australia · Auckland, New Zealand · Bay of Islands (Paihia), New Zealand · Suva, Fiji Islands · Dravuni Island, Fiji · Apia, Western Samoa · Cross International Date Line · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Honolulu, Oahu, Hawaii · Kahului, Maui, Hawaii · Los Angeles, California · San Francisco, California · Victoria, British Columbia · Vancouver, British Columbia · Wrangell, Alaska · Juneau, Alaska · Hubbard Glacier, Alaska · College Fjord, Alaska · Anchorage, Alaska · Cross International Date Line · Tokyo, Japan
★ Bucket-list BridgeClimb SydneyWaiheke Island Private Wine TourHole in the Rock, Cape Brett & Dolphin CruiseNavua River +16 more
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from $5,681
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Princess · Coral PrincessRepositioning
Mediterranean 54 nights Feb 14 – Apr 8, 2028 from Sydney, Australia to Civitavecchia (Rome), Italy
Sydney, Australia · Melbourne, Australia · … · Civitavecchia (Rome), Italy23 ports
Sydney, Australia · Melbourne, Australia · Adelaide, Australia · Fremantle, Australia · Port Louis, Mauritius · Pointe des Galets, Reunion Island · Port Elizabeth, South Africa · Mossel Bay, South Africa · Cape Town, South Africa · Walvis Bay, Namibia · Mindelo, Cape Verde Island · Santa Cruz de Tenerife, Canary Islands · Gibraltar, British Territory · Syracuse, Sicily · Corfu, Greece · Dubrovnik, Croatia · Split, Croatia · Kotor, Montenegro · Piraeus (Athens), Greece · Kusadasi (Ephesus), Turkey · Chania, Greece · Salerno, Italy · Civitavecchia (Rome), Italy
★ Bucket-list BridgeClimb SydneyGreat Ocean Road & 12 ApostlesBarossa ValleyRottnest Island +19 more
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from $6,821
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Princess · Royal PrincessRepositioning
Pacific 25 nights Mar 27 – Apr 21, 2028 from Sydney, Australia to Los Angeles, California
Sydney, Australia · Bay of Islands (Paihia), New Zealand · … · Los Angeles, California10 ports
Sydney, Australia · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Suva, Fiji Islands · Apia, Western Samoa · Cross International Date Line · Honolulu, Oahu, Hawaii · Kona, Hawaii · San Diego, California · Los Angeles, California
★ Bucket-list BridgeClimb SydneyHole in the Rock, Cape Brett & Dolphin CruiseWaiheke Island Private Wine TourNavua River +6 more
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from $1,848
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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