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
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Where to? tap as many as you like 2 selected · clear 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
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+ 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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Showing 13 of 13 sailings
Costa · Costa SerenaRepositioning
Australia & South Pacific 40 nights Nov 12 – Dec 22, 2026 from Sydney, Australia to Buenos Aires, Argentina
Sydney, Australia · Noumea, New Caledonia · … · Buenos Aires, Argentina16 ports
Sydney, Australia · Noumea, New Caledonia · Lifou, New Caledonia · Suva, Fiji Islands · Cidl East,west (add. 24h) · Rarotonga, Cook Islands · Papeete, Tahiti, French Polynesia · Pitcairn Island, United Kingdom · Easter Island, Chile · San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Punta Arenas, Chile · Ushuaia, Argentina · Puerto Madryn, Argentina · Buenos Aires, Argentina
★ Bucket-list BridgeClimb SydneyAmédée Island Day TripJinek Bay Natural AquariumNavua River +10 more
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from $6,087
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Holland America · OosterdamOne-way
Asia 15 nights Dec 4 – Dec 19, 2026 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina13 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Pio Xi (Bruggen) Glacier · Strait OF Magellan · Punta Arenas, Chile · Beagle Channel · Cockburn And Beagle Channels · Ushuaia, Argentina · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierMagdalena Island +6 more
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from $2,599
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Costa · Costa SerenaOne-way
South America 14 nights Dec 8 – Dec 22, 2026 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina7 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Punta Arenas, Chile · Ushuaia, Argentina · Puerto Madryn, Argentina · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierFull-Day King Penguin Colony & Tierra del Fuego Ex… +3 more
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from $2,305
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Holland America · OosterdamOne-way
Asia 22 nights Dec 19 – Jan 10, 2027 from Buenos Aires, Argentina to San Antonio, Santiago, Chile
Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile15 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Punta del Este, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Antarctic Experience · Drake Passage, Antarctica · Ushuaia, Argentina · Punta Arenas, Chile · Strait OF Magellan · Amalia (Skua) Glacier, Chile · Chilean, Fjords · Puerto Chacabuco, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile
★ Bucket-list El Teatro ColónMercado del PuertoPunta del Este Private Sightseeing Tour with Port…Private Full-Day Península Valdés +8 more
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from $4,699
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Holland America · OosterdamOne-way
Asia 22 nights Jan 10 – Feb 1, 2027 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina14 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Amalia (Skua) Glacier, Chile · Punta Arenas, Chile · Strait OF Magellan · Cockburn And Beagle Channels · Ushuaia, Argentina · Cape Horn And Drake Passage · Antarctic Experience · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierFull-Day King Penguin Colony & Tierra del Fuego Ex… +7 more
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from $7,599
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Holland America · OosterdamOne-way
Asia 22 nights Feb 1 – Feb 23, 2027 from Buenos Aires, Argentina to San Antonio, Santiago, Chile
Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile14 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Antarctic Experience · Drake Passage, Antarctica · Ushuaia, Argentina · Strait OF Magellan · Punta Arenas, Chile · Amalia (Skua) Glacier, Chile · Chilean, Fjords · Puerto Chacabuco, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Full-Day Península ValdésPrivate Stanley Highlights & Gentoo Penguin Colony… +7 more
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from $5,309
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Holland America · OosterdamOne-way
Asia 14 nights Feb 23 – Mar 9, 2027 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina13 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Pio Xi (Bruggen) Glacier · Strait OF Magellan · Punta Arenas, Chile · Cockburn And Beagle Channels · Beagle Channel · Ushuaia, Argentina · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierMagdalena Island +6 more
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from $2,399
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Holland America · Nieuw AmsterdamOne-way
Asia 15 nights Nov 2 – Nov 17, 2027 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina13 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Pio Xi (Bruggen) Glacier · Strait OF Magellan · Cockburn And Beagle Channels · Beagle Channel · Punta Arenas, Chile · Ushuaia, Argentina · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierMagdalena Island +6 more
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from $2,124
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Holland America · Nieuw AmsterdamOne-way
Asia 15 nights Dec 2 – Dec 17, 2027 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina13 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Pio Xi (Bruggen) Glacier · Strait OF Magellan · Cockburn And Beagle Channels · Beagle Channel · Punta Arenas, Chile · Ushuaia, Argentina · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierMagdalena Island +6 more
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from $2,124
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Holland America · Nieuw AmsterdamOne-way
Asia 22 nights Dec 17 – Jan 8, 2028 from Buenos Aires, Argentina to San Antonio, Santiago, Chile
Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile14 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Antarctic Experience · Drake Passage, Antarctica · Ushuaia, Argentina · Strait OF Magellan · Punta Arenas, Chile · Amalia (Skua) Glacier, Chile · Chilean, Fjords · Puerto Chacabuco, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Full-Day Península ValdésPrivate Stanley Highlights & Gentoo Penguin Colony… +7 more
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from $4,769
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Holland America · Nieuw AmsterdamOne-way
Asia 22 nights Jan 8 – Jan 30, 2028 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina16 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Amalia (Skua) Glacier, Chile · Cockburn And Beagle Channels · Punta Arenas, Chile · Strait OF Magellan · Ushuaia, Argentina · Cape Horn And Drake Passage · Antarctic Experience · Stanley, Falkland Islands · Puerto Madryn, Argentina · Punta del Este, Uruguay · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierIsla Martillo +9 more
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from $4,969
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Holland America · Nieuw AmsterdamOne-way
Asia 22 nights Jan 30 – Feb 21, 2028 from Buenos Aires, Argentina to San Antonio, Santiago, Chile
Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile14 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Antarctic Experience · Drake Passage, Antarctica · Ushuaia, Argentina · Punta Arenas, Chile · Strait OF Magellan · Amalia (Skua) Glacier, Chile · Chilean, Fjords · Puerto Chacabuco, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Full-Day Península ValdésPrivate Stanley Highlights & Gentoo Penguin Colony… +7 more
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from $4,869
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Holland America · Nieuw AmsterdamOne-way
Asia 14 nights Feb 21 – Mar 6, 2028 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina13 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Pio Xi (Bruggen) Glacier · Strait OF Magellan · Beagle Channel · Cockburn And Beagle Channels · Punta Arenas, Chile · Ushuaia, Argentina · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierMagdalena Island +6 more
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from $2,439
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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.

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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