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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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 Mediterranean ×Asia ×Visits Puerto Chacabuco × Clear all
Showing 14 of 14 sailings
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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Seabourn · Seabourn QuestRepositioning
Mediterranean 112 nights Jan 7 – Apr 28, 2028 from Miami, Florida to Lisbon, Portugal
Miami, Florida · Fuerte Amador, Panama · … · Lisbon, Portugal52 ports
Miami, Florida · Fuerte Amador, Panama · Guayaquil (Quito), Ecuador · Salaverry (Trujillo), Peru · Callao (Lima), Peru · General San Martin, Peru · Easter Island, Chile · Robinson Crusoe Island, Chile · Santa Clara Island, Chile · Valparaiso (Santiago), Chile · Puerto Montt, Chile · Castro, Chile · Puerto Chacabuco, Chile · Pio Xi (Bruggen) Glacier · Amalia (Skua) Glacier, Chile · Strait OF Magellan · Punta Arenas, Chile · Garibaldi Glacier, Chile · Ushuaia, Argentina · The Seabourn Antarctic Experience (day 1) · The Seabourn Antarctic Experience (day 2) · The Seabourn Antarctic Experience (day 3) · The Seabourn Antarctic Experience (day 4) · The Seabourn Antarctic Experience (day 5) · The Seabourn Falkland Island Experience (day 1) · The Seabourn Falkland Island Experience (day 2) · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina · Inaccessible Island, Tristan da Cunha · Nightingale Island, Tristan da Cunha · Richards Bay, South Africa · Maputo, Mozambique · Durban, South Africa · Port Elizabeth, South Africa · Mossel Bay, South Africa · Cape Town, South Africa · Luderitz, Namibia · Walvis Bay, Namibia · Luanda, Angola · Principe Island, Sao Tome and Principe · Cotonou, Benin · Tema (Accra), Ghana · Takoradi, Ghana · Dakar, Senegal · Mindelo, Cape Verde Island · Las Palmas, Gran Canaria, Canary Islands · Arrecife, Lanzarote, Canary Islands · Casablanca, Morocco · Tangier, Morocco · Cadiz (Seville), Spain · Lisbon, Portugal
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Panama Canal Partial TransitChan ChanPalomino Islands +31 more
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from $72,799
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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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Seabourn · Seabourn QuestRepositioning
Northern Europe 53 nights Feb 5 – Mar 29, 2028 from Valparaiso (Santiago), Chile to Cape Town, South Africa
Valparaiso (Santiago), Chile · Puerto Montt, Chile · … · Cape Town, South Africa28 ports
Valparaiso (Santiago), Chile · Puerto Montt, Chile · Castro, Chile · Puerto Chacabuco, Chile · Pio Xi (Bruggen) Glacier · Amalia (Skua) Glacier, Chile · Punta Arenas, Chile · Strait OF Magellan · Garibaldi Glacier, Chile · Ushuaia, Argentina · The Seabourn Antarctic Experience (day 1) · The Seabourn Antarctic Experience (day 2) · The Seabourn Antarctic Experience (day 3) · The Seabourn Antarctic Experience (day 4) · The Seabourn Antarctic Experience (day 5) · The Seabourn Falkland Island Experience (day 1) · The Seabourn Falkland Island Experience (day 2) · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina · Inaccessible Island, Tristan da Cunha · Nightingale Island, Tristan da Cunha · Richards Bay, South Africa · Maputo, Mozambique · Durban, South Africa · Port Elizabeth, South Africa · Mossel Bay, South Africa · Cape Town, South Africa
★ Bucket-list Private Custom ValparaísoPrivate Osorno Volcano & Petrohué Falls Shore Excu…Palafitos of CastroLaguna San Rafael Glacier +12 more
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from $35,598
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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
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