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? From to — 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 · 2 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 clear

Sort

Reset

Filtering Seabourn ×Viking Ocean ×Visits Santiago × Clear all

Showing 19 of 19 sailings

Seabourn · Seabourn PursuitRepositioning

Pacific 32 nights Oct 4 – Nov 5, 2026 from Lautoka, Fiji to San Antonio, Santiago, Chile

Lautoka, Fiji · Kadavu Island, Fiji · … · San Antonio, Santiago, Chile19 ports

Lautoka, Fiji · Kadavu Island, Fiji · Fulaga (Vulaga), Lau Group, Fiji · Vavau, Tonga Islands · Nukupule Island, Ha'apai Group, Tonga · Apia, Western Samoa · Cross International Dateline · Aitutaki, Cook Islands · Raiatea, French Polynesia · Huahine, French Polynesia · Papeete, Tahiti, French Polynesia · Anaa, French Polynesia · Rangiroa, Tahiti · Pitcairn Island, United Kingdom · Ducie Island, United Kingdom · Easter Island, Chile · The Sbn Juan Fernandez Experience (day 1), Chile · The Sbn Juan Fernandez Experience (day 2), Chile · San Antonio, Santiago, Chile

★ Bucket-list Yasawa Islands Great Astrolabe Reef Private Fulaga Lagoon Snorkel Swim with Humpback Whales +14 more

View → ✉ Email

from $26,264

Book This Cruise@ Cruisebound

Seabourn · Seabourn PursuitRepositioning

Northern Europe 19 nights Oct 16 – Nov 4, 2026 from Papeete, Tahiti, French Polynesia to San Antonio, Santiago, Chile

Papeete, Tahiti, French Polynesia · Anaa, French Polynesia · … · San Antonio, Santiago, Chile9 ports

Papeete, Tahiti, French Polynesia · Anaa, French Polynesia · Rangiroa, Tahiti · Pitcairn Island, United Kingdom · Ducie Island, United Kingdom · Easter Island, Chile · The Sbn Juan Fernandez Experience (day 1), Chile · The Sbn Juan Fernandez Experience (day 2), Chile · San Antonio, Santiago, Chile

★ Bucket-list Teahupo'o Private Guided Snorkel Safari in Anaa's Pristine P…Tiputa Pass Drift Dive Bounty Bay Landing & Adamstown +4 more

View → ✉ Email

from $13,344

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Dec 2 – Dec 19, 2026 from Buenos Aires, Argentina to Valparaiso (Santiago), Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · Valparaiso (Santiago), Chile15 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Scenic Sailing: Cape Horn · Ushuaia, Argentina · Punta Arenas, Chile · Scenic Sailing: Amalia Glacier · Scenic Sailing: Chilean Fjords · Puerto Montt, Chile · Sail the Pacific Ocean · Valparaiso (Santiago), Chile

★ Bucket-list El Teatro Colón Mercado del Puerto ARC Transatlantic Rally Private Full-Day Península Valdés +6 more

View → ✉ Email

from $9,299

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Dec 19 – Jan 5, 2027 from Valparaiso (Santiago), Chile to Buenos Aires, Argentina

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · … · Buenos Aires, Argentina15 ports

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · Puerto Montt, Chile · Scenic Sailing: Chilean Fjords · Scenic Sailing: Amalia Glacier · Sail the Pacific Ocean · Ushuaia, Argentina · Scenic Sailing: Cape Horn · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Custom Valparaíso Private Catamaran Sail & Snorkel Private Osorno Volcano & Petrohué Falls Shore Excu…Isla Martillo +5 more

View → ✉ Email

from $9,699

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Jan 5 – Jan 22, 2027 from Buenos Aires, Argentina to Valparaiso (Santiago), Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · Valparaiso (Santiago), Chile15 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Scenic Sailing: Cape Horn · Ushuaia, Argentina · Punta Arenas, Chile · Scenic Sailing: Amalia Glacier · Scenic Sailing: Chilean Fjords · Puerto Montt, Chile · Sail the Pacific Ocean · Valparaiso (Santiago), Chile

★ Bucket-list El Teatro Colón Mercado del Puerto ARC Transatlantic Rally Private Full-Day Península Valdés +6 more

View → ✉ Email

from $10,599

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Jan 22 – Feb 8, 2027 from Valparaiso (Santiago), Chile to Buenos Aires, Argentina

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · … · Buenos Aires, Argentina15 ports

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · Puerto Montt, Chile · Scenic Sailing: Chilean Fjords · Scenic Sailing: Amalia Glacier · Punta Arenas, Chile · Ushuaia, Argentina · Scenic Sailing: Cape Horn · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Custom Valparaíso Private Catamaran Sail & Snorkel Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex… +6 more

View → ✉ Email

from $10,899

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Feb 8 – Feb 25, 2027 from Buenos Aires, Argentina to Valparaiso (Santiago), Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · Valparaiso (Santiago), Chile15 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Scenic Sailing: Cape Horn · Ushuaia, Argentina · Punta Arenas, Chile · Scenic Sailing: Amalia Glacier · Scenic Sailing: Chilean Fjords · Puerto Montt, Chile · Sail the Pacific Ocean · Valparaiso (Santiago), Chile

★ Bucket-list El Teatro Colón Mercado del Puerto ARC Transatlantic Rally Private Full-Day Península Valdés +6 more

View → ✉ Email

from $11,099

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Feb 25 – Mar 14, 2027 from Valparaiso (Santiago), Chile to Buenos Aires, Argentina

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · … · Buenos Aires, Argentina15 ports

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · Puerto Montt, Chile · Scenic Sailing: Chilean Fjords · Scenic Sailing: Amalia Glacier · Punta Arenas, Chile · Ushuaia, Argentina · Scenic Sailing: Cape Horn · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Custom Valparaíso Private Catamaran Sail & Snorkel Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex… +6 more

View → ✉ Email

from $10,499

Book This Cruise@ Cruisebound

Seabourn · Seabourn PursuitRepositioning

Pacific 19 nights Apr 7 – Apr 26, 2027 from San Antonio, Santiago, Chile to Papeete, Tahiti, French Polynesia

San Antonio, Santiago, Chile · The Seabourn Juan Fernandez Experience (day 1) · … · Papeete, Tahiti, French Polynesia10 ports

San Antonio, Santiago, Chile · The Seabourn Juan Fernandez Experience (day 1) · The Seabourn Juan Fernandez Experience (day 2) · Easter Island, Chile · Ducie Island, United Kingdom · Pitcairn Island, United Kingdom · Fakarava, Tahiti · Tahanea, French Polynesia · Anaa, French Polynesia · Papeete, Tahiti, French Polynesia

★ Bucket-list Private Santiago City Tour Robinson Crusoe Island Private Full-Island Moai & Sacred Sites Tour with…Pristine Reef Snorkel +5 more

View → ✉ Email

from $14,959

Book This Cruise@ Cruisebound

Seabourn · Seabourn PursuitRepositioning

Northern Europe 32 nights Sep 17 – Oct 19, 2027 from Lautoka, Fiji to San Antonio, Santiago, Chile

Lautoka, Fiji · Kadavu Island, Fiji · … · San Antonio, Santiago, Chile19 ports

Lautoka, Fiji · Kadavu Island, Fiji · Vavau, Tonga Islands · Nukupule Island, Ha'apai Group, Tonga · Apia, Western Samoa · Cross International Dateline · Aitutaki, Cook Islands · Raiatea, French Polynesia · Huahine, French Polynesia · Papeete, Tahiti, French Polynesia · Anaa, French Polynesia · Tahanea, French Polynesia · Fakarava, Tahiti · Pitcairn Island, United Kingdom · Ducie Island, United Kingdom · Easter Island, Chile · The Seabourn Juan Fernandez Experience (day 1) · The Seabourn Juan Fernandez Experience (day 2) · San Antonio, Santiago, Chile

★ Bucket-list Yasawa Islands Great Astrolabe Reef Swim with Humpback Whales Private Humpback Whale Swim & Snorkel, Ha'apai Wat… +14 more

View → ✉ Email

from $28,304

Book This Cruise@ Cruisebound

Seabourn · Seabourn PursuitRepositioning

Pacific 19 nights Sep 29 – Oct 18, 2027 from Papeete, Tahiti, French Polynesia to San Antonio, Santiago, Chile

Papeete, Tahiti, French Polynesia · Anaa, French Polynesia · … · San Antonio, Santiago, Chile10 ports

Papeete, Tahiti, French Polynesia · Anaa, French Polynesia · Tahanea, French Polynesia · Fakarava, Tahiti · Pitcairn Island, United Kingdom · Ducie Island, United Kingdom · Easter Island, Chile · The Seabourn Juan Fernandez Experience (day 1) · The Seabourn Juan Fernandez Experience (day 2) · San Antonio, Santiago, Chile

★ Bucket-list Teahupo'o Private Guided Snorkel Safari in Anaa's Pristine P…Tahanea Atoll Fakarava South Pass +5 more

View → ✉ Email

from $17,849

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Dec 4 – Dec 21, 2027 from Buenos Aires, Argentina to Valparaiso (Santiago), Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · Valparaiso (Santiago), Chile15 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Scenic Sailing: Cape Horn · Ushuaia, Argentina · Punta Arenas, Chile · Scenic Sailing: Amalia Glacier · Scenic Sailing: Chilean Fjords · Puerto Montt, Chile · Sail the Pacific Ocean · Valparaiso (Santiago), Chile

★ Bucket-list El Teatro Colón Mercado del Puerto ARC Transatlantic Rally Private Full-Day Península Valdés +6 more

View → ✉ Email

from $8,899

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Dec 21 – Jan 7, 2028 from Valparaiso (Santiago), Chile to Buenos Aires, Argentina

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · … · Buenos Aires, Argentina15 ports

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · Puerto Montt, Chile · Scenic Sailing: Chilean Fjords · Scenic Sailing: Amalia Glacier · Punta Arenas, Chile · Ushuaia, Argentina · Scenic Sailing: Cape Horn · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Custom Valparaíso Private Catamaran Sail & Snorkel Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex… +6 more

View → ✉ Email

from $8,099

Book This Cruise@ Cruisebound

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 Transit Quito Old Town & Mitad del Mundo Chan Chan +40 more

View → ✉ Email

from $72,799

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Jan 7 – Jan 24, 2028 from Buenos Aires, Argentina to Valparaiso (Santiago), Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · Valparaiso (Santiago), Chile15 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Scenic Sailing: Cape Horn · Ushuaia, Argentina · Punta Arenas, Chile · Scenic Sailing: Amalia Glacier · Scenic Sailing: Chilean Fjords · Puerto Montt, Chile · Sail the Pacific Ocean · Valparaiso (Santiago), Chile

★ Bucket-list El Teatro Colón Mercado del Puerto ARC Transatlantic Rally Private Full-Day Península Valdés +6 more

View → ✉ Email

from $9,899

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Jan 24 – Feb 10, 2028 from Valparaiso (Santiago), Chile to Buenos Aires, Argentina

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · … · Buenos Aires, Argentina15 ports

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · Puerto Montt, Chile · Scenic Sailing: Chilean Fjords · Scenic Sailing: Amalia Glacier · Punta Arenas, Chile · Ushuaia, Argentina · Scenic Sailing: Cape Horn · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Custom Valparaíso Private Catamaran Sail & Snorkel Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex… +6 more

View → ✉ Email

from $9,899

Book This Cruise@ Cruisebound

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 Valparaíso Private Osorno Volcano & Petrohué Falls Shore Excu…Palafitos of Castro Laguna San Rafael Glacier +16 more

View → ✉ Email

from $35,598

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Feb 10 – Feb 27, 2028 from Buenos Aires, Argentina to Valparaiso (Santiago), Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · Valparaiso (Santiago), Chile15 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Scenic Sailing: Cape Horn · Ushuaia, Argentina · Punta Arenas, Chile · Scenic Sailing: Amalia Glacier · Scenic Sailing: Chilean Fjords · Puerto Montt, Chile · Sail the Pacific Ocean · Valparaiso (Santiago), Chile

★ Bucket-list El Teatro Colón Mercado del Puerto ARC Transatlantic Rally Private Full-Day Península Valdés +6 more

View → ✉ Email

from $9,799

Book This Cruise@ Cruisebound

Viking Ocean · Viking JupiterOne-way

South America 17 nights Feb 27 – Mar 15, 2028 from Valparaiso (Santiago), Chile to Buenos Aires, Argentina

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · … · Buenos Aires, Argentina15 ports

Valparaiso (Santiago), Chile · Sail the Pacific Ocean · Puerto Montt, Chile · Scenic Sailing: Chilean Fjords · Scenic Sailing: Amalia Glacier · Punta Arenas, Chile · Ushuaia, Argentina · Scenic Sailing: Cape Horn · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Custom Valparaíso Private Catamaran Sail & Snorkel Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex… +6 more

View → ✉ Email

from $9,899

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