Bucket-List Cruise Adventures

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Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Showing 25 of 25 sailings

Princess · Majestic PrincessRepositioning

Caribbean 33 nights Nov 19 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida to San Antonio, Santiago, Chile

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · San Antonio, Santiago, Chile16 ports

Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · St. Lucia, Caribbean · Bridgetown, Barbados · Fortaleza, Brazil · Rio de Janeiro, Brazil · Montevideo, Uruguay · Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Ushuaia, Argentina · Cockburn And Beagle Channels · Punta Arenas, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Maho Beach Swim with wild green sea turtles + two shipwrecks…Private Full-Day Rio Highlights +9 more

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from $2,966

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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 Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +4 more

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from $2,599

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Princess · Majestic PrincessOne-way

South America 15 nights Dec 7 – Dec 22, 2026 from Buenos Aires, Argentina to San Antonio, Santiago, Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile9 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Ushuaia, Argentina · Cockburn And Beagle Channels · Punta Arenas, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list El Teatro Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +5 more

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from $1,392

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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 Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +4 more

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from $4,699

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Princess · Majestic PrincessOne-way

South America 15 nights Dec 22 – Jan 6, 2027 from San Antonio, Santiago, Chile to Buenos Aires, Argentina

San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina9 ports

San Antonio, Santiago, Chile · Puerto Montt, Chile · Punta Arenas, Chile · Cockburn And Beagle Channels · Ushuaia, Argentina · Stanley, Falkland Islands · Puerto Madryn, Argentina · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Santiago City Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +5 more

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from $1,512

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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 Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +4 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 Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +4 more

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from $5,309

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Cunard · Queen AnneOne-way

South America 20 nights Feb 8 – Feb 28, 2027 from Rio de Janeiro, Brazil to San Antonio, Santiago, Chile

Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil · … · San Antonio, Santiago, Chile12 ports

Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil · Montevideo, Uruguay · Buenos Aires, Argentina · Puerto Madryn, Argentina · Ushuaia, Argentina · Cape Horn, Chile · Punta Arenas, Chile · Amalia (Skua) Glacier, Chile · Pio Xi (Bruggen) Glacier · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list Private Full-Day Rio Highlights Private Santos Full-Day Mercado del Puerto El Teatro Colón +5 more

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from $4,635

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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 Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +4 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 Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Isla Martillo Full-Day King Penguin Colony & Tierra del Fuego Ex… +4 more

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from $2,124

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Holland America · Nieuw AmsterdamOne-way

South America 15 nights Nov 17 – Dec 2, 2027 from Buenos Aires, Argentina to San Antonio, Santiago, Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile11 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Stanley, Falkland Islands · Beagle Channel · Ushuaia, Argentina · Strait OF Magellan · Punta Arenas, Chile · Cockburn And Beagle Channels · Pio Xi (Bruggen) Glacier · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list El Teatro Colón Mercado del Puerto Private Stanley Highlights & Gentoo Penguin Colony…Isla Martillo +4 more

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from $1,924

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Princess · Majestic PrincessOne-way

South America 15 nights Nov 21 – Dec 6, 2027 from Buenos Aires, Argentina to San Antonio, Santiago, Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile9 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Ushuaia, Argentina · Cockburn And Beagle Channels · Punta Arenas, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list El Teatro Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +5 more

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from $2,949

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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 Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Isla Martillo Full-Day King Penguin Colony & Tierra del Fuego Ex… +4 more

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from $2,124

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Princess · Majestic PrincessOne-way

South America 15 nights Dec 6 – Dec 21, 2027 from San Antonio, Santiago, Chile to Buenos Aires, Argentina

San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina9 ports

San Antonio, Santiago, Chile · Puerto Montt, Chile · Punta Arenas, Chile · Cockburn And Beagle Channels · Ushuaia, Argentina · Stanley, Falkland Islands · Puerto Madryn, Argentina · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Santiago City Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +5 more

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from $2,174

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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 Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +4 more

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from $4,769

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Norwegian · Norwegian StarOne-way

Antarctica 16 nights Dec 17 – Jan 2, 2028 from Buenos Aires, Argentina to San Antonio, Santiago, Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile9 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Elephant Island, Antarctica · Ushuaia, Argentina · Punta Arenas, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list El Teatro Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +4 more

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from $3,092

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Norwegian · Norwegian StarOne-way

Antarctica 15 nights Jan 2 – Jan 17, 2028 from San Antonio, Santiago, Chile to Buenos Aires, Argentina

San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina8 ports

San Antonio, Santiago, Chile · Puerto Montt, Chile · Ushuaia, Argentina · Elephant Island, Antarctica · Stanley, Falkland Islands · Puerto Madryn, Argentina · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Santiago City Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Isla Martillo Private Stanley Highlights & Gentoo Penguin Colony… +3 more

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from $2,228

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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 Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Isla Martillo Full-Day King Penguin Colony & Tierra del Fuego Ex… +5 more

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from $4,969

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Norwegian · Norwegian StarOne-way

Antarctica 15 nights Jan 17 – Feb 1, 2028 from Buenos Aires, Argentina to San Antonio, Santiago, Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile8 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Elephant Island, Antarctica · Ushuaia, Argentina · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list El Teatro Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +3 more

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from $2,457

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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 Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +4 more

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from $4,869

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Norwegian · Norwegian StarOne-way

Antarctica 15 nights Feb 1 – Feb 16, 2028 from San Antonio, Santiago, Chile to Buenos Aires, Argentina

San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina8 ports

San Antonio, Santiago, Chile · Puerto Montt, Chile · Ushuaia, Argentina · Elephant Island, Antarctica · Stanley, Falkland Islands · Puerto Madryn, Argentina · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Santiago City Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Isla Martillo Private Stanley Highlights & Gentoo Penguin Colony… +3 more

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from $2,450

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Norwegian · Norwegian StarOne-way

Antarctica 15 nights Feb 16 – Mar 2, 2028 from Buenos Aires, Argentina to San Antonio, Santiago, Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile8 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Elephant Island, Antarctica · Ushuaia, Argentina · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list El Teatro Colón Mercado del Puerto Private Full-Day Península Valdés Private Stanley Highlights & Gentoo Penguin Colony… +3 more

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from $3,009

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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 Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Isla Martillo Full-Day King Penguin Colony & Tierra del Fuego Ex… +4 more

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from $2,439

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Norwegian · Norwegian StarOne-way

Antarctica 15 nights Mar 2 – Mar 17, 2028 from San Antonio, Santiago, Chile to Buenos Aires, Argentina

San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina8 ports

San Antonio, Santiago, Chile · Puerto Montt, Chile · Ushuaia, Argentina · Elephant Island, Antarctica · Stanley, Falkland Islands · Puerto Madryn, Argentina · Montevideo, Uruguay · Buenos Aires, Argentina

★ Bucket-list Private Santiago City Tour Private Osorno Volcano & Petrohué Falls Shore Excu…Isla Martillo Private Stanley Highlights & Gentoo Penguin Colony… +3 more

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from $3,339

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Holland America · Nieuw AmsterdamOne-way

South America 15 nights Mar 6 – Mar 21, 2028 from Buenos Aires, Argentina to San Antonio, Santiago, Chile

Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile10 ports

Buenos Aires, Argentina · Montevideo, Uruguay · Stanley, Falkland Islands · Beagle Channel · Ushuaia, Argentina · Punta Arenas, Chile · Cockburn And Beagle Channels · Pio Xi (Bruggen) Glacier · Puerto Montt, Chile · San Antonio, Santiago, Chile

★ Bucket-list El Teatro Colón Mercado del Puerto Private Stanley Highlights & Gentoo Penguin Colony…Isla Martillo +4 more

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from $2,674

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