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.

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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
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Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
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Luxury Azamara Explora Journeys Oceania Regent Seabourn Silversea Viking Ocean Windstar River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Filtering Visits Principe Island × Clear all
Showing 8 of 8 sailings
Oceania · Oceania SirenaOne-way
Mediterranean 24 nights Jan 14 – Feb 7, 2027 from Lisbon, Portugal to Cape Town, South Africa
Lisbon, Portugal · Funchal, Madeira, Portugal · … · Cape Town, South Africa13 ports
Lisbon, Portugal · Funchal, Madeira, Portugal · Santa Cruz de La Palma, Spain · Santa Cruz de Tenerife, Canary Islands · Mindelo, Cape Verde Island · Dakar, Senegal · Banjul, Gambia · Abidjan, Ivory Coast · Takoradi, Ghana · Lome, Togo · Principe Island, Sao Tome and Principe · Walvis Bay, Namibia · Cape Town, South Africa
★ Bucket-list SintraPico do Arieiro to Pico RuivoTajogaite VolcanoTeide National Park +9 more
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from $8,949
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Oceania · Oceania SirenaOne-way
Mediterranean 24 nights Feb 7 – Mar 3, 2027 from Cape Town, South Africa to Lisbon, Portugal
Cape Town, South Africa · Luderitz, Namibia · … · Lisbon, Portugal13 ports
Cape Town, South Africa · Luderitz, Namibia · Walvis Bay, Namibia · Principe Island, Sao Tome and Principe · Lome, Togo · Takoradi, Ghana · Abidjan, Ivory Coast · Banjul, Gambia · Dakar, Senegal · Mindelo, Cape Verde Island · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Lisbon, Portugal
★ Bucket-list Table MountainKolmanskop Ghost TownSandwich Harbour 4x4Príncipe Rainforest & Obô Natural Park Private Saf… +9 more
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from $10,199
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Regent · Seven Seas NavigatorOne-way
Mediterranean 25 nights Feb 12 – Mar 9, 2027 from Lisbon, Portugal to Cape Town, South Africa
Lisbon, Portugal · Willis Island · … · Cape Town, South Africa20 ports
Lisbon, Portugal · Willis Island · Funchal, Madeira, Portugal · Las Palmas, Gran Canaria, Canary Islands · Santa Cruz de Tenerife, Canary Islands · Willis Island · Mindelo, Cape Verde Island · Willis Island · Dakar, Senegal · Banjul, Gambia · Willis Island · Abidjan, Ivory Coast · Takoradi, Ghana · Lome, Togo · Willis Island · Principe Island, Sao Tome and Principe · Willis Island · Walvis Bay, Namibia · Willis Island · Cape Town, South Africa
★ Bucket-list SintraZodiac Circumnavigation of Willis IslandPico do Arieiro to Pico RuivoRoque Nublo & Tejeda +10 more
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from $21,099
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Regent · Seven Seas NavigatorOne-way
Mediterranean 20 nights Nov 20 – Dec 10, 2027 from Cape Town, South Africa to Lisbon, Portugal
Cape Town, South Africa · Willis Island · … · Lisbon, Portugal17 ports
Cape Town, South Africa · Willis Island · Walvis Bay, Namibia · Willis Island · Principe Island, Sao Tome and Principe · Willis Island · Lome, Togo · Takoradi, Ghana · Abidjan, Ivory Coast · Willis Island · Dakar, Senegal · Willis Island · Mindelo, Cape Verde Island · Willis Island · Santa Cruz de Tenerife, Canary Islands · Willis Island · Lisbon, Portugal
★ Bucket-list Table MountainZodiac Circumnavigation of Willis IslandSandwich Harbour 4x4Príncipe Rainforest & Obô Natural Park Private Saf… +7 more
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from $13,399
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Seabourn · Seabourn QuestOne-way
Pacific 120 nights Jan 7 – May 6, 2028 from Miami, Florida to Southampton, England
Miami, Florida · Fuerte Amador, Panama · … · Southampton, England57 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 · 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 · Leixoes (Oporto), Portugal · La Coruna, Spain · St. Malo, France · Cherbourg, France · Rouen, France · Southampton, England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Panama Canal Partial TransitQuito Old Town & Mitad del MundoChan Chan +41 more
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from $80,999
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Seabourn · Seabourn QuestOne-way
Northern Europe 55 nights Mar 4 – Apr 28, 2028 from Buenos Aires, Argentina to Lisbon, Portugal
Buenos Aires, Argentina · Inaccessible Island, Tristan da Cunha · … · Lisbon, Portugal24 ports
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 El Teatro ColónZodiac Circumnavigation of Inaccessible Island's S…Nightingale IslandHluhluwe-iMfolozi +20 more
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from $32,299
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Seabourn · Seabourn QuestOne-way
Northern Europe 38 nights Mar 29 – May 6, 2028 from Cape Town, South Africa to Southampton, England
Cape Town, South Africa · Luderitz, Namibia · … · Southampton, England22 ports
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 · Leixoes (Oporto), Portugal · La Coruna, Spain · St. Malo, France · Cherbourg, France · Rouen, France · Southampton, England
★ Bucket-list Table MountainKolmanskop Ghost TownSandwich Harbour 4x4Kissama +18 more
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from $25,754
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Regent · Seven Seas MarinerOne-way
Mediterranean 21 nights Apr 28 – May 19, 2028 from Cape Town, South Africa to Lisbon, Portugal
Cape Town, South Africa · Willis Island · … · Lisbon, Portugal18 ports
Cape Town, South Africa · Willis Island · Walvis Bay, Namibia · Willis Island · Luanda, Angola · Willis Island · Principe Island, Sao Tome and Principe · Willis Island · Abidjan, Ivory Coast · Willis Island · Banjul, Gambia · Willis Island · Mindelo, Cape Verde Island · Willis Island · Santa Cruz de Tenerife, Canary Islands · Funchal, Madeira, Portugal · Willis Island · Lisbon, Portugal
★ Bucket-list Table MountainZodiac Circumnavigation of Willis IslandSandwich Harbour 4x4Kissama +7 more
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from $15,699
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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 Norwegian AmaWaterways Costa Princess Celebrity Avalon Disney Viking Ocean Holland America Silversea Oceania Virgin Regent Explora Journeys Cunard Azamara Windstar Seabourn Virgin Voyages