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
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
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Showing 8 of 8 sailings
Regent · Seven Seas VoyagerOne-way
Australia & South Pacific 15 nights Jan 17 – Feb 1, 2027 from Port Louis, Mauritius to Cape Town, South Africa
Port Louis, Mauritius · Pointe des Galets, Reunion Island · … · Cape Town, South Africa14 ports
Port Louis, Mauritius · Pointe des Galets, Reunion Island · Willis Island · Fort Dauphin, Madagascar · Willis Island · Toliara, Madagascar · Willis Island · Maputo, Mozambique · Willis Island · Durban, South Africa · East London, South Africa · Port Elizabeth, South Africa · Mossel Bay, South Africa · Cape Town, South Africa
★ Bucket-list Île aux CerfsZodiac Circumnavigation of Willis IslandSani Pass 4x4 AscentSchotia Private Game Reserve +1 more
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from $12,399
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Regent · Seven Seas VoyagerOne-way
Australia & South Pacific 15 nights Feb 1 – Feb 16, 2027 from Cape Town, South Africa to Port Louis, Mauritius
Cape Town, South Africa · Willis Island · … · Port Louis, Mauritius11 ports
Cape Town, South Africa · Willis Island · Port Elizabeth, South Africa · Willis Island · Durban, South Africa · Willis Island · Mayotte, Comoros Isles · Nosy Be, Madagascar · Diego Suarez (Antsiranana), Madagascar · Willis Island · Port Louis, Mauritius
★ Bucket-list Table MountainZodiac Circumnavigation of Willis IslandSchotia Private Game ReserveSani Pass 4x4 Ascent +1 more
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from $13,999
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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 +4 more
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from $30,199
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Regent · Seven Seas NavigatorOne-way
Australia & South Pacific 28 nights Mar 9 – Apr 6, 2027 from Cape Town, South Africa to Singapore, Singapore
Cape Town, South Africa · Willis Island · … · Singapore, Singapore20 ports
Cape Town, South Africa · Willis Island · Port Elizabeth, South Africa · Willis Island · Maputo, Mozambique · Willis Island · Nosy Be, Madagascar · Willis Island · Dar es Salaam, Tanzania · Willis Island · Mahe, Seychelles Islands · Willis Island · Male, Maldives · Willis Island · Hambantota, Sri Lanka · Willis Island · Phuket, Thailand · Penang, Malaysia · Port Klang (Kuala Lumpur), Malaysia · Singapore, Singapore
★ Bucket-list Table MountainZodiac Circumnavigation of Willis IslandSchotia Private Game ReservePrivate Overwater Sandbank Picnic & Snorkel by Spe… +4 more
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from $16,899
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Regent · Seven Seas NavigatorOne-way
Australia & South Pacific 25 nights Oct 26 – Nov 20, 2027 from Singapore, Singapore to Cape Town, South Africa
Singapore, Singapore · Willis Island · … · Cape Town, South Africa19 ports
Singapore, Singapore · Willis Island · Penang, Malaysia · Phuket, Thailand · Willis Island · Hambantota, Sri Lanka · Willis Island · Male, Maldives · Willis Island · Mahe, Seychelles Islands · Willis Island · Nosy Be, Madagascar · Mayotte, Comoros Isles · Willis Island · Maputo, Mozambique · Willis Island · Port Elizabeth, South Africa · Willis Island · Cape Town, South Africa
★ Bucket-list Gardens by the BayZodiac Circumnavigation of Willis IslandCheong Fatt Tze Blue MansionPhang Nga Bay +3 more
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from $13,799
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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 4x4Gorée Island +2 more
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from $10,499
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Regent · Seven Seas MarinerOne-way
Asia 31 nights Mar 28 – Apr 28, 2028 from Singapore, Singapore to Cape Town, South Africa
Singapore, Singapore · Port Klang (Kuala Lumpur), Malaysia · … · Cape Town, South Africa23 ports
Singapore, Singapore · Port Klang (Kuala Lumpur), Malaysia · Penang, Malaysia · Phuket, Thailand · Willis Island · Colombo, Sri Lanka · Willis Island · Male, Maldives · Willis Island · Mahe, Seychelles Islands · Willis Island · Diego Suarez (Antsiranana), Madagascar · Willis Island · Port Louis, Mauritius · Pointe des Galets, Reunion Island · Willis Island · Nosy Be, Madagascar · Willis Island · Durban, South Africa · Willis Island · Port Elizabeth, South Africa · Mossel Bay, South Africa · Cape Town, South Africa
★ Bucket-list Gardens by the BayPetronas Twin TowersCheong Fatt Tze Blue MansionPhang Nga Bay +6 more
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from $22,999
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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 4x4Teide National Park +2 more
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from $13,699
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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.

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