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
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 Visits Port Elizabeth ×One-way ×13+ nights × Clear all
Showing 8 of 8 sailings
Seabourn · Seabourn OvationOne-way
Caribbean 14 nights Dec 5 – Dec 19, 2026 from Philipsburg, St. Maarten to Bridgetown, Barbados
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados13 ports
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Rodney Bay, St. Lucia · Bridgetown, Barbados
★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSchotia Private Game ReserveGrenada Private Taxi Tour +2 more
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from $6,798
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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
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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Azamara · Azamara QuestOne-way
Caribbean 17 nights Oct 28 – Nov 14, 2027 from New York, New York to Bridgetown, Barbados
New York, New York · Hamilton, Bermuda · … · Bridgetown, Barbados13 ports
New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Manhattan Helicopter TourRandom Wind 'Paradise Day Sail'Norman IslandWalk El Morro & Old San Juan's City Walls +6 more
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from $5,583
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Seabourn · Seabourn OvationOne-way
Caribbean 17 nights Dec 11 – Dec 28, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten15 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Scarborough, Tobago · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port Elizabeth, Saint Vincent · Saint-Pierre, Newfoundland, Canada · Terre-de-haut, Guadeloupe · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Road Bay, Anguilla · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Curaçao Island Tour with Local Ex…Klein BonaireGrenada Private Taxi Tour +4 more
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from $8,998
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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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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