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
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Where to? tap as many as you like 1 selected · clear 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
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+ pick specific cruise lines · 1 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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Filtering Mediterranean ×Seabourn ×Repositioning × Clear all
Showing 9 of 9 sailings
Seabourn · Seabourn QuestRepositioning
Mediterranean 28 nights Oct 25 – Nov 22, 2026 from Piraeus (Athens), Greece to Miami, Florida
Piraeus (Athens), Greece · Nafplion, Greece · … · Miami, Florida17 ports
Piraeus (Athens), Greece · Nafplion, Greece · Katakolon (Olympia), Greece · Corfu, Greece · Sarande, Albania · Naples, Italy · Civitavecchia (Rome), Italy · Ajaccio, Corsica, France · Alghero, Italy · Mahon, Minorca, Spain · Ibiza, Spain · Cartagena, Spain · Motril, Spain · Ceuta, Spain · Lisbon, Portugal · Funchal, Madeira, Portugal · Miami, Florida
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineAncient OlympiaPaleokastritsa Blue Caves & coves by speedboatPompeii with a Licensed Archaeologist +7 more
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from $15,027
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Seabourn · Seabourn QuestRepositioning
Mediterranean 12 nights Nov 10 – Nov 22, 2026 from Lisbon, Portugal to Miami, Florida
Lisbon, Portugal · Funchal, Madeira, Portugal · Miami, Florida
★ Bucket-list SintraPico do Arieiro to Pico RuivoStar Island & Millionaire's Row Skyline Cruise on…
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from $4,831
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Seabourn · Seabourn OvationRepositioning
Mediterranean 22 nights Mar 27 – Apr 18, 2027 from Bridgetown, Barbados to Genoa, Italy
Bridgetown, Barbados · Castries, St. Lucia · … · Genoa, Italy13 ports
Bridgetown, Barbados · Castries, St. Lucia · Funchal, Madeira, Portugal · Portimao, Portugal · Lisbon, Portugal · Cadiz (Seville), Spain · Ceuta, Spain · Motril, Spain · Cartagena, Spain · Sete, France · Marseille, France · Ajaccio, Corsica, France · Genoa, Italy
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPico do Arieiro to Pico RuivoSintra +6 more
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from $11,999
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Seabourn · Seabourn VentureRepositioning
Mediterranean 21 nights Apr 6 – Apr 27, 2027 from Rio de Janeiro, Brazil to Seville, Spain
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · … · Seville, Spain10 ports
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Recife, Brazil · Natal(Rio Grande do Norte), Brazil · Praia, Cape Verde · Mindelo, Cape Verde Island · Santa Cruz de Tenerife, Canary Islands · Arrecife, Lanzarote, Canary Islands · Tangier, Morocco · Seville, Spain
★ Bucket-list Private Full-Day Rio HighlightsTeide National ParkTimanfaya Volcanic ParkTangier Kasbah, Medina & American Legation Private…
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from $10,539
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Seabourn · Seabourn OvationRepositioning
Mediterranean 13 nights Nov 14 – Nov 27, 2027 from Lisbon, Portugal to Bridgetown, Barbados
Lisbon, Portugal · Funchal, Madeira, Portugal · … · Bridgetown, Barbados6 ports
Lisbon, Portugal · Funchal, Madeira, Portugal · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Bridgetown, Barbados
★ Bucket-list SintraPico do Arieiro to Pico RuivoPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +1 more
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from $5,524
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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…Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +9 more
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from $72,799
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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 Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla MartilloPrivate Stanley Highlights & Gentoo Penguin Colony… +2 more
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from $35,598
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Seabourn · Seabourn OvationRepositioning
Mediterranean 12 nights Mar 25 – Apr 6, 2028 from Bridgetown, Barbados to Lisbon, Portugal
Bridgetown, Barbados · Castries, St. Lucia · Funchal, Madeira, Portugal · Lisbon, Portugal
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPico do Arieiro to Pico RuivoSintra
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from $5,399
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Seabourn · Seabourn PursuitRepositioning
Mediterranean 22 nights Apr 20 – May 12, 2028 from Rio de Janeiro, Brazil to Genoa, Italy
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · … · Genoa, Italy11 ports
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Recife, Brazil · Natal(Rio Grande do Norte), Brazil · Praia, Cape Verde · Mindelo, Cape Verde Island · Santa Cruz de Tenerife, Canary Islands · Arrecife, Lanzarote, Canary Islands · Tangier, Morocco · Mahon, Minorca, Spain · Genoa, Italy
★ Bucket-list Private Full-Day Rio HighlightsTeide National ParkTimanfaya Volcanic ParkTangier Kasbah, Medina & American Legation Private… +1 more
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from $11,999
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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.

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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