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
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+ 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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Filtering Regent ×Viking Ocean ×Visits Gran Canaria × Clear all
Showing 9 of 9 sailings
Regent · Seven Seas NavigatorOne-way
Caribbean 14 nights Nov 23 – Dec 7, 2026 from Lisbon, Portugal to Barcelona, Spain
Lisbon, Portugal · Willis Island · … · Barcelona, Spain14 ports
Lisbon, Portugal · Willis Island · Las Palmas, Gran Canaria, Canary Islands · Funchal, Madeira, Portugal · Santa Cruz de La Palma, Spain · Arrecife, Lanzarote, Canary Islands · Santa Cruz de Tenerife, Canary Islands · Willis Island · Casablanca, Morocco · Cadiz (Seville), Spain · Malaga, Spain · Cartagena, Colombia · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list SintraZodiac Circumnavigation of Willis IslandRoque Nublo & TejedaPico do Arieiro to Pico Ruivo +9 more
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from $8,649
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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 +9 more
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from $30,199
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Regent · Seven Seas VoyagerRound-trip
Mediterranean 15 nights Apr 3 – Apr 18, 2027 from Barcelona, Spain
Barcelona, Spain · Willis Island · … · Barcelona, Spain16 ports
Barcelona, Spain · Willis Island · Almeria, Spain · Gibraltar, British Territory · Cadiz (Seville), Spain · Willis Island · Funchal, Madeira, Portugal · Santa Cruz de La Palma, Spain · Santa Cruz de Tenerife, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Casablanca, Morocco · Willis Island · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Sagrada FamiliaZodiac Circumnavigation of Willis IslandPrivate Alhambra Palace & Generalife Gardens from…Upper Rock Nature Reserve +9 more
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from $10,499
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Regent · Seven Seas SplendorRound-trip
Mediterranean 9 nights Oct 8 – Oct 17, 2027 from Lisbon, Portugal
Lisbon, Portugal · Willis Island · … · Lisbon, Portugal10 ports
Lisbon, Portugal · Willis Island · Funchal, Madeira, Portugal · Santa Cruz de Tenerife, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Casablanca, Morocco · Willis Island · Lisbon, Portugal
★ Bucket-list SintraZodiac Circumnavigation of Willis IslandPico do Arieiro to Pico RuivoTeide National Park +4 more
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from $8,499
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Regent · Seven Seas VoyagerOne-way
Mediterranean 12 nights Oct 22 – Nov 3, 2027 from Barcelona, Spain to Lisbon, Portugal
Barcelona, Spain · Willis Island · … · Lisbon, Portugal13 ports
Barcelona, Spain · Willis Island · Granada, Spain · Cadiz (Seville), Spain · Casablanca, Morocco · Agadir, Morocco · Arrecife, Lanzarote, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Santa Cruz de Tenerife, Canary Islands · Santa Cruz de La Palma, Spain · Funchal, Madeira, Portugal · Willis Island · Lisbon, Portugal
★ Bucket-list Sagrada FamiliaZodiac Circumnavigation of Willis IslandReal Alcázar de SevillaPrivate Guided Tour of Casablanca with Hassan II M… +7 more
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from $9,199
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Viking Ocean · Viking SeaRepositioning
Mediterranean 11 nights Nov 16 – Nov 27, 2027 from Lisbon, Portugal to San Juan, Puerto Rico
Lisbon, Portugal · Sail the North Atlantic Ocean · … · San Juan, Puerto Rico8 ports
Lisbon, Portugal · Sail the North Atlantic Ocean · Funchal, Madeira, Portugal · Santa Cruz de Tenerife, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Sail the North Atlantic Ocean · Sail the Atlantic Ocean · San Juan, Puerto Rico
★ Bucket-list SintraPico do Arieiro to Pico RuivoTeide National ParkRoque Nublo & Tejeda +2 more
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from $2,999
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Viking Ocean · Viking SkyRepositioning
Mediterranean 11 nights Nov 18 – Nov 29, 2027 from Lisbon, Portugal to San Juan, Puerto Rico
Lisbon, Portugal · Sail the North Atlantic Ocean · … · San Juan, Puerto Rico8 ports
Lisbon, Portugal · Sail the North Atlantic Ocean · Funchal, Madeira, Portugal · Santa Cruz de Tenerife, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Sail the North Atlantic Ocean · Sail the Atlantic Ocean · San Juan, Puerto Rico
★ Bucket-list SintraPico do Arieiro to Pico RuivoTeide National ParkRoque Nublo & Tejeda +2 more
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from $2,999
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Viking Ocean · Viking SkyRepositioning
Mediterranean 11 nights Feb 27 – Mar 9, 2028 from San Juan, Puerto Rico to Lisbon, Portugal
San Juan, Puerto Rico · Sail the Atlantic Ocean · … · Lisbon, Portugal8 ports
San Juan, Puerto Rico · Sail the Atlantic Ocean · Sail the North Atlantic Ocean · Las Palmas, Gran Canaria, Canary Islands · Santa Cruz de Tenerife, Canary Islands · Funchal, Madeira, Portugal · Sail the North Atlantic Ocean · Lisbon, Portugal
★ Bucket-list Walk El Morro & Old San Juan's City WallsARC Transatlantic RallyRoque Nublo & TejedaTeide National Park +2 more
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from $3,099
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Regent · Seven Seas PrestigeRound-trip
Mediterranean 11 nights Apr 9 – Apr 20, 2028 from Lisbon, Portugal
Lisbon, Portugal · Willis Island · … · Lisbon, Portugal12 ports
Lisbon, Portugal · Willis Island · Funchal, Madeira, Portugal · Santa Cruz de La Palma, Spain · Santa Cruz de Tenerife, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Casablanca, Morocco · Cadiz (Seville), Spain · Willis Island · Lisbon, Portugal
★ Bucket-list SintraZodiac Circumnavigation of Willis IslandPico do Arieiro to Pico RuivoTajogaite Volcano +6 more
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from $12,099
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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