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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Filtering Regent ×From Lisbon, Portugal ×13+ nights × Clear all
Showing 8 of 8 sailings
Regent · Seven Seas VoyagerOne-way
Mediterranean 14 nights Jul 20 – Aug 3, 2026 from Lisbon, Portugal to Southampton, England
Lisbon, Portugal · Willis Island · … · Southampton, England10 ports
Lisbon, Portugal · Willis Island · Bordeaux, France · Willis Island · Le Havre (Paris), France · Willis Island · Zeebrugge (Bruges), Belgium · Ijmuiden, Netherlands · Willis Island · Southampton, England
★ Bucket-list SintraZodiac Circumnavigation of Willis IslandSaint-Émilion Private Wine Estate Tour & Grand Cru…Private Paris Highlights & Seine River Cruise from… +3 more
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from $10,625
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 14 nights Aug 23 – Sep 6, 2026 from Lisbon, Portugal to New York, New York
Lisbon, Portugal · Willis Island · … · New York, New York11 ports
Lisbon, Portugal · Willis Island · Ponta Delgada, Azores, Portugal · Willis Island · St. Johns, Newfoundland · Saint-Pierre, France · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list SintraZodiac Circumnavigation of Willis IslandSete Cidades Twin LakesCape St. Mary's Ecological Reserve +6 more
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from $17,699
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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 +10 more
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from $30,199
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Regent · Seven Seas GrandeurOne-way
Mediterranean 17 nights May 8 – May 25, 2027 from Lisbon, Portugal to Civitavecchia (Rome), Italy
Lisbon, Portugal · Portimao, Portugal · … · Civitavecchia (Rome), Italy18 ports
Lisbon, Portugal · Portimao, Portugal · Cadiz (Seville), Spain · Tangier, Morocco · Malaga, Spain · Willis Island · Palma de Mallorca, Spain · Barcelona, Spain · Palamos, Spain · St. Tropez, France · Monte Carlo, Monaco · La Spezia (Cinque Terre), Italy · Willis Island · Trapani, Italy · Reggio Calabria · Olbia, Italy · Sorrento, Italy · Civitavecchia (Rome), Italy
★ Bucket-list SintraPrivate Benagil Cave Boat TourReal Alcázar de SevillaTangier Kasbah, Medina & American Legation Private… +13 more
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from $18,049
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Regent · Seven Seas MarinerOne-way
Caribbean 22 nights Aug 11 – Sep 2, 2027 from Lisbon, Portugal to Civitavecchia (Rome), Italy
Lisbon, Portugal · Portimao, Portugal · … · Civitavecchia (Rome), Italy23 ports
Lisbon, Portugal · Portimao, Portugal · Cadiz (Seville), Spain · Tangier, Morocco · Malaga, Spain · Willis Island · Cartagena, Colombia · Alicante, Spain · Ibiza, Spain · Palma de Mallorca, Spain · Willis Island · Barcelona, Spain · Palamos, Spain · Willis Island · St. Tropez, France · Monte Carlo, Monaco · Portofino, Italy · Livorno (Florence/Pisa), Italy · Ajaccio, Corsica, France · Bastia, France · Willis Island · Golfo Arranci, Italy · Civitavecchia (Rome), Italy
★ Bucket-list SintraPrivate Benagil Cave Boat TourReal Alcázar de SevillaTangier Kasbah, Medina & American Legation Private… +16 more
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from $16,849
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Regent · Seven Seas VoyagerOne-way
Caribbean 14 nights Sep 27 – Oct 11, 2027 from Lisbon, Portugal to Civitavecchia (Rome), Italy
Lisbon, Portugal · Portimao, Portugal · … · Civitavecchia (Rome), Italy15 ports
Lisbon, Portugal · Portimao, Portugal · Willis Island · Cadiz (Seville), Spain · Tangier, Morocco · Malaga, Spain · Cartagena, Colombia · Willis Island · La Goulette, Tunisia · Trapani, Italy · Valletta, Malta · Messina, Sicily, Italy · Naples, Italy · Olbia, Italy · Civitavecchia (Rome), Italy
★ Bucket-list SintraPrivate Benagil Cave Boat TourZodiac Circumnavigation of Willis IslandReal Alcázar de Sevilla +10 more
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from $10,999
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Regent · Seven Seas SplendorOne-way
Mediterranean 14 nights Oct 17 – Oct 31, 2027 from Lisbon, Portugal to Civitavecchia (Rome), Italy
Lisbon, Portugal · Willis Island · … · Civitavecchia (Rome), Italy15 ports
Lisbon, Portugal · Willis Island · Cadiz (Seville), Spain · Tangier, Morocco · Malaga, Spain · Willis Island · Palma de Mallorca, Spain · Barcelona, Spain · Palamos, Spain · Toulon, France · Monte Carlo, Monaco · Savona (Genoa), Italy · Livorno (Florence/Pisa), Italy · Bastia, France · Civitavecchia (Rome), Italy
★ Bucket-list SintraZodiac Circumnavigation of Willis IslandReal Alcázar de SevillaTangier Kasbah, Medina & American Legation Private… +10 more
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from $11,499
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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