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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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
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Luxury Azamara Explora Journeys Oceania Regent Seabourn Silversea Viking Ocean Windstar River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Showing 18 of 18 sailings
Windstar · Wind SpiritOne-way
Mediterranean 8 nights Nov 9 – Nov 17, 2026 from Lisbon, Portugal to Santa Cruz de Tenerife, Canary Islands
Lisbon, Portugal · Funchal, Madeira, Portugal · … · Santa Cruz de Tenerife, Canary Islands6 ports
Lisbon, Portugal · Funchal, Madeira, Portugal · San Sebastian, Spain · Santa Cruz de La Palma, Spain · Las Palmas, Gran Canaria, Canary Islands · Santa Cruz de Tenerife, Canary Islands
★ Bucket-list SintraPico do Arieiro to Pico RuivoPrivate Pintxos & Txakoli Wine Crawl in Parte ViejaTajogaite Volcano +2 more
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from $3,322
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Windstar · Wind SpiritRound-trip
Mediterranean 10 nights Nov 27 – Dec 7, 2026 from Santa Cruz de Tenerife, Canary Islands
Santa Cruz de Tenerife, Canary Islands · Fuerteventura, Canary Islands · … · Santa Cruz de Tenerife, Canary Islands8 ports
Santa Cruz de Tenerife, Canary Islands · Fuerteventura, Canary Islands · Funchal, Madeira, Portugal · M6e · Santa Cruz de La Palma, Spain · Hie · San Sebastian, Spain · Santa Cruz de Tenerife, Canary Islands
★ Bucket-list Teide National ParkPrivate Boat to Isla de LobosPico do Arieiro to Pico RuivoTajogaite Volcano +1 more
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from $3,320
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Explora Journeys · EXPLORA IIOne-way
Mediterranean 10 nights Nov 29, 2026 from Piraeus (Athens), Greece to Barcelona, Spain
Piraeus (Athens), Greece · Santorini (Thira), Greece · … · Barcelona, Spain21 ports
Piraeus (Athens), Greece · Santorini (Thira), Greece · Comino, Malta · Messina, Sicily, Italy · Marina Grande, Capri, Italy · Civitavecchia (Rome), Italy · Livorno (Florence/Pisa), Italy · Villefranche, France · Barcelona, Spain · Gibraltar, British Territory · Casablanca, Morocco · Lanzarote, Canary Islands, Spain · Santa Cruz de Tenerife, Canary Islands · San Sebastian, Spain · Funchal, Madeira, Portugal · Lisbon, Portugal · Gibraltar, British Territory · Malaga, Spain · Alicante, Spain · Ibiza, Spain · Barcelona, Spain
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineSemi-Private Caldera Catamaran with Hot Springs &…Private Skipper CharterTaormina's Ancient Greek Theatre, framed by Mount… +15 more
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from $14,945
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Windstar · Wind SpiritRound-trip
Mediterranean 10 nights Dec 7 – Dec 17, 2026 from Santa Cruz de Tenerife, Canary Islands
Santa Cruz de Tenerife, Canary Islands · Santa Cruz de La Palma, Spain · … · Santa Cruz de Tenerife, Canary Islands8 ports
Santa Cruz de Tenerife, Canary Islands · Santa Cruz de La Palma, Spain · Hie · San Sebastian, Spain · M6e · Funchal, Madeira, Portugal · Arrecife, Lanzarote, Canary Islands · Santa Cruz de Tenerife, Canary Islands
★ Bucket-list Teide National ParkTajogaite VolcanoPrivate Pintxos & Txakoli Wine Crawl in Parte ViejaPico do Arieiro to Pico Ruivo +1 more
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from $3,370
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Explora Journeys · EXPLORA IIRound-trip
Mediterranean 19 nights Dec 9, 2026 from Barcelona, Spain
Barcelona, Spain · Gibraltar, British Territory · … · Barcelona, Spain13 ports
Barcelona, Spain · Gibraltar, British Territory · Casablanca, Morocco · Lanzarote, Canary Islands, Spain · Santa Cruz de Tenerife, Canary Islands · San Sebastian, Spain · Funchal, Madeira, Portugal · Lisbon, Portugal · Gibraltar, British Territory · Malaga, Spain · Alicante, Spain · Ibiza, Spain · Barcelona, Spain
★ Bucket-list Sagrada FamiliaUpper Rock Nature ReservePrivate Guided Tour of Casablanca with Hassan II M…Timanfaya National Park +7 more
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from $12,635
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Explora Journeys · EXPLORA IIOne-way
Mediterranean 8 nights Dec 13, 2026 from Casablanca, Morocco to Lisbon, Portugal
Casablanca, Morocco · Lanzarote, Canary Islands, Spain · … · Lisbon, Portugal6 ports
Casablanca, Morocco · Lanzarote, Canary Islands, Spain · Santa Cruz de Tenerife, Canary Islands · San Sebastian, Spain · Funchal, Madeira, Portugal · Lisbon, Portugal
★ Bucket-list Private Guided Tour of Casablanca with Hassan II M…Timanfaya National ParkTeide National ParkPrivate Pintxos & Txakoli Wine Crawl in Parte Vieja +2 more
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from $4,950
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Explora Journeys · EXPLORA IIOne-way
Mediterranean 5 nights Dec 16, 2026 from Santa Cruz de Tenerife, Canary Islands to Lisbon, Portugal
Santa Cruz de Tenerife, Canary Islands · San Sebastian, Spain · Funchal, Madeira, Portugal · Lisbon, Portugal
★ Bucket-list Teide National ParkPrivate Pintxos & Txakoli Wine Crawl in Parte ViejaPico do Arieiro to Pico RuivoSintra
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from $2,765
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Windstar · Wind SpiritRound-trip
Mediterranean 10 nights Dec 27 – Jan 6, 2027 from Santa Cruz de Tenerife, Canary Islands
Santa Cruz de Tenerife, Canary Islands · Arrecife, Lanzarote, Canary Islands · … · Santa Cruz de Tenerife, Canary Islands8 ports
Santa Cruz de Tenerife, Canary Islands · Arrecife, Lanzarote, Canary Islands · Funchal, Madeira, Portugal · M6e · Hie · San Sebastian, Spain · Santa Cruz de La Palma, Spain · Santa Cruz de Tenerife, Canary Islands
★ Bucket-list Teide National ParkTimanfaya Volcanic ParkPico do Arieiro to Pico RuivoPrivate Pintxos & Txakoli Wine Crawl in Parte Vieja +1 more
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from $5,320
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Windstar · Wind SpiritRound-trip
Mediterranean 10 nights Jan 6 – Jan 16, 2027 from Santa Cruz de Tenerife, Canary Islands
Santa Cruz de Tenerife, Canary Islands · Arrecife, Lanzarote, Canary Islands · … · Santa Cruz de Tenerife, Canary Islands8 ports
Santa Cruz de Tenerife, Canary Islands · Arrecife, Lanzarote, Canary Islands · Funchal, Madeira, Portugal · M6e · San Sebastian, Spain · Hie · Santa Cruz de La Palma, Spain · Santa Cruz de Tenerife, Canary Islands
★ Bucket-list Teide National ParkTimanfaya Volcanic ParkPico do Arieiro to Pico RuivoPrivate Pintxos & Txakoli Wine Crawl in Parte Vieja +1 more
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from $4,920
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Azamara · Azamara OnwardRound-trip
Mediterranean 14 nights Jan 8 – Jan 22, 2027 from Lisbon, Portugal
Lisbon, Portugal · Cadiz (Seville), Spain · … · Lisbon, Portugal11 ports
Lisbon, Portugal · Cadiz (Seville), Spain · Tangier, Morocco · Santa Cruz de Tenerife, Canary Islands · San Sebastian, Spain · Las Palmas, Gran Canaria, Canary Islands · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Casablanca, Morocco · Seville, Spain · Lisbon, Portugal
★ Bucket-list SintraReal Alcázar de SevillaTangier Kasbah, Medina & American Legation Private…Teide National Park +6 more
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from $8,809
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Azamara · Azamara OnwardOne-way
Mediterranean 8 nights Jan 22 – Jan 30, 2027 from Lisbon, Portugal to Las Palmas, Gran Canaria, Canary Islands
Lisbon, Portugal · Portimao, Portugal · … · Las Palmas, Gran Canaria, Canary Islands7 ports
Lisbon, Portugal · Portimao, Portugal · Tangier, Morocco · Fuerteventura, Canary Islands · Santa Cruz de Tenerife, Canary Islands · San Sebastian, Spain · Las Palmas, Gran Canaria, Canary Islands
★ Bucket-list SintraPrivate Benagil Cave Boat TourTangier Kasbah, Medina & American Legation Private…Private Boat to Isla de Lobos +3 more
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from $3,069
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Explora Journeys · EXPLORA IIOne-way
Mediterranean 4 nights Feb 11, 2027 from Barcelona, Spain to Lisbon, Portugal
Barcelona, Spain · Tangier, Morocco · … · Lisbon, Portugal9 ports
Barcelona, Spain · Tangier, Morocco · Casablanca, Morocco · Agadir, Morocco · Lanzarote, Canary Islands, Spain · San Sebastian, Spain · Santa Cruz de La Palma, Spain · Funchal, Madeira, Portugal · Lisbon, Portugal
★ Bucket-list Sagrada FamiliaTangier Kasbah, Medina & American Legation Private…Private Guided Tour of Casablanca with Hassan II M…Paradise Valley & Atlas Foothills +5 more
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from $7,105
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Silversea · Silver EndeavourOne-way
Mediterranean 14 nights Apr 17 – May 1, 2027 from Dakar, Senegal to Lisbon, Portugal
Dakar, Senegal · Fogo · … · Lisbon, Portugal10 ports
Dakar, Senegal · Fogo · Porto Novo, Cape Verde Island · Santa Cruz de La Palma, Spain · San Sebastian, Spain · Funchal, Madeira, Portugal · Porto Santo, Portugal · Agadir, Morocco · Safi, Morocco · Lisbon, Portugal
★ Bucket-list Gorée IslandTajogaite VolcanoPrivate Pintxos & Txakoli Wine Crawl in Parte ViejaPico do Arieiro to Pico Ruivo +3 more
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from $16,000
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Silversea · Silver DawnOne-way
Northern Europe 12 nights May 12 – May 24, 2027 from Lisbon, Portugal to Belfast, Northern Ireland
Lisbon, Portugal · Leixoes (Oporto), Portugal · … · Belfast, Northern Ireland10 ports
Lisbon, Portugal · Leixoes (Oporto), Portugal · Santander, Spain · San Sebastian, Spain · Bordeaux, France · Falmouth, Cornwall, England · Cobh (Cork), Ireland · Dun Laoghaire, Dublin, Ireland · Holyhead, Wales · Belfast, Northern Ireland
★ Bucket-list SintraPrivate Porto Highlights & Port Wine Tasting TourAltamira Caves & Santillana del MarPrivate Pintxos & Txakoli Wine Crawl in Parte Vieja +6 more
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from $14,300
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Windstar · Wind SpiritRound-trip
Mediterranean 10 nights Nov 9 – Nov 19, 2027 from Santa Cruz de Tenerife, Canary Islands
Santa Cruz de Tenerife, Canary Islands · Lcr · … · Santa Cruz de Tenerife, Canary Islands8 ports
Santa Cruz de Tenerife, Canary Islands · Lcr · Funchal, Madeira, Portugal · M6e · Santa Cruz de La Palma, Spain · Hie · San Sebastian, Spain · Santa Cruz de Tenerife, Canary Islands
★ Bucket-list Teide National ParkPico do Arieiro to Pico RuivoTajogaite VolcanoPrivate Pintxos & Txakoli Wine Crawl in Parte Vieja
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from $5,270
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Azamara · Azamara JourneyOne-way
Mediterranean 10 nights Dec 28 – Jan 7, 2028 from Las Palmas, Gran Canaria, Canary Islands to Lisbon, Portugal
Las Palmas, Gran Canaria, Canary Islands · San Sebastian, Spain · … · Lisbon, Portugal7 ports
Las Palmas, Gran Canaria, Canary Islands · San Sebastian, Spain · La Palma, Spain · Funchal, Madeira, Portugal · Tangier, Morocco · Seville, Spain · Lisbon, Portugal
★ Bucket-list Roque Nublo & TejedaPrivate Pintxos & Txakoli Wine Crawl in Parte ViejaTajogaite VolcanoPico do Arieiro to Pico Ruivo +3 more
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from $2,889
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Azamara · Azamara JourneyRound-trip
Mediterranean 15 nights Jan 7 – Jan 22, 2028 from Lisbon, Portugal
Lisbon, Portugal · Portimao, Portugal · … · Lisbon, Portugal12 ports
Lisbon, Portugal · Portimao, Portugal · Tangier, Morocco · Fuerteventura, Canary Islands · Santa Cruz de Tenerife, Canary Islands · San Sebastian, Spain · Las Palmas, Gran Canaria, Canary Islands · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Casablanca, Morocco · Cadiz (Seville), Spain · Lisbon, Portugal
★ Bucket-list SintraPrivate Benagil Cave Boat TourTangier Kasbah, Medina & American Legation Private…Private Boat to Isla de Lobos +7 more
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from $4,219
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Silversea · Silver EndeavourOne-way
Mediterranean 14 nights Apr 12 – Apr 26, 2028 from Dakar, Senegal to Lisbon, Portugal
Dakar, Senegal · Fogo · … · Lisbon, Portugal9 ports
Dakar, Senegal · Fogo · Porto Novo, Cape Verde Island · San Sebastian, Spain · Puerto del Rosario, Spain · Safi, Morocco · Cruise Guadalquivir River · Seville, Spain · Lisbon, Portugal
★ Bucket-list Gorée IslandPrivate Pintxos & Txakoli Wine Crawl in Parte ViejaFuerteventuraMarrakech Day Escape with a Private Guide +2 more
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from $16,950
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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 Norwegian AmaWaterways Costa Princess Celebrity Avalon Disney Viking Ocean Holland America Silversea Oceania Virgin Regent Explora Journeys Cunard Azamara Windstar Seabourn Virgin Voyages