Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

Every cruise here comes with the bucket-list thing at each port and a whole-trip plan — where to fly in, the days before and after, what it all runs. Filter by date, length, line, or the ports it visits.

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Showing 19 of 19 sailings
Norwegian · Norwegian EscapeRepositioning
Mediterranean 16 nights Sep 26 – Oct 12, 2026 from New York, New York to Barcelona, Spain
New York, New York · Halifax, Nova Scotia · … · Barcelona, Spain11 ports
New York, New York · Halifax, Nova Scotia · Sydney, Nova Scotia · Ponta Delgada, Azores, Portugal · Funchal, Madeira, Portugal · Gibraltar, British Territory · Motril, Spain · Melilla, Morocco · Ibiza, Spain · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgBridgeClimb SydneyPico do Arieiro to Pico Ruivo +4 more
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from $1,754
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Holland America · VolendamRound-trip
Mediterranean 45 nights Oct 8 – Nov 22, 2026 from New York, New York
New York, New York · Ponta Delgada, Azores, Portugal · … · New York, New York23 ports
New York, New York · Ponta Delgada, Azores, Portugal · Lisbon, Portugal · Cartagena, Spain · Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Kefalonia, Greece · Iraklion (Heraklion), Crete, Greece · Rhodes, Greece · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece · Valletta, Malta · La Goulette, Tunisia · Malaga, Spain · Cadiz (Seville), Spain · Funchal, Madeira, Portugal · New York, New York
★ Bucket-list Manhattan Helicopter TourSintraThe Roman Theatre of Cartagena with the Rafael Mon…Sagrada Familia +14 more
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from $6,224
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Norwegian · Norwegian VivaRepositioning
Caribbean 17 nights Oct 14 – Oct 31, 2026 from Barcelona, Spain to Galveston, Texas
Barcelona, Spain · Alicante, Spain · … · Galveston, Texas9 ports
Barcelona, Spain · Alicante, Spain · Motril, Spain · Funchal, Madeira, Portugal · Philipsburg, St. Maarten · La Romana, Dominican Republic · Cabo Rojo, Dominican Republic · Falmouth, Jamaica · Galveston, Texas
★ Bucket-list Sagrada FamiliaCastillo de Santa BárbaraPico do Arieiro to Pico RuivoRandom Wind 'Paradise Day Sail' +3 more
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from $1,149
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Royal Caribbean · Liberty of the SeasRepositioning
Mediterranean 15 nights Oct 16 – Oct 31, 2026 from Southampton, England to Galveston, Texas
Southampton, England · Vigo, Spain · Lisbon, Portugal · Funchal, Madeira, Portugal · Galveston, Texas
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…SintraPico do Arieiro to Pico RuivoMoody Gardens
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from $871
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Viking Ocean · Viking SeaRepositioning
Caribbean 20 nights Oct 16 – Nov 5, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico
Civitavecchia (Rome), Italy · Florence, Italy · … · San Juan, Puerto Rico13 ports
Civitavecchia (Rome), Italy · Florence, Italy · Monte Carlo, Monaco · Marseille, France · Sete, France · Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayUffizi GalleryCasino de Monte-CarloCalanques National Park Boat Cruise from the Old P… +6 more
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from $7,398
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Viking Ocean · Viking SeaRepositioning
Caribbean 13 nights Oct 23 – Nov 5, 2026 from Barcelona, Spain to San Juan, Puerto Rico
Barcelona, Spain · Valencia, Spain · … · San Juan, Puerto Rico8 ports
Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Sagrada FamiliaOceanograficPico do Arieiro to Pico RuivoRandom Wind 'Paradise Day Sail' +1 more
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from $3,299
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Viking Ocean · Viking SeaRepositioning
Mediterranean 13 nights Mar 6 – Mar 19, 2027 from San Juan, Puerto Rico to Barcelona, Spain
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · Barcelona, Spain9 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Cadiz (Seville), Spain · Sail the Alboran Sea · Valencia, Spain · Barcelona, Spain
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Pico do Arieiro to Pico RuivoReal Alcázar de Sevilla +2 more
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from $3,499
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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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Norwegian · Norwegian PrimaRepositioning
Mediterranean 17 nights Apr 4 – Apr 21, 2027 from San Juan, Puerto Rico to Civitavecchia (Rome), Italy
San Juan, Puerto Rico · Ponta Delgada, Azores, Portugal · … · Civitavecchia (Rome), Italy11 ports
San Juan, Puerto Rico · Ponta Delgada, Azores, Portugal · Funchal, Madeira, Portugal · Melilla, Morocco · Motril, Spain · Ibiza, Spain · Palma de Mallorca, Spain · Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy
★ Bucket-list Walk El Morro & Old San Juan's City WallsPico do Arieiro to Pico RuivoFormentera Day Trip & Ses Illetes, the 'Spanish Ca…La Seu Cathedral + Rooftop Terraces Climb +4 more
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from $2,919
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Norwegian · Norwegian GemRepositioning
Mediterranean 19 nights Apr 13 – May 2, 2027 from New York, New York to Ravenna, Italy
New York, New York · Funchal, Madeira, Portugal · … · Ravenna, Italy11 ports
New York, New York · Funchal, Madeira, Portugal · Cadiz (Seville), Spain · Gibraltar, British Territory · Motril, Spain · Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Split, Croatia · Ravenna, Italy
★ Bucket-list Manhattan Helicopter TourPico do Arieiro to Pico RuivoReal Alcázar de SevillaUpper Rock Nature Reserve +6 more
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from $1,591
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Regent · Seven Seas PrestigeOne-way
Caribbean 14 nights Apr 27 – May 11, 2027 from New York, New York to Barcelona, Spain
New York, New York · Willis Island · … · Barcelona, Spain12 ports
New York, New York · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Horta, Azores, Portugal · Willis Island · Funchal, Madeira, Portugal · Willis Island · Malaga, Spain · Cartagena, Colombia · Valencia, Spain · Barcelona, Spain
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPrivate Island Wrap-Around Van Tour of BermudaPico do Arieiro to Pico Ruivo +4 more
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from $10,549
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Regent · Seven Seas MarinerOne-way
Caribbean 174 nights Apr 29 – Oct 20, 2027 from New York, New York to Piraeus (Athens), Greece
New York, New York · Willis Island · … · Piraeus (Athens), Greece164 ports
New York, New York · Willis Island · Halifax, Nova Scotia · Willis Island · St. Johns, Newfoundland · Willis Island · Ponta Delgada, Azores, Portugal · Willis Island · Funchal, Madeira, Portugal · Santa Cruz de Tenerife, Canary Islands · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Casablanca, Morocco · Willis Island · Lisbon, Portugal · Porto (Oporto), Portugal · Willis Island · La Coruna, Spain · Gijon, Spain · Bilbao, Spain · Willis Island · Bordeaux, France · La Rochelle, France · Willis Island · St Helier, Isle of Jersey · Le Havre (Paris), France · Dunkirk, France · Tilbury (London), England · Willis Island · Zeebrugge (Bruges), Belgium · Ijmuiden, Netherlands · Bremerhaven, Germany · Willis Island · Kristiansand · Oslo, Norway · LYSEKIL, Sweden · Skagen, Denmark · Gothenburg, Sweden · Copenhagen, Denmark · Willis Island · Kiel, Germany · Ronne, Denmark · Gdansk, Poland · Liepaja, Latvia · Riga, Latvia · Tallinn, Estonia · Kotka, Finland · Willis Island · Stockholm, Sweden · Helsinki, Finland · Visby, Sweden · Karlskrona, Sweden · Berlin, Germany · Aarhus, Denmark · Aalborg, Denmark · Willis Island · Hamburg, Germany · Willis Island · Ijmuiden, Netherlands · Willis Island · Newcastle-tyne, United Kingdom · Aberdeen, Scotland · Invergordon, Scotland · Kirkwall, Scotland · Lerwick, Shetland Islands · Maloy, Norway · Eidsdal · Willis Island · Seydisfjordur, Iceland · Akureyri, Iceland · Isafjord, Iceland · Grundarfjordur, Iceland · Reykjavik, Iceland · Willis Island · Nuuk, Greenland · Paamiut (Frederickshaab), Greenland · Willis Island · Greenock (Glasgow), Scotland · Greencastle, Ireland · Dun Laoghaire, Dublin, Ireland · Liverpool, England · Bangor, Ireland · Cobh (Cork), Ireland · Willis Island · Southampton, England · Honfleur, France · St. Peter Port (Guernsey), England · Saint Malo, France · Brest, France · Willis Island · Bordeaux, France · St. Jean de Luz, France · Bilbao, Spain · La Coruna, Spain · Willis Island · 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 · Salerno, Italy · Messina, Sicily, Italy · Valletta, Malta · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Rijeka, Croatia · Fusina (Venice), Italy · Willis Island · Rijeka, Croatia · Split, Croatia · Bari, Italy · Igoumenitsa, Greece · Katakolon (Olympia), Greece · Willis Island · Monemvasia, Greece · Mykonos, Greece · Piraeus (Athens), Greece · Chania, Greece · Santorini (Thira), Greece · Mykonos, Greece · Willis Island · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Dikili, Turkey · Bozcaada, Turkey · Istanbul, Turkey · Willis Island · Rhodes, Greece · Limassol, Cyprus · Haifa, Israel · Ashdod (Jerusalem), Israel · Willis Island · Alexandria, Egypt · Willis Island · Piraeus (Athens), Greece · Mykonos, Greece · Katakolon (Olympia), Greece · Willis Island · Trapani, Italy · La Goulette, Tunisia · Valletta, Malta · Willis Island · Heraklion, Crete, Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPeggy's Cove & LunenburgPico do Arieiro to Pico Ruivo +47 more
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from $152,099
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Carnival · Carnival MiracleRepositioning
Bermuda May 6, 2027 from Galveston, Texas to Lisbon, Portugal
Galveston, Texas · Bermuda · Ponta Delgada, Azores, Portugal · Funchal, Madeira, Portugal · Lisbon, Portugal
★ Bucket-list Moody GardensPico do Arieiro to Pico RuivoSintra
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from $821
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Princess · Coral PrincessRound-trip
Mediterranean 42 nights Oct 15 – Nov 26, 2027 from New York, New York
New York, New York · Halifax, Nova Scotia · … · New York, New York24 ports
New York, New York · Halifax, Nova Scotia · St. Johns, Newfoundland · Cobh (Cork), Ireland · Holyhead, Wales · Greenock (Glasgow), Scotland · Belfast, Northern Ireland · Liverpool, England · Portland, England · Tilbury (London), England · Hamburg, Germany · Amsterdam, The Netherlands · Zeebrugge (Bruges), Belgium · Paris, France · Bilbao, Spain · La Coruna, Spain · Leixoes (Oporto), Portugal · Lisbon, Portugal · Seville, Spain · Ceuta, Spain · Casablanca, Morocco · Funchal, Madeira, Portugal · Azores Islands, Portugal · New York, New York
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgGiant's Causeway Private Luxury Day Tour from Belf…Private Full-Day Hamburg Shore Excursion with Loca… +6 more
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from $7,272
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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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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 +1 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 +1 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 WallsRoque Nublo & TejedaTeide National ParkPico do Arieiro to Pico Ruivo +1 more
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from $3,099
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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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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