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 16 of 16 sailings
MSC Cruises · MSC OperaRepositioning
Mediterranean 18 nights Oct 29 – Nov 16, 2026 from Civitavecchia (Rome), Italy to La Romana, Dominican Republic
Civitavecchia (Rome), Italy · Genoa, Italy · … · La Romana, Dominican Republic10 ports
Civitavecchia (Rome), Italy · Genoa, Italy · Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DaySail straight to Portofino from the cruise dockClimb the Leaning Tower of PisaCalanques National Park Boat Cruise from the Old P… +5 more
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from $1,016
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MSC Cruises · MSC OperaRepositioning
Mediterranean 17 nights Oct 30 – Nov 16, 2026 from Genoa, Italy to La Romana, Dominican Republic
Genoa, Italy · Livorno (Florence/Pisa), Italy · … · La Romana, Dominican Republic9 ports
Genoa, Italy · Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic
★ Bucket-list Sail straight to Portofino from the cruise dockClimb the Leaning Tower of PisaCalanques National Park Boat Cruise from the Old P…Sagrada Familia +4 more
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from $1,246
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MSC Cruises · MSC OperaRepositioning
Mediterranean 19 nights Nov 1 – Nov 20, 2026 from Marseille, France to Fort-de-France, Martinique
Marseille, France · Barcelona, Spain · … · Fort-de-France, Martinique10 ports
Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada FamiliaTangier Kasbah, Medina & American Legation Private…Private Half-Day Island Adventure & Trunk Bay Beach +4 more
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from $1,554
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Celebrity · Celebrity ConstellationRepositioning
Mediterranean 15 nights Nov 2 – Nov 17, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico
Civitavecchia (Rome), Italy · Valencia, Spain · … · San Juan, Puerto Rico7 ports
Civitavecchia (Rome), Italy · Valencia, Spain · Cartagena, Spain · Malaga, Spain · Tangier, Morocco · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayOceanograficThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +3 more
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from $792
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MSC Cruises · MSC OperaRepositioning
Mediterranean 14 nights Nov 2 – Nov 16, 2026 from Barcelona, Spain to La Romana, Dominican Republic
Barcelona, Spain · Tangier, Morocco · … · La Romana, Dominican Republic6 ports
Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic
★ Bucket-list Sagrada FamiliaTangier Kasbah, Medina & American Legation Private…Private Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +1 more
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from $961
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Costa · Costa FavolosaRepositioning
Mediterranean 20 nights Mar 1 – Mar 21, 2027 from Santo Domingo, Dominican Republic to Savona (Genoa), Italy
Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · … · Savona (Genoa), Italy13 ports
Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France · Savona (Genoa), Italy
★ Bucket-list Random Wind 'Paradise Day Sail'Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +6 more
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from $1,841
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Costa · Costa FascinosaRepositioning
Caribbean 20 nights Mar 4 – Mar 24, 2027 from Pointe-a-Pitre, Guadeloupe to Marseille, France
Guadeloupe Bay · Pointe-a-Pitre, Guadeloupe · … · Marseille, France14 ports
Guadeloupe Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadeloupe Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Philipsburg, St. Maarten · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Ajaccio, Corsica, France · Genoa, Italy · Marseille, France
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +8 more
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from $1,777
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Costa · Costa FavolosaRepositioning
Caribbean 16 nights Mar 4 – Mar 20, 2027 from Fort-de-France, Martinique to Marseille, France
Martinique Bay · Fort-de-France, Martinique · … · Marseille, France10 ports
Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeTeide National Park +4 more
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from $1,479
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Costa · Costa FavolosaRepositioning
Mediterranean 15 nights Mar 5 – Mar 20, 2027 from Pointe-a-Pitre, Guadeloupe to Marseille, France
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Marseille, France8 ports
Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeTeide National ParkTangier Kasbah, Medina & American Legation Private… +3 more
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from $1,419
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Costa · Costa FascinosaRepositioning
Mediterranean 17 nights Mar 7 – Mar 24, 2027 from La Romana, Dominican Republic to Marseille, France
La Romana, Dominican Republic · Philipsburg, St. Maarten · … · Marseille, France9 ports
La Romana, Dominican Republic · Philipsburg, St. Maarten · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Ajaccio, Corsica, France · Genoa, Italy · Marseille, France
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayRandom Wind 'Paradise Day Sail'Teide National ParkTangier Kasbah, Medina & American Legation Private… +5 more
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from $1,528
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Celebrity · Celebrity ConstellationRepositioning
Caribbean 13 nights Apr 3 – Apr 16, 2027 from San Juan, Puerto Rico to Barcelona, Spain
San Juan, Puerto Rico · Philipsburg, St. Maarten · Tangier, Morocco · Malaga, Spain · Barcelona, Spain
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Tangier Kasbah, Medina & American Legation Private…Granada & the Alhambra +1 more
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from $501
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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), Greece175 ports
New York, New York · Willis Island · Halifax, Nova Scotia · Willis Island · St. Johns, Newfoundland · Willis Island · Willis Island · 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 · 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 · 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 · Willis Island · Nuuk, Greenland · Paamiut (Frederickshaab), Greenland · Willis Island · Willis Island · Willis Island · 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 · 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 · Istanbul, Turkey · Willis Island · Rhodes, Greece · Limassol, Cyprus · Haifa, Israel · Ashdod (Jerusalem), Israel · Willis Island · Alexandria, Egypt · 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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Oceania · Oceania SirenaRepositioning
Mediterranean 43 nights Aug 7 – Sep 19, 2027 from Venice, Italy to New York, New York
Venice, Italy · Split, Croatia · … · New York, New York37 ports
Venice, Italy · Split, Croatia · Kotor, Montenegro · Corfu, Greece · Messina, Sicily, Italy · Salerno, Italy · Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · Toulon, France · Barcelona, Spain · Valencia, Spain · Cartagena, Spain · Motril, Spain · Tangier, Morocco · Gibraltar, British Territory · Seville, Spain · Seville, Spain · Portimao, Portugal · Lisbon, Portugal · Leixoes (Oporto), Portugal · Vigo, Spain · La Coruna, Spain · Bilbao, Spain · St. Jean de Luz, France · Bordeaux, France · Brest, France · St. Peter Port (Guernsey), England · Southampton, England · Dun Laoghaire, Dublin, Ireland · Londonderry, Northern Ireland · Reykjavik, Iceland · Isafjord, Iceland · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list Doge's PalaceDiocletian's PalaceClimb the City Walls to San Giovanni FortressPaleokastritsa Blue Caves & coves by speedboat +18 more
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from $12,499
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Holland America · VolendamRepositioning
Middle East 47 nights Oct 11 – Nov 27, 2027 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · Ponta Delgada, Azores, Portugal · … · Fort Lauderdale (Port Everglades), Florida24 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 · Iraklion (Heraklion), Crete, Greece · Ashdod (Jerusalem), Israel · Haifa, Israel · Alexandria, Egypt · Alexandria, Egypt · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Istanbul, Turkey · Piraeus (Athens), Greece · Valletta, Malta · La Goulette, Tunisia · Malaga, Spain · Tangier, Morocco · New York, New York · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourSintraThe Roman Theatre of Cartagena with the Rafael Mon…Sagrada Familia +12 more
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from $8,144
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Virgin Voyages · Scarlet LadyRepositioning
Mediterranean Oct 31, 2027 from Barcelona, Spain to San Juan, Puerto Rico
Barcelona, Spain · Tangier, Morocco · Lanzarote, Canary Islands, Spain · San Juan, Puerto Rico
★ Bucket-list Sagrada FamiliaTangier Kasbah, Medina & American Legation Private…Walk El Morro & Old San Juan's City Walls
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from $1,415
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Royal Caribbean · Rhapsody of the SeasRepositioning
Mediterranean 14 nights Nov 13 – Nov 27, 2027 from Barcelona, Spain to San Juan, Puerto Rico
Barcelona, Spain · Valencia, Spain · … · San Juan, Puerto Rico8 ports
Barcelona, Spain · Valencia, Spain · Cartagena, Spain · Malaga, Spain · Cadiz (Seville), Spain · Tangier, Morocco · Casablanca, Morocco · San Juan, Puerto Rico
★ Bucket-list Sagrada FamiliaOceanograficThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +4 more
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from $998
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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