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 1 selected · clear 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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Filtering Mediterranean ×Viking Ocean ×Repositioning × Clear all
Showing 16 of 16 sailings
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 JupiterRepositioning
Mediterranean 21 nights Nov 11 – Dec 2, 2026 from Barcelona, Spain to Buenos Aires, Argentina
Barcelona, Spain · Sail the Mediterranean Sea · … · Buenos Aires, Argentina13 ports
Barcelona, Spain · Sail the Mediterranean Sea · Malaga, Spain · Casablanca, Morocco · Sail the Atlantic Ocean · Sao Vicente Island (mindelo) · Sail the Atlantic Ocean · Recife, Brazil · Sail the South Atlantic Ocean · Rio de Janeiro, Brazil · Sail the South Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Sagrada FamiliaGranada & the AlhambraPrivate Guided Tour of Casablanca with Hassan II M…Private Full-Day Rio Highlights +2 more
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from $5,599
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Viking Ocean · Viking SkyRepositioning
Mediterranean 13 nights Dec 9 – Dec 22, 2026 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Sail the Mediterranean Sea · … · Fort Lauderdale (Port Everglades), Florida8 ports
Barcelona, Spain · Sail the Mediterranean Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · Sail the Caribbean Sea · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaPico do Arieiro to Pico RuivoRandom Wind 'Paradise Day Sail'Everglades Airboat Skim + Gator Boys Live Show
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from $3,099
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Viking Ocean · Viking MarsRepositioning
Mediterranean 13 nights Jan 24 – Feb 6, 2027 from Fort Lauderdale (Port Everglades), Florida to Barcelona, Spain
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · … · Barcelona, Spain8 ports
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · Philipsburg, St. Maarten · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Sail the Mediterranean Sea · Barcelona, Spain
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Pico do Arieiro to Pico RuivoSagrada Familia
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from $2,399
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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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Viking Ocean · Viking JupiterRepositioning
Mediterranean 21 nights Mar 14 – Apr 4, 2027 from Buenos Aires, Argentina to Barcelona, Spain
Buenos Aires, Argentina · Montevideo, Uruguay · … · Barcelona, Spain13 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Rio de Janeiro, Brazil · Sail the Atlantic Ocean · Recife, Brazil · Sail the Atlantic Ocean · Sao Vicente Island (mindelo) · Sail the Atlantic Ocean · Casablanca, Morocco · Malaga, Spain · Sail the Mediterranean Sea · Barcelona, Spain
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Full-Day Rio HighlightsPrivate Guided Tour of Casablanca with Hassan II M… +2 more
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from $5,799
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Viking Ocean · Viking JupiterRepositioning
Mediterranean 28 nights Nov 6 – Dec 4, 2027 from Civitavecchia (Rome), Italy to Buenos Aires, Argentina
Civitavecchia (Rome), Italy · Florence, Italy · … · Buenos Aires, Argentina18 ports
Civitavecchia (Rome), Italy · Florence, Italy · Monte Carlo, Monaco · Marseille, France · Sete, France · Barcelona, Spain · Sail the Mediterranean Sea · Malaga, Spain · Casablanca, Morocco · Sail the Atlantic Ocean · Sao Vicente Island (mindelo) · Sail the Atlantic Ocean · Recife, Brazil · Sail the Atlantic Ocean · Rio de Janeiro, Brazil · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayUffizi GalleryCasino de Monte-CarloCalanques National Park Boat Cruise from the Old P… +7 more
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from $9,998
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Viking Ocean · Viking JupiterRepositioning
Mediterranean 21 nights Nov 13 – Dec 4, 2027 from Barcelona, Spain to Buenos Aires, Argentina
Barcelona, Spain · Sail the Mediterranean Sea · … · Buenos Aires, Argentina13 ports
Barcelona, Spain · Sail the Mediterranean Sea · Malaga, Spain · Casablanca, Morocco · Sail the Atlantic Ocean · Sao Vicente Island (mindelo) · Sail the Atlantic Ocean · Recife, Brazil · Sail the Atlantic Ocean · Rio de Janeiro, Brazil · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Sagrada FamiliaGranada & the AlhambraPrivate Guided Tour of Casablanca with Hassan II M…Private Full-Day Rio Highlights +2 more
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from $5,799
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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 VestaRepositioning
Mediterranean 13 nights Dec 14 – Dec 27, 2027 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Sail the Mediterranean Sea · … · Fort Lauderdale (Port Everglades), Florida8 ports
Barcelona, Spain · Sail the Mediterranean Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · Sail the Caribbean Sea · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaPico do Arieiro to Pico RuivoRandom Wind 'Paradise Day Sail'Everglades Airboat Skim + Gator Boys Live Show
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from $3,099
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Viking Ocean · Viking NeptuneRepositioning
Asia 36 nights Feb 2 – Mar 9, 2028 from Cape Town, South Africa to Tokyo, Japan
Cape Town, South Africa · Sail the Indian Ocean · … · Tokyo, Japan24 ports
Cape Town, South Africa · Sail the Indian Ocean · Port Elizabeth, South Africa · Sail the Indian Ocean · Durban, South Africa · Sail the Indian Ocean · Zanzibar, Tanzania · Mombasa, Kenya · Sail the Indian Ocean · Victoria, Seychelles · Sail the Indian Ocean · Sail the Laccadive Sea · Colombo, Sri Lanka · Sail the Bay of Bengal · Langkawi, Malaysia · Scenic Sailing: Strait of Malacca · Singapore, Singapore · Sail the South China Sea · Manila, Philippines · Sail the South China Sea · Okinawa (Naha), Japan · Sail the East China Sea · Sail the Pacific Ocean · Tokyo, Japan
★ Bucket-list Private Whale Watching ExpeditionGardens by the BayPrivate Licensed Tokyo Expert
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from $12,999
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Viking Ocean · Viking MarsRepositioning
Caribbean 13 nights Feb 23 – Mar 7, 2028 from Fort Lauderdale (Port Everglades), Florida to Barcelona, Spain
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · … · Barcelona, Spain8 ports
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · Philipsburg, St. Maarten · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Sail the Mediterranean Sea · Barcelona, Spain
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Pico do Arieiro to Pico RuivoSagrada Familia
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from $3,299
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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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Viking Ocean · Viking JupiterRepositioning
Mediterranean 21 nights Mar 15 – Apr 5, 2028 from Buenos Aires, Argentina to Barcelona, Spain
Buenos Aires, Argentina · Montevideo, Uruguay · … · Barcelona, Spain13 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Rio de Janeiro, Brazil · Sail the Atlantic Ocean · Recife, Brazil · Sail the Atlantic Ocean · Sao Vicente Island (mindelo) · Sail the Atlantic Ocean · Casablanca, Morocco · Malaga, Spain · Sail the Mediterranean Sea · Barcelona, Spain
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Full-Day Rio HighlightsPrivate Guided Tour of Casablanca with Hassan II M… +2 more
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from $6,099
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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.

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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