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.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
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
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
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+ pick specific cruise lines · 1 selected
Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Filtering Viking Ocean ×Visits Funchal × Clear all
Showing 11 of 11 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 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 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 NeptuneOne-way
Mediterranean 28 nights Jan 5 – Feb 2, 2028 from Barcelona, Spain to Cape Town, South Africa
Barcelona, Spain · Valencia, Spain · … · Cape Town, South Africa22 ports
Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Malaga, Spain · Cadiz (Seville), Spain · Casablanca, Morocco · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Santa Cruz de Tenerife, Canary Islands · Sail the Atlantic Ocean · Dakar, Senegal · Sail the Atlantic Ocean · Takoradi, Ghana · Sail the Atlantic Ocean · Sail the South Atlantic Ocean · Luanda, Angola · Sail the South Atlantic Ocean · Walvis Bay, Namibia · Luderitz, Namibia · Sail the South Atlantic Ocean · Cape Town, South Africa
★ Bucket-list Sagrada FamiliaOceanograficGranada & the AlhambraReal Alcázar de Sevilla +3 more
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from $11,999
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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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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
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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