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
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Where to? tap as many as you like 2 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
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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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 Africa ×Mediterranean ×From San Juan, Puerto Rico × Clear all
Showing 4 of 4 sailings
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'ARC Transatlantic RallyPico do Arieiro to Pico Ruivo +4 more
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from $3,499
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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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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 WallsSete Cidades Twin LakesPico do Arieiro to Pico RuivoAlhambra & Nasrid Palaces +6 more
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from $2,919
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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 WallsARC Transatlantic RallyRoque Nublo & TejedaTeide National Park +2 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
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