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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Filtering Norwegian ×From San Juan, Puerto Rico ×Repositioning × Clear all
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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 RuivoMelilla la Vieja +7 more
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from $2,919
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Norwegian · Norwegian PrimaRepositioning
Caribbean 7 nights Apr 22 – Apr 29, 2028 from San Juan, Puerto Rico to New York, New York
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · New York, New York
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikePrivate Catamaran Sail & Snorkel at Honeymoon Beac… +1 more
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from $990
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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