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 South America ×Caribbean ×From Lisbon, Portugal × Clear all
Showing 7 of 7 sailings
Costa · Costa DiademaRepositioning
Mediterranean 14 nights Nov 8 – Nov 22, 2026 from Lisbon, Portugal to Rio de Janeiro, Brazil
Lisbon, Portugal · Las Palmas, Gran Canaria, Canary Islands · … · Rio de Janeiro, Brazil7 ports
Lisbon, Portugal · Las Palmas, Gran Canaria, Canary Islands · Santa Cruz de Tenerife, Canary Islands · Mindelo, Cape Verde Island · Maceio, Brazil · Bahia de Salvador, Brazil · Rio de Janeiro, Brazil
★ Bucket-list SintraRoque Nublo & TejedaTeide National ParkPrivate Full-Day São Vicente Island Discovery Tour +3 more
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from $1,469
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Norwegian · Norwegian VivaRepositioning
Caribbean 13 nights Nov 1 – Nov 14, 2027 from Lisbon, Portugal to San Juan, Puerto Rico
Lisbon, Portugal · Las Palmas, Gran Canaria, Canary Islands · … · San Juan, Puerto Rico6 ports
Lisbon, Portugal · Las Palmas, Gran Canaria, Canary Islands · Porto Grande, Cape Verde Islands · Philipsburg, St. Maarten · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list SintraRoque Nublo & TejedaPrivate Island SafariRandom Wind 'Paradise Day Sail' +2 more
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from $1,489
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MSC Cruises · MSC MusicaRepositioning
Mediterranean 13 nights Nov 10 – Nov 23, 2027 from Lisbon, Portugal to Santos (Sao Paulo), Brazil
Lisbon, Portugal · Funchal, Madeira, Portugal · … · Santos (Sao Paulo), Brazil6 ports
Lisbon, Portugal · Funchal, Madeira, Portugal · Bahia de Salvador, Brazil · Ilheus(Bahia), Brazil · Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list SintraPico do Arieiro to Pico RuivoPelourinho Private Walking Tour with Ivan Bahia Gu…Private Cacao Fazenda Tour +2 more
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from $1,670
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Seabourn · Seabourn OvationRepositioning
Mediterranean 13 nights Nov 14 – Nov 27, 2027 from Lisbon, Portugal to Bridgetown, Barbados
Lisbon, Portugal · Funchal, Madeira, Portugal · … · Bridgetown, Barbados6 ports
Lisbon, Portugal · Funchal, Madeira, Portugal · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Bridgetown, Barbados
★ Bucket-list SintraPico do Arieiro to Pico RuivoPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +2 more
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from $5,524
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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 SintraTransatlantic Sailing VoyagePico do Arieiro to Pico RuivoTeide National Park +3 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 SintraTransatlantic Sailing VoyagePico do Arieiro to Pico RuivoTeide National Park +3 more
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from $2,999
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Norwegian · Norwegian StarRepositioning
Mediterranean 15 nights Dec 2 – Dec 17, 2027 from Lisbon, Portugal to Buenos Aires, Argentina
Lisbon, Portugal · Porto Grande, Cape Verde Islands · … · Buenos Aires, Argentina6 ports
Lisbon, Portugal · Porto Grande, Cape Verde Islands · Recife, Brazil · Rio de Janeiro, Brazil · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list SintraPrivate Island SafariRecife & OlindaPrivate Full-Day Rio Highlights +2 more
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from $1,328
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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