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 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
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
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines
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 ×Visits Ilha Grande ×Repositioning × Clear all
Showing 6 of 6 sailings
Oceania · Oceania InsigniaRepositioning
Caribbean 54 nights Feb 14 – Apr 9, 2027 from Valparaiso (Santiago), Chile to Miami, Florida
Valparaiso (Santiago), Chile · Puerto Montt, Chile · … · Miami, Florida33 ports
Valparaiso (Santiago), Chile · Puerto Montt, Chile · Castro, Chile · Puerto Chacabuco, Chile · Laguna San Raphael, Chile · Kiel Canal, Germany · Punta Arenas, Chile · Ushuaia, Argentina · Kiel Canal, Germany · Port Stanley, Falkland Islands · Puerto Madryn, Argentina · Buenos Aires, Argentina · Montevideo, Uruguay · Punta del Este, Uruguay · Rio Grande, Rio Grande do Sul, Brazil · Florianopolis, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil · Paraty, Brazil · Ilha Grande, Brazil · Buzios, Brazil · Rio de Janeiro, Brazil · Kiel Canal, Germany · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Private Custom ValparaísoPrivate Osorno Volcano & Petrohué Falls Shore Excu…Laguna San Rafael GlacierPrivate Expert Walking Tour of Kiel +20 more
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from $16,399
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MSC Cruises · MSC DivinaRepositioning
Mediterranean 19 nights Oct 28 – Nov 16, 2027 from Naples, Italy to Santos (Sao Paulo), Brazil
Naples, Italy · Civitavecchia (Rome), Italy · … · Santos (Sao Paulo), Brazil11 ports
Naples, Italy · Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France · Barcelona, Spain · Las Palmas, Gran Canaria, Canary Islands · Bahia de Salvador, Brazil · Ilheus(Bahia), Brazil · Ilha Grande, Brazil · Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DaySail straight to Portofino from the cruise dockCalanques National Park Boat Cruise from the Old P… +7 more
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from $1,599
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MSC Cruises · MSC DivinaRepositioning
Mediterranean 18 nights Oct 29 – Nov 16, 2027 from Civitavecchia (Rome), Italy to Santos (Sao Paulo), Brazil
Civitavecchia (Rome), Italy · Genoa, Italy · … · Santos (Sao Paulo), Brazil10 ports
Civitavecchia (Rome), Italy · Genoa, Italy · Marseille, France · Barcelona, Spain · Las Palmas, Gran Canaria, Canary Islands · Bahia de Salvador, Brazil · Ilheus(Bahia), Brazil · Ilha Grande, Brazil · Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DaySail straight to Portofino from the cruise dockCalanques National Park Boat Cruise from the Old P…Sagrada Familia +6 more
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from $1,487
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MSC Cruises · MSC DivinaRepositioning
Mediterranean 16 nights Oct 30 – Nov 15, 2027 from Genoa, Italy to Rio de Janeiro, Brazil
Genoa, Italy · Marseille, France · … · Rio de Janeiro, Brazil8 ports
Genoa, Italy · Marseille, France · Barcelona, Spain · Las Palmas, Gran Canaria, Canary Islands · Bahia de Salvador, Brazil · Ilheus(Bahia), Brazil · Ilha Grande, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Sail straight to Portofino from the cruise dockCalanques National Park Boat Cruise from the Old P…Sagrada FamiliaRoque Nublo & Tejeda +4 more
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from $1,429
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MSC Cruises · MSC DivinaRepositioning
Mediterranean 15 nights Oct 31 – Nov 15, 2027 from Marseille, France to Rio de Janeiro, Brazil
Marseille, France · Barcelona, Spain · … · Rio de Janeiro, Brazil7 ports
Marseille, France · Barcelona, Spain · Las Palmas, Gran Canaria, Canary Islands · Bahia de Salvador, Brazil · Ilheus(Bahia), Brazil · Ilha Grande, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada FamiliaRoque Nublo & TejedaPelourinho Private Walking Tour with Ivan Bahia Gu… +3 more
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from $1,290
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MSC Cruises · MSC DivinaRepositioning
Mediterranean 14 nights Nov 1 – Nov 15, 2027 from Barcelona, Spain to Rio de Janeiro, Brazil
Barcelona, Spain · Las Palmas, Gran Canaria, Canary Islands · … · Rio de Janeiro, Brazil6 ports
Barcelona, Spain · Las Palmas, Gran Canaria, Canary Islands · Bahia de Salvador, Brazil · Ilheus(Bahia), Brazil · Ilha Grande, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Sagrada FamiliaRoque Nublo & TejedaPelourinho Private Walking Tour with Ivan Bahia Gu…Private Cacao Fazenda Tour +2 more
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from $1,208
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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