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 Mediterranean ×Repositioning ×9–12 nights × Clear all
Showing 12 of 12 sailings
MSC Cruises · MSC GrandiosaRepositioning
Caribbean 10 nights Nov 3 – Nov 13, 2026 from Funchal, Madeira, Portugal to Miami, Florida
Funchal, Madeira, Portugal · San Juan, Puerto Rico · Miami, Florida
★ Bucket-list Pico do Arieiro to Pico RuivoWalk El Morro & Old San Juan's City WallsStar Island & Millionaire's Row Skyline Cruise on…
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from $570
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Seabourn · Seabourn QuestRepositioning
Mediterranean 12 nights Nov 10 – Nov 22, 2026 from Lisbon, Portugal to Miami, Florida
Lisbon, Portugal · Funchal, Madeira, Portugal · Miami, Florida
★ Bucket-list SintraPico do Arieiro to Pico RuivoStar Island & Millionaire's Row Skyline Cruise on…
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from $4,831
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Costa · Costa DiademaRepositioning
Mediterranean 11 nights Nov 11 – Nov 22, 2026 from Santa Cruz de Tenerife, Canary Islands to Rio de Janeiro, Brazil
Santa Cruz de Tenerife, Canary Islands · Mindelo, Cape Verde Island · Maceio, Brazil · Bahia de Salvador, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Teide National ParkPrivate Full-Day Rio Highlights
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from $1,164
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MSC Cruises · MSC VirtuosaRepositioning
Mediterranean 12 nights Nov 16 – Nov 28, 2026 from Barcelona, Spain to Bahia de Salvador, Brazil
Barcelona, Spain · Funchal, Madeira, Portugal · Arrecife, Lanzarote, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Bahia de Salvador, Brazil
★ Bucket-list Sagrada FamiliaPico do Arieiro to Pico RuivoTimanfaya Volcanic ParkRoque Nublo & Tejeda
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from $1,281
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MSC Cruises · MSC DivinaRepositioning
Mediterranean 12 nights Mar 18 – Mar 30, 2027 from Maceio, Brazil to Barcelona, Spain
Maceio, Brazil · Santa Cruz de Tenerife, Canary Islands · … · Barcelona, Spain6 ports
Maceio, Brazil · Santa Cruz de Tenerife, Canary Islands · Casablanca, Morocco · Malaga, Spain · Alicante, Spain · Barcelona, Spain
★ Bucket-list Teide National ParkPrivate Guided Tour of Casablanca with Hassan II M…Granada & the AlhambraCastillo de Santa Bárbara +1 more
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from $1,694
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Azamara · Azamara JourneyRepositioning
Bermuda 12 nights Mar 29 – Apr 10, 2027 from Miami, Florida to Lisbon, Portugal
Miami, Florida · Hamilton, Bermuda · Horta, Azores, Portugal · Lisbon, Portugal
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Sintra
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from $2,007
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Norwegian · Norwegian VivaRepositioning
Mediterranean 12 nights May 23 – Jun 4, 2027 from Miami, Florida to Barcelona, Spain
Miami, Florida · Ponta Delgada, Azores, Portugal · Motril, Spain · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…La Seu Cathedral + Rooftop Terraces ClimbSagrada Familia
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from $1,209
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Norwegian · Norwegian EpicRepositioning
Mediterranean 12 nights Oct 31 – Nov 12, 2027 from Barcelona, Spain to Port Canaveral, Florida
Barcelona, Spain · Ponta Delgada, Azores, Portugal · Port Canaveral, Florida
★ Bucket-list Sagrada FamiliaKennedy Space Center Visitor Complex
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from $812
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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 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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Seabourn · Seabourn OvationRepositioning
Mediterranean 12 nights Mar 25 – Apr 6, 2028 from Bridgetown, Barbados to Lisbon, Portugal
Bridgetown, Barbados · Castries, St. Lucia · Funchal, Madeira, Portugal · Lisbon, Portugal
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPico do Arieiro to Pico RuivoSintra
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from $5,399
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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