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 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
Must visit a specific port clear
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Filtering Visits Itajai ×Round trip ×3–5 nights × Clear all
Showing 23 of 23 sailings
Costa · Costa DiademaRound-trip
South America 3 nights Nov 23 – Nov 26, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayBalneário Camboriú
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from $979
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Costa · Costa DiademaRound-trip
South America 3 nights Nov 25 – Nov 28, 2026 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-Day
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from $709
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Costa · Costa DiademaRound-trip
South America 3 nights Nov 26 – Nov 29, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayBalneário Camboriú
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from $979
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Costa · Costa DiademaRound-trip
South America 4 nights Nov 28 – Dec 2, 2026 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
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from $733
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Costa · Costa DiademaRound-trip
South America 4 nights Nov 29 – Dec 3, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…Balneário Camboriú
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from $1,085
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Costa · Costa DiademaRound-trip
South America 3 nights Dec 2 – Dec 5, 2026 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-Day
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from $559
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Costa · Costa DiademaRound-trip
South America 3 nights Dec 3 – Dec 6, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayBalneário Camboriú
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from $919
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Costa · Costa DiademaRound-trip
South America 4 nights Dec 5 – Dec 9, 2026 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
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from $733
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 4 nights Dec 6 – Dec 10, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…Balneário Camboriú
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from $1,085
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Costa · Costa DiademaRound-trip
South America 3 nights Dec 9 – Dec 12, 2026 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-Day
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from $599
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Costa · Costa DiademaRound-trip
South America 3 nights Dec 10 – Dec 13, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayBalneário Camboriú
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from $959
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Costa · Costa DiademaRound-trip
South America 4 nights Dec 12 – Dec 16, 2026 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
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from $713
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 4 nights Dec 13 – Dec 17, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…Balneário Camboriú
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from $1,115
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Costa · Costa DiademaRound-trip
South America 3 nights Dec 16 – Dec 19, 2026 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-Day
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from $599
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 3 nights Dec 17 – Dec 20, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayBalneário Camboriú
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from $959
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 4 nights Mar 20 – Mar 24, 2027 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
View →
from $663
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 4 nights Mar 21 – Mar 25, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…Balneário Camboriú
View →
from $1,045
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 3 nights Mar 24 – Mar 27, 2027 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
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from $593
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 3 nights Mar 25 – Mar 28, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…Balneário Camboriú
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from $975
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 4 nights Mar 27 – Mar 31, 2027 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
View →
from $713
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 4 nights Mar 28 – Apr 1, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…Balneário Camboriú
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from $1,075
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 3 nights Mar 31 – Apr 3, 2027 from Itajai, Brazil
Itajai, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil
★ Bucket-list Balneário CamboriúPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
View →
from $653
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 3 nights Apr 1 – Apr 4, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…Balneário Camboriú
View →
from $925
Book This Cruise@ Cruisebound

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