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 · 1 selected
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
Reset
Filtering South America ×Costa ×From Santos (Sao Paulo), Brazil × Clear all
Showing 26 of 26 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-Day
View →
from $979
Book This Cruise@ Cruisebound
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-Day
View →
from $979
Book This Cruise@ Cruisebound
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…
View →
from $1,085
Book This Cruise@ Cruisebound
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-Day
View →
from $919
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…
View →
from $1,085
Book This Cruise@ Cruisebound
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-Day
View →
from $959
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…
View →
from $1,115
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-Day
View →
from $959
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Dec 20 – Dec 27, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,883
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Dec 27 – Jan 3, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $2,013
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Jan 3 – Jan 10, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,733
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Jan 10 – Jan 17, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,643
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Jan 17 – Jan 24, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $2,033
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Jan 24 – Jan 31, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,603
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Jan 31 – Feb 7, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,593
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Feb 7 – Feb 14, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,593
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Feb 14 – Feb 21, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,573
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Feb 21 – Feb 28, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,573
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Feb 28 – Mar 7, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,593
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Mar 7 – Mar 14, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,563
Book This Cruise@ Cruisebound
Costa · Costa DiademaRound-trip
South America 7 nights Mar 14 – Mar 21, 2027 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buenos Aires, Argentina · Montevideo, Uruguay · Itajai, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayEl Teatro ColónMercado del Puerto
View →
from $1,543
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…
View →
from $1,045
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…
View →
from $975
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…
View →
from $1,075
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…
View →
from $925
Book This Cruise@ Cruisebound
Costa · Costa DiademaRepositioning
Mediterranean 22 nights Apr 4 – Apr 26, 2027 from Santos (Sao Paulo), Brazil to Alesund, Norway
Santos (Sao Paulo), Brazil · Rio de Janeiro, Brazil · … · Alesund, Norway12 ports
Santos (Sao Paulo), Brazil · Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Maceio, Brazil · Praia, Cape Verde · Las Palmas, Gran Canaria, Canary Islands · Casablanca, Morocco · Malaga, Spain · Leixoes (Oporto), Portugal · Vigo, Spain · Le Havre (Paris), France · Alesund, Norway
★ Bucket-list Private Santos Full-DayPrivate Full-Day Rio HighlightsPelourinho Private Walking Tour with Ivan Bahia Gu…Praia do Gunga +6 more
View →
from $2,297
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