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 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
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
Reset
Filtering South America ×Bermuda ×3–5 nights × Clear all
Showing 36 of 101 sailings
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Aug 29 – Sep 3, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $829
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 3 – Sep 8, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $852
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 8 – Sep 13, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $614
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 13 – Sep 18, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $570
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 18 – Sep 23, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $664
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 23 – Sep 28, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $598
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Sep 28 – Oct 3, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $606
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Oct 3 – Oct 8, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $633
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bermuda 5 nights Oct 8 – Oct 13, 2026 from New York, New York
New York, New York · Royal Naval Dockyard, Bermuda · New York, New York
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $683
Book This Cruise@ Cruisebound
MSC Cruises · MSC DivinaOne-way
South America 4 nights Nov 12 – Nov 16, 2026 from Bahia de Salvador, Brazil to Santos (Sao Paulo), Brazil
Bahia de Salvador, Brazil · Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Full-Day Rio HighlightsPrivate Santos Full-Day
View →
from $476
Book This Cruise@ Cruisebound
MSC Cruises · MSC MusicaRound-trip
South America 4 nights Nov 16 – Nov 20, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilha Grande, Brazil · Ilhabela, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
View →
from $525
Book This Cruise@ Cruisebound
MSC Cruises · MSC MusicaRound-trip
South America 3 nights Nov 20 – Nov 23, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $633
Book This Cruise@ Cruisebound
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
MSC Cruises · MSC MusicaRound-trip
South America 3 nights Nov 23 – Nov 26, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $393
Book This Cruise@ Cruisebound
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 Private Santos Full-Day
View →
from $709
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
MSC Cruises · MSC MusicaRound-trip
South America 4 nights Nov 26 – Nov 30, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Ilha Grande, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $525
Book This Cruise@ Cruisebound
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 Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
View →
from $733
Book This Cruise@ Cruisebound
MSC Cruises · MSC VirtuosaOne-way
South America 4 nights Nov 28 – Dec 2, 2026 from Bahia de Salvador, Brazil to Santos (Sao Paulo), Brazil
Bahia de Salvador, Brazil · Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Full-Day Rio HighlightsPrivate Santos Full-Day
View →
from $756
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
MSC Cruises · MSC DivinaRound-trip
South America 4 nights Nov 29 – Dec 3, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Ilha Grande, Brazil · Buzios, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $561
Book This Cruise@ Cruisebound
MSC Cruises · MSC SeaviewRound-trip
South America 3 nights Nov 29 – Dec 2, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $559
Book This Cruise@ Cruisebound
MSC Cruises · MSC MusicaRound-trip
South America 3 nights Nov 30 – Dec 3, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $419
Book This Cruise@ Cruisebound
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 Private Santos Full-Day
View →
from $559
Book This Cruise@ Cruisebound
MSC Cruises · MSC SeaviewRound-trip
South America 3 nights Dec 2 – Dec 5, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Camboriú, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-DayUnipraias Park
View →
from $559
Book This Cruise@ Cruisebound
MSC Cruises · MSC VirtuosaRound-trip
South America 3 nights Dec 2 – Dec 5, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $443
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
MSC Cruises · MSC MusicaRound-trip
South America 3 nights Dec 3 – Dec 6, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $463
Book This Cruise@ Cruisebound
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 Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
View →
from $733
Book This Cruise@ Cruisebound
MSC Cruises · MSC VirtuosaOne-way
South America 3 nights Dec 5 – Dec 8, 2026 from Santos (Sao Paulo), Brazil to Bahia de Salvador, Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Bahia de Salvador, Brazil
★ Bucket-list Private Santos Full-Day
View →
from $485
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
MSC Cruises · MSC MusicaRound-trip
South America 4 nights Dec 6 – Dec 10, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Ilha Grande, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $525
Book This Cruise@ Cruisebound
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 Private Santos Full-Day
View →
from $599
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
MSC Cruises · MSC MusicaRound-trip
South America 3 nights Dec 10 – Dec 13, 2026 from Santos (Sao Paulo), Brazil
Santos (Sao Paulo), Brazil · Buzios, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Santos Full-Day
View →
from $393
Book This Cruise@ Cruisebound
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 Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…
View →
from $713
Book This Cruise@ Cruisebound
Load more 65 more

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