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 clear
Reset
Filtering Mexico ×South America ×Visits Charlotte Amalie × Clear all
Showing 4 of 4 sailings
Regent · Seven Seas MarinerOne-way
Caribbean 18 nights Jan 4 – Jan 22, 2027 from Miami, Florida to Rio de Janeiro, Brazil
Miami, Florida · Willis Island · … · Rio de Janeiro, Brazil17 ports
Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Willis Island · Devils Island, French Guiana · Willis Island · Belem, Brazil · Willis Island · Recife, Brazil · Maceio, Brazil · Bahia de Salvador, Brazil · Willis Island · Buzios, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach +3 more
View →
from $12,760
Book This Cruise@ Cruisebound
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 Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla MartilloPrivate Full-Day Península Valdés +8 more
View →
from $16,399
Book This Cruise@ Cruisebound
Oceania · Oceania InsigniaRepositioning
Caribbean 21 nights Mar 19 – Apr 9, 2027 from Rio de Janeiro, Brazil to Miami, Florida
Rio de Janeiro, Brazil · Kiel Canal, Germany · … · Miami, Florida12 ports
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 Full-Day Rio HighlightsSwim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat Charter +1 more
View →
from $6,299
Book This Cruise@ Cruisebound
Oceania · Oceania SonataOne-way
Mexico 44 nights Jan 6 – Feb 19, 2028 from Los Angeles, California to Miami, Florida
Los Angeles, California · Ensenada, Mexico · … · Miami, Florida29 ports
Los Angeles, California · Ensenada, Mexico · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Kiel Canal, Germany · Cartagena, Colombia · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Castries, St. Lucia · St. Georges, Grenada, West Indies · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida · Kiel Canal, Germany · Cozumel, Mexico · Roatan, Honduras · Harvest Caye, Belize · Costa Maya, Mexico · Kiel Canal, Germany · Miami, Florida
★ Bucket-list Warner Bros. Studio Tour HollywoodValle de Guadalupe wine countryEl Arco & Lover's BeachThe Roman Theatre of Cartagena with the Rafael Mon… +16 more
View →
from $20,599
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