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 ×Caribbean ×One-way × Clear all
Showing 36 of 188 sailings
Celebrity · Celebrity SilhouetteOne-way
Bermuda 7 nights Jun 14 – Jun 21, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Island Wrap-Around Van Tour of Bermuda
View →
from $1,467
Book This Cruise@ Cruisebound
Celebrity · Celebrity SilhouetteOne-way
Europe 13 nights Jun 21 – Jul 4, 2026 from Cape Liberty (Bayonne), New Jersey to Reykjavik, Iceland
Cape Liberty (Bayonne), New Jersey · Halifax, Nova Scotia · … · Reykjavik, Iceland9 ports
Cape Liberty (Bayonne), New Jersey · Halifax, Nova Scotia · Sydney, Nova Scotia · St. Johns, Newfoundland · Qaqortoq, Greenland · Prins Christian Sund(cruise) · Akureyri, Iceland · Isafjord, Iceland · Reykjavik, Iceland
★ Bucket-list Statue of Liberty & Ellis IslandPeggy's Cove & LunenburgBridgeClimb SydneyDynjandi Waterfall +1 more
View →
from $1,456
Book This Cruise@ Cruisebound
Celebrity · Celebrity SummitOne-way
Mexico 17 nights Oct 1 – Oct 18, 2026 from Los Angeles, California to Tampa, Florida
Los Angeles, California · Puerto Vallarta, Mexico · … · Tampa, Florida9 ports
Los Angeles, California · Puerto Vallarta, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Panama Canal, Panama · Cartagena, Colombia · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
★ Bucket-list Warner Bros. Studio Tour HollywoodHidden Beach at Marietas IslandsThe Roman Theatre of Cartagena with the Rafael Mon…Stingray City Sandbar +1 more
View →
from $1,578
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyOne-way
Bermuda Oct 19, 2026 from Brooklyn, NY to San Juan, Puerto Rico
Brooklyn, NY · Kings Wharf, Bermuda · … · San Juan, Puerto Rico7 ports
Brooklyn, NY · Kings Wharf, Bermuda · Bimini, Bahamas · St. Croix, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Swim with Wild Dolphins at Honeymoon HarbourBuck Island ReefMaho BeachNorman Island +1 more
View →
from $1,443
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasOne-way
Caribbean 10 nights Oct 22 – Nov 1, 2026 from Baltimore, Maryland to San Juan, Puerto Rico
Baltimore, Maryland · Grand Turk, Turks and Caicos · … · San Juan, Puerto Rico8 ports
Baltimore, Maryland · Grand Turk, Turks and Caicos · Philipsburg, St. Maarten · Roseau, Dominica · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Gibbs Cay Private Stingray Swim & Reef SnorkelRandom Wind 'Paradise Day Sail'Boiling Lake HikeMount Pelée & Saint-Pierre +3 more
View →
from $916
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Bermuda 9 nights Oct 29 – Nov 7, 2026 from New York, New York to San Juan, Puerto Rico
New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Manhattan Helicopter TourRandom Wind 'Paradise Day Sail'Norman IslandWalk El Morro & Old San Juan's City Walls
View →
from $1,609
Book This Cruise@ Cruisebound
Viking Ocean · Viking MarsOne-way
Panama Canal 10 nights Nov 3 – Nov 13, 2026 from Fort Lauderdale (Port Everglades), Florida to Panama City, Panama
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · … · Panama City, Panama10 ports
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · Cozumel, Mexico · Belize City, Belize · Roatan, Honduras · Sail the Caribbean Sea · Puerto Limon, Costa Rica · Colon, Panama · Scenic Sailing: Panama Canal · Panama City, Panama
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +1 more
View →
from $4,799
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Caribbean 7 nights Nov 7 – Nov 14, 2026 from San Juan, Puerto Rico to Bridgetown, Barbados
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · Bridgetown, Barbados8 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachGrenada Private Taxi TourSwim with wild green sea turtles + two shipwrecks…
View →
from $2,059
Book This Cruise@ Cruisebound
Royal Caribbean · Grandeur of the SeasOne-way
Caribbean 6 nights Nov 8 – Nov 14, 2026 from Cartagena, Colombia to Colon, Panama
Cartagena, Colombia · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Colon, Panama
★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Panama Canal Full Transit
View →
from $756
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
Norwegian · Norwegian PrimaOne-way
Caribbean 3 nights Nov 12 – Nov 15, 2026 from Port Canaveral, Florida to San Juan, Puerto Rico
Port Canaveral, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico
★ Bucket-list Kennedy Space Center Visitor ComplexThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City Walls
View →
from $447
Book This Cruise@ Cruisebound
Viking Ocean · Viking MarsOne-way
Caribbean 10 nights Nov 13 – Nov 23, 2026 from Panama City, Panama to Fort Lauderdale (Port Everglades), Florida
Panama City, Panama · Scenic Sailing: Panama Canal · … · Fort Lauderdale (Port Everglades), Florida10 ports
Panama City, Panama · Scenic Sailing: Panama Canal · Colon, Panama · Puerto Limon, Costa Rica · Sail the Caribbean Sea · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Sail the Caribbean Sea · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Panama Canal Full TransitHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel +1 more
View →
from $4,599
Book This Cruise@ Cruisebound
MSC Cruises · MSC DivinaOne-way
South America 1 nights Nov 15 – Nov 16, 2026 from Rio de Janeiro, Brazil to Santos (Sao Paulo), Brazil
Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Full-Day Rio HighlightsPrivate Santos Full-Day
View →
from $123
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorOne-way
Mexico 15 nights Nov 15 – Nov 30, 2026 from Miami, Florida to Galveston, Texas
Miami, Florida · Willis Island · … · Galveston, Texas15 ports
Miami, Florida · Willis Island · Willemstad, Curacao · Oranjestad, Sint Eustatius · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Roatan, Honduras · Willis Island · Cozumel, Mexico · Progresso, Mexico · Willis Island · Galveston, Texas
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Curaçao Island Tour with Local Ex…The Natural Pool +5 more
View →
from $9,799
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationOne-way
Caribbean 8 nights Nov 20 – Nov 28, 2026 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports
Miami, Florida · San Juan, Puerto Rico · Great Harbor, Peter Island, BVI · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Saint Vincent · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +1 more
View →
from $4,098
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
Seabourn · Seabourn OvationOne-way
Caribbean 7 nights Nov 28 – Dec 5, 2026 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten7 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail'
View →
from $4,098
Book This Cruise@ Cruisebound
MSC Cruises · MSC VirtuosaOne-way
South America 1 nights Dec 1 – Dec 2, 2026 from Rio de Janeiro, Brazil to Santos (Sao Paulo), Brazil
Rio de Janeiro, Brazil · Santos (Sao Paulo), Brazil
★ Bucket-list Private Full-Day Rio HighlightsPrivate Santos Full-Day
View →
from $90
Book This Cruise@ Cruisebound
Regent · Seven Seas MarinerOne-way
Caribbean 10 nights Dec 1 – Dec 11, 2026 from Miami, Florida to Tampa, Florida
Miami, Florida · Willis Island · … · Tampa, Florida10 ports
Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Tampa, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandThe Natural PoolPrivate Full-Day Curaçao Island Tour with Local Ex… +3 more
View →
from $7,900
Book This Cruise@ Cruisebound
Viking Ocean · Viking JupiterOne-way
South America 17 nights Dec 2 – Dec 19, 2026 from Buenos Aires, Argentina to Valparaiso (Santiago), Chile
Buenos Aires, Argentina · Montevideo, Uruguay · … · Valparaiso (Santiago), Chile15 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Scenic Sailing: Cape Horn · Ushuaia, Argentina · Punta Arenas, Chile · Scenic Sailing: Amalia Glacier · Scenic Sailing: Chilean Fjords · Puerto Montt, Chile · Sail the Pacific Ocean · Valparaiso (Santiago), Chile
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Full-Day Península ValdésIsla Martillo +2 more
View →
from $9,299
Book This Cruise@ Cruisebound
Holland America · OosterdamOne-way
Asia 15 nights Dec 4 – Dec 19, 2026 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina13 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Pio Xi (Bruggen) Glacier · Strait OF Magellan · Punta Arenas, Chile · Beagle Channel · Cockburn And Beagle Channels · Ushuaia, Argentina · Stanley, Falkland Islands · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +4 more
View →
from $2,599
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
Seabourn · Seabourn OvationOne-way
Caribbean 14 nights Dec 5 – Dec 19, 2026 from Philipsburg, St. Maarten to Bridgetown, Barbados
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados13 ports
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Rodney Bay, St. Lucia · Bridgetown, Barbados
★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeGrenada Private Taxi TourSwim with wild green sea turtles + two shipwrecks… +1 more
View →
from $6,798
Book This Cruise@ Cruisebound
Princess · Majestic PrincessOne-way
South America 15 nights Dec 7 – Dec 22, 2026 from Buenos Aires, Argentina to San Antonio, Santiago, Chile
Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile9 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Ushuaia, Argentina · Cockburn And Beagle Channels · Punta Arenas, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Full-Day Península ValdésPrivate Stanley Highlights & Gentoo Penguin Colony… +5 more
View →
from $1,392
Book This Cruise@ Cruisebound
Viking Ocean · Viking MarsOne-way
Caribbean 10 nights Dec 7 – Dec 17, 2026 from Fort Lauderdale (Port Everglades), Florida to Panama City, Panama
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · … · Panama City, Panama10 ports
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · Cozumel, Mexico · Belize City, Belize · Roatan, Honduras · Sail the Caribbean Sea · Puerto Limon, Costa Rica · Colon, Panama · Scenic Sailing: Panama Canal · Panama City, Panama
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +1 more
View →
from $3,699
Book This Cruise@ Cruisebound
Costa · Costa SerenaOne-way
South America 14 nights Dec 8 – Dec 22, 2026 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina7 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Punta Arenas, Chile · Ushuaia, Argentina · Puerto Madryn, Argentina · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +2 more
View →
from $2,305
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Caribbean 6 nights Dec 12 – Dec 18, 2026 from Bridgetown, Barbados to San Juan, Puerto Rico
Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico7 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +2 more
View →
from $1,645
Book This Cruise@ Cruisebound
Costa · Costa FavolosaOne-way
Caribbean 7 nights Dec 16 – Dec 23, 2026 from Fort-de-France, Martinique to Fort-de-France, Martinique
Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports
Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Antigua, Antigua & Barbuda · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island
View →
from $1,097
Book This Cruise@ Cruisebound
Viking Ocean · Viking MarsOne-way
Panama Canal 10 nights Dec 17 – Dec 27, 2026 from Panama City, Panama to West Palm Beach (Port of Palm Beach), Florida
Panama City, Panama · Scenic Sailing: Panama Canal · … · West Palm Beach (Port of Palm Beach), Florida10 ports
Panama City, Panama · Scenic Sailing: Panama Canal · Colon, Panama · Puerto Limon, Costa Rica · Sail the Caribbean Sea · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Sail the Caribbean Sea · West Palm Beach (Port of Palm Beach), Florida
★ Bucket-list Panama Canal Full TransitHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $3,699
Book This Cruise@ Cruisebound
Holland America · OosterdamOne-way
Asia 22 nights Dec 19 – Jan 10, 2027 from Buenos Aires, Argentina to San Antonio, Santiago, Chile
Buenos Aires, Argentina · Montevideo, Uruguay · … · San Antonio, Santiago, Chile15 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Punta del Este, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Antarctic Experience · Drake Passage, Antarctica · Ushuaia, Argentina · Punta Arenas, Chile · Strait OF Magellan · Amalia (Skua) Glacier, Chile · Chilean, Fjords · Puerto Chacabuco, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Full-Day Península ValdésPrivate Stanley Highlights & Gentoo Penguin Colony… +4 more
View →
from $4,699
Book This Cruise@ Cruisebound
Princess · Crown PrincessOne-way
Caribbean 8 nights Dec 19 – Dec 27, 2026 from Fort Lauderdale (Port Everglades), Florida to San Juan, Puerto Rico
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Antigua, Antigua & Barbuda · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowArubaPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Walk El Morro & Old San Juan's City Walls
View →
from $515
Book This Cruise@ Cruisebound
Viking Ocean · Viking JupiterOne-way
South America 17 nights Dec 19 – Jan 5, 2027 from Valparaiso (Santiago), Chile to Buenos Aires, Argentina
Valparaiso (Santiago), Chile · Sail the Pacific Ocean · … · Buenos Aires, Argentina15 ports
Valparaiso (Santiago), Chile · Sail the Pacific Ocean · Puerto Montt, Chile · Scenic Sailing: Chilean Fjords · Scenic Sailing: Amalia Glacier · Sail the Pacific Ocean · Ushuaia, Argentina · Scenic Sailing: Cape Horn · Sail the Atlantic Ocean · Port Stanley, Falkland Islands · Sail the Atlantic Ocean · Puerto Madryn, Argentina · Sail the Atlantic Ocean · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Osorno Volcano & Petrohué Falls Shore Excu…Isla MartilloPrivate Full-Day Península ValdésMercado del Puerto +1 more
View →
from $9,699
Book This Cruise@ Cruisebound
MSC Cruises · MSC MusicaOne-way
South America 6 nights Dec 20 – Dec 26, 2026 from Santos (Sao Paulo), Brazil to Paranagua, Brazil
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · … · Paranagua, Brazil6 ports
Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Rio de Janeiro, Brazil · Ilha Grande, Brazil · Buzios, Brazil · Paranagua, Brazil
★ Bucket-list Private Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic…Private Full-Day Rio Highlights
View →
from $859
Book This Cruise@ Cruisebound
Regent · Seven Seas MarinerOne-way
Caribbean 14 nights Dec 21 – Jan 4, 2027 from Tampa, Florida to Miami, Florida
Tampa, Florida · Willis Island · … · Miami, Florida14 ports
Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterZodiac Circumnavigation of Willis IslandStingray City SandbarThe Natural Pool +6 more
View →
from $9,899
Book This Cruise@ Cruisebound
Princess · Majestic PrincessOne-way
South America 15 nights Dec 22 – Jan 6, 2027 from San Antonio, Santiago, Chile to Buenos Aires, Argentina
San Antonio, Santiago, Chile · Puerto Montt, Chile · … · Buenos Aires, Argentina9 ports
San Antonio, Santiago, Chile · Puerto Montt, Chile · Punta Arenas, Chile · Cockburn And Beagle Channels · Ushuaia, Argentina · Stanley, Falkland Islands · Puerto Madryn, Argentina · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +5 more
View →
from $1,512
Book This Cruise@ Cruisebound
Costa · Costa FascinosaOne-way
Caribbean 4 nights Dec 23 – Dec 27, 2026 from Pointe-a-Pitre, Guadeloupe to La Romana, Dominican Republic
Pointe-a-Pitre, Guadeloupe · Guadeloupe Bay · … · La Romana, Dominican Republic6 ports
Pointe-a-Pitre, Guadeloupe · Guadeloupe Bay · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day
View →
from $723
Book This Cruise@ Cruisebound
Load more 152 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