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Caribbean Cruises Starting In January 2027 and 2028

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486 Cruises (2,596 Cruise Departures)
14 Day Discover the Hidden Wonders of the Caribbean with Emerald Cruises
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 03 January 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Saint Barthelemy, Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
-
Suite
$15,765
From
US$15,765
Per Person
View Trip
26 Day Epic Caribbean Escape: Barbados to Costa Rica with Emerald Cruises
New ReleaseCruise
 (3)

26 Days (25 Nights) Bridgetown to San Jose
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 06 January 2028
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+5 more), Curacao, Aruba, Colombia, Panama, Costa Rica
Inside
-
Oceanview
$26,035
Balcony
-
Suite
-
From
US$26,035
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Jan 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas, Honduras, Mexico
Princess Standard
Sanctuary Collection
Inside
$1,155
Oceanview
$1,375
Balcony
$1,730
Suite
$2,130
From
US$1,155
Per Person
View Trip
7 Day Eastern Caribbean Cruise with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 24 January 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic
Inside
$834
Oceanview
$1,014
Balcony
$1,134
Suite
$2,910
From
US$834
Per Person
View Trip
11 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 10 January 2028
Visit: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,290
Oceanview
$1,491
Balcony
$1,790
Suite
$4,950
From
US$1,290
Per Person
View Trip
12 Day Southern Caribbean with Barbados with Princess
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$1,224
Oceanview
$1,624
Balcony
$1,749
Suite
$2,599
From
US$1,224
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Belize, Honduras, Mexico
Princess Standard
Inside
$1,628
Oceanview
-
Balcony
$1,728
Suite
$2,358
From
US$1,628
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$629
Oceanview
$805
Balcony
$798
Suite
$1,149
From
US$629
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 January 2028
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Antigua and Barbuda, Saint Martin
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From
US$763
Per Person
View Trip
22 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 14 January 2027
Visit: USA, Curacao, Aruba, Jamaica (+7 more), Cayman Islands, Mexico, Colombia, Panama, Costa Rica, Honduras, Belize
Inside
$2,314
Oceanview
$2,594
Balcony
$3,374
Suite
-
From
US$2,314
Per Person
View Trip
22 Day Panama Canal & Southern Caribbean: ABC Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Dec 2026 to Jan 2028
Visit: USA, Bahamas, Aruba, Colombia (+5 more), Panama, Costa Rica, Cayman Islands, Bonaire, Curacao
Fare Saver
Book Early & Have It All Fare Option
Inside
$2,284
Oceanview
$2,694
Balcony
$3,544
Suite
$7,064
From
US$2,284
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (9)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$789
Oceanview
$899
Balcony
$1,274
Suite
$1,649
From
US$789
Per Person
View Trip
8 Day Western Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 03 January 2027
Visit: USA, Bahamas, Belize, Mexico
Inside
$789
Oceanview
$1,029
Balcony
$1,079
Suite
$1,139
From
US$789
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departures: Dec 2026 to Mar 2027
Visit: Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada, Martinique
Inside
$916
Oceanview
$1,308
Balcony
$1,308
Suite
$1,685
From
US$916
Per Person
View Trip
9 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (1)

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Ship: Emerald Princess
Departure: 20 January 2028
Visit: Barbados, Saint Lucia, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,468
Oceanview
$2,108
Balcony
$2,563
Suite
$3,428
From
US$1,468
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 03 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Inside
$889
Oceanview
$939
Balcony
$1,349
Suite
$1,709
From
US$889
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 17 January 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$1,083
Oceanview
$1,403
Balcony
$1,788
Suite
$3,298
From
US$1,083
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Jan 2028 to Jan 2028
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Inside
$1,578
Oceanview
-
Balcony
$1,688
Suite
$2,778
From
US$1,578
Per Person
View Trip
6 Day Dominican Republic & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady
Departures: May 2026 to Apr 2027
Visit: USA, Dominican Republic, Bahamas
Inside
$645
Oceanview
$745
Balcony
$895
Suite
$2,145
From
US$645
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$1,548
Oceanview
$1,848
Balcony
$2,138
Suite
$3,108
From
US$1,548
Per Person
View Trip
8 Day Grenadines & Windwards yachting with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Sakara
Departures: Nov 2026 to Apr 2028
Visit: Barbados, Grenada, Saint Vincent
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$4,822
Balcony
-
Suite
$6,221
From
US$4,822
Save 1,619
Per Person
View Trip
19 Day Discover the Secrets of Panama and Costa Rica with Emerald Cruises
New ReleaseCruise
 (3)

19 Days (18 Nights) Bridgetown to San Jose
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 13 January 2028
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+5 more), Curacao, Aruba, Colombia, Panama, Costa Rica
Inside
-
Oceanview
$19,390
Balcony
-
Suite
-
From
US$19,390
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$484
Oceanview
-
Balcony
$624
Suite
$1,009
From
US$484
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 23 January 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$3,000
From
US$714
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 31 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$11,000
From
US$6,600
Save 1,500
Per Person
View Trip
15 Day Panama Canal To Machu Picchu with Oceania Cruises
Cruise
 (1)

15 Days (14 Nights) Miami to Lima
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 05 January 2028
Visit: USA, Cayman Islands, Jamaica, Colombia, Panama, Ecuador, Peru
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,399
Oceanview
$4,799
Balcony
$6,199
Suite
$8,799
From
US$4,399
Save 4,399
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ships: MSC Meraviglia, MSC World Europa
Departures: Jan 2027 to Apr 2028
Visit: Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique
Inside
$828
Oceanview
$1,038
Balcony
$1,148
Suite
$1,638
From
US$828
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visit: Puerto Rico, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From
US$763
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departure: 08 January 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$908
Oceanview
$1,038
Balcony
$1,441
Suite
$1,440
From
US$908
Save 503
Per Person
View Trip
8 Day St. Thomas & St. Maarten Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 22 January 2028
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$926
Oceanview
$1,026
Balcony
$1,151
Suite
$3,066
From
US$926
Save 596
Per Person
View Trip
Results: 31-60 of 486

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Cities

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Routes

Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to Rome Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Barcelona Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to Rome Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to New York Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Panama City to Miami Cruises from Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal Cruises from USA to Germany Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to USA Cruises from Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from France to USA Cruises from Iceland to Canada Cruises from England to Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from France to Iceland Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Peru to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Iceland Cruises from England to Italy Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Portugal to USA Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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