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Caribbean Cruises Starting In January 2027, 2028 and 2029

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559 Cruises (2,846 Departures)
559 Cruises (2,846 Departures)
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Duration
5 Days
141 Days
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$400pp
$209,450pp
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7 Day Cayman, Mexico & Jamaica with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 23 January 2028
Visits: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,298
Oceanview
$1,446
Balcony
$1,600
Suite
$3,638
From (Per Person)
A$1,298
Save 934
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (3)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Nov 2027 to Jan 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands +4 more, Mexico, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,945
Oceanview
$2,341
Balcony
$2,382
Suite
$3,648
From (Per Person)
A$1,945
Per Person
View Trip
10 Day Southern Caribbean Cruise From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

10 Days (9 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Joy
Departure: 31 January 2028
Visits: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica
Just Cruise Fare
Exclusive Savings
Inside
$2,090
Oceanview
$2,536
Balcony
$3,281
Suite
$3,579
From (Per Person)
A$2,090
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,090
Oceanview
$1,193
Balcony
$1,625
Suite
$2,278
From (Per Person)
A$1,090
Per Person
View Trip
19 Day Discover Barbados, Panama & Costa Rica with Emerald Cruises
New ReleaseCruise
 (3)

19 Days (18 Nights) Bridgetown to Panama City
Operator: Emerald Cruises
Ships: Emerald Azzurra
Departures: Jan 2028 to Jan 2029
Visits: Barbados, Saint Vincent, Grenada, Bonaire +4 more, Curacao, Aruba, Colombia, Panama
Exclusive Savings
Oceanview
$21,400
Balcony
-
Suite
$25,938
From (Per Person)
A$21,400
Save 7,357
Per Person
View Trip
9 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (1)

9 Days (8 Nights) Bridgetown to Bridgetown
Operator: Princess
Ship: Emerald Princess
Departure: 20 January 2028
Visits: Barbados, Saint Lucia, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,110
Oceanview
$2,912
Balcony
$3,733
Suite
$4,921
From (Per Person)
A$2,110
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 16 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Barbados, Saint Lucia, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,181
Oceanview
$2,579
Balcony
$3,091
Suite
$4,755
From (Per Person)
A$2,181
Per Person
View Trip
15 Day Southern/Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 03 January 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$3,726
Oceanview
-
Balcony
$5,402
Suite
$7,548
From (Per Person)
A$3,726
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic +2 more, Norwegian Escape, Norwegian Prima
Departures: Sep 2026 to Sep 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,126
Oceanview
$1,319
Balcony
$1,572
Suite
$1,796
From (Per Person)
A$1,126
Save 19
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Jan 2027 to Feb 2027
Visits: USA, Bahamas, Honduras, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$952
Oceanview
$1,042
Balcony
$1,408
Suite
$1,715
From (Per Person)
A$952
Per Person
View Trip
11 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departure: 10 January 2028
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,839
Oceanview
$2,266
Balcony
$2,694
Suite
$7,042
From (Per Person)
A$1,839
Per Person
View Trip
9 Day Southern Caribbean with ABC Islands with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 09 January 2027
Visits: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$3,981
Oceanview
-
Balcony
$6,654
Suite
$7,763
From (Per Person)
A$3,981
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Antigua and Barbuda, Saint Martin
Inside
$1,088
Oceanview
$1,686
Balcony
$1,885
Suite
$5,280
From (Per Person)
A$1,088
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
Operator: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Sanctuary Collection
Exclusive Savings
Inside
$2,165
Oceanview
$2,450
Balcony
$3,005
Suite
$4,868
From (Per Person)
A$2,165
Per Person
View Trip
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Luna
Departures: Dec 2027 to Jan 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,827
Oceanview
$2,065
Balcony
$2,750
Suite
$3,360
From (Per Person)
A$1,827
Per Person
View Trip
21 Day Coastal Calm & Coconuts with Oceania Cruises
Cruise
 (4)

21 Days (20 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 06 January 2028
Visits: USA, Mexico, Belize, Honduras +7 more, Costa Rica, Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
$8,750
Oceanview
$10,894
Balcony
$13,038
Suite
$18,295
From (Per Person)
A$8,750
Save 2,150
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Saint Lucia, Barbados, Martinique, Grenada
Exclusive Savings
Inside
$2,527
Oceanview
$2,797
Balcony
$5,477
Suite
$7,586
From (Per Person)
A$2,527
Per Person
View Trip
8 Day Caribbean Cruise From Galveston to Galveston with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Galveston to Galveston
Operator: Norwegian Cruise Line
Ships: Norwegian Escape, Norwegian Prima, Norwegian Viva
Departures: Oct 2026 to Oct 2028
Visits: USA, Mexico, Honduras, Belize
Just Cruise Fare
Exclusive Savings
Inside
$1,217
Oceanview
$1,306
Balcony
$1,529
Suite
$2,064
From (Per Person)
A$1,217
Per Person
View Trip
8 Day Southern Caribbean with Puerto Rico with Princess
Cruise
 (12)

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Princess
Ship: Crown Princess
Departure: 29 January 2027
Visits: Barbados, Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada
Exclusive Savings
Inside
$2,080
Oceanview
-
Balcony
$4,242
Suite
-
From (Per Person)
A$2,080
Per Person
View Trip
22 Day Eastern Caribbean & Panama Canal: U.S. Virgin Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Nieuw Amsterdam
Departures: Jan 2027 to Mar 2027
Visits: USA, Antigua and Barbuda, Virgin Islands, Puerto Rico +6 more, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Exclusive Savings
Inside
$3,711
Oceanview
$4,948
Balcony
$5,968
Suite
$12,096
From (Per Person)
A$3,711
Per Person
View Trip
15 Day Panama Canal To Machu Picchu with Oceania Cruises
Cruise
 (1)

15 Days (14 Nights) Miami to Lima
Operator: Oceania
Ship: Oceania Sirena
Departure: 05 January 2028
Visits: USA, Cayman Islands, Jamaica, Colombia, Panama, Ecuador, Peru
Your World Inclusions
Exclusive Savings
Inside
$7,591
Oceanview
$7,931
Balcony
$9,618
Suite
$12,946
From (Per Person)
A$7,591
Save 2,159
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 16 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Exclusive Savings
Inside
$1,160
Oceanview
$1,290
Balcony
$1,526
Suite
$2,546
From (Per Person)
A$1,160
Per Person
View Trip
12 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Sun
Departures: Dec 2026 to Mar 2027
Visits: USA, Jamaica, Colombia, Panama, Costa Rica, Belize, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,562
Oceanview
$1,674
Balcony
$2,113
Suite
$2,777
From (Per Person)
A$1,562
Per Person
View Trip
13 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 05 January 2028
Visits: USA, Cayman Islands, Aruba, Curacao +4 more, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,206
Oceanview
$2,512
Balcony
$2,986
Suite
$8,255
From (Per Person)
A$2,206
Save 1,484
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 23 January 2028
Visits: USA, Cayman Islands, Bahamas
Inside
$1,018
Oceanview
$1,360
Balcony
$1,616
Suite
$4,097
From (Per Person)
A$1,018
Per Person
View Trip
8 Day Tropical Retreats with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 20 January 2027
Visits: USA, Mexico, Honduras, Belize
Your World Inclusions
Exclusive Savings
Balcony
$3,552
Suite
$4,727
From (Per Person)
A$3,552
Save 4,488
Per Person
View Trip
15 Day Discover the Pearls of the Caribbean with Emerald Cruises
New ReleaseCruise

15 Days (14 Nights) Bridgetown to Philipsburg
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 to Mar 2029
Visits: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda +6 more, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Bonaire, Virgin Islands
Exclusive Savings
Oceanview
$13,303
Balcony
$17,115
Suite
$27,199
From (Per Person)
A$13,303
Save 6,260
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seashore
Departure: 02 January 2028
Visits: USA, Saint Martin, Virgin Islands, Dominican Republic, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$2,157
Oceanview
$2,553
Balcony
$2,999
Suite
$4,484
From (Per Person)
A$2,157
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC World Atlantic
Departure: 02 January 2028
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Mexico
Exclusive Savings
Inside
$2,939
Oceanview
$3,484
Balcony
$3,712
Suite
$6,622
From (Per Person)
A$2,939
Per Person
View Trip
9 Day Caribbean And Antilles with MSC Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Meraviglia
Departure: 30 January 2027
Visits: USA, Bahamas, Puerto Rico, Saint Martin, Virgin Islands
Exclusive Savings
Inside
$858
Oceanview
$1,125
Balcony
$1,353
Suite
$4,541
From (Per Person)
A$858
Per Person
View Trip
Results: 211-240 of 559

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Caribbean & Bahamas Cruises

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Travel Styles

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Countries

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Cities

Cruises from Barcelona Cruises from Boston Cruises from Bridgetown Cruises from Fort Lauderdale Cruises from Fort-de-France Cruises from Galveston Cruises from Jacksonville Cruises from La Romana Cruises from Los Angeles Cruises from Marigot Cruises from Miami Cruises from Montreal Cruises from New Orleans Cruises from New York Cruises from Orlando Cruises from Philadelphia Cruises from Philipsburg Cruises from San Francisco Cruises from San Juan Cruises from San Juan Cruises from San Juan Cruises from Seattle Cruises from Singapore Cruises from Tampa Cruises from Valparaiso Cruises from Vancouver

Routes

Cruises from Athens to Lisbon Cruises from Athens to Barcelona Cruises from Athens to Rome Cruises from Athens to Venice Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to London Cruises from Barcelona to Rome Cruises from Barcelona to Venice 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 Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego 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 Miami 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 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 Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Reykjavik to London Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Lisbon Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to London Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Venice 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 Vancouver to San Diego

Country Routes

Cruises from Peru to Argentina Cruises from Australia to England Cruises from USA to Portugal Cruises from Italy to England Cruises from Greece to Portugal 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 France to Brazil Cruises from Brazil to France Cruises from Iceland 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 Brazil to Spain Cruises from USA to Puerto Rico 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 Australia 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 Italy Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from Greece to Italy Cruises from Greece to Spain 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 Greece to USA 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 Spain to England 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 Crystal 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 P&O (UK) 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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