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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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15 Day Eastern & Western Caribbean: San Juan & Mexico with Holland America
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Nov 2026 to Feb 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands +4 more, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Exclusive Savings
Inside
$1,747
Oceanview
$2,024
Balcony
$2,777
Suite
$4,796
From (Per Person)
A$1,747
Per Person
View Trip
10 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

10 Days (9 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Adventure of the Seas
Departure: 26 January 2028
Visits: USA, Saint Kitts and Nevis, Martinique, Antigua and Barbuda, Bahamas
Exclusive Savings
Inside
$1,596
Oceanview
$2,139
Balcony
$2,707
Suite
$3,822
From (Per Person)
A$1,596
Save 882
Per Person
View Trip
14 Day Bountiful Caribbean with Oceania Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 07 January 2027
Visits: USA, Cayman Islands, Jamaica, Aruba +4 more, Curacao, Saint Lucia, Guadeloupe, Virgin Islands
Your World Inclusions
Exclusive Savings
Balcony
$10,204
Suite
-
From (Per Person)
A$10,204
Save 2,266
Per Person
View Trip
8 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ship: Norwegian Aqua
Departure: 02 January 2028
Visits: USA, Mexico, Cayman Islands, Jamaica, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,752
Oceanview
$2,109
Balcony
$2,288
Suite
$3,048
From (Per Person)
A$1,752
Per Person
View Trip
10 Day A Journey Through Sacred Cenotes & Hidden Mayan Pyramids with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 06 January 2028
Visits: USA, Mexico, Guatemala, Belize, Bahamas
Exclusive Savings
Suite
$7,610
From (Per Person)
A$7,610
Save 155
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Galveston to Galveston
Operator: MSC Cruises
Ship: MSC Seascape
Departures: Sep 2026 to Nov 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$616
Oceanview
$952
Balcony
$1,131
Suite
$2,121
From (Per Person)
A$616
Save 40
Per Person
View Trip
7 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ships: Legend Of The Seas, Symphony of the Seas
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,297
Oceanview
$1,392
Balcony
$1,445
Suite
$3,150
From (Per Person)
A$1,297
Save 1,304
Per Person
View Trip
11 Day Caribbean Cruise From Jacksonville to Jacksonville with Norwegian Cruise Line
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Operator: Norwegian Cruise Line
Ship: Norwegian Dawn
Departure: 28 January 2028
Visits: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$2,017
Oceanview
$2,180
Balcony
$2,954
Suite
$3,341
From (Per Person)
A$2,017
Per Person
View Trip
7 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departures: Nov 2027 to Jan 2028
Visits: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$1,192
Oceanview
$1,333
Balcony
$1,339
Suite
$2,705
From (Per Person)
A$1,192
Save 728
Per Person
View Trip
9 Day A Journey Of Sunny Shores & Caribbean Island Bliss with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 21 January 2027
Visits: USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$8,859
From (Per Person)
A$8,859
Save 181
Per Person
View Trip
13 Day Panama Canal with Costa Rica & Caribbean with Princess
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Caribbean Princess
Departures: Oct 2026 to Jan 2027
Visits: USA, Curacao, Colombia, Panama, Costa Rica, Bahamas
Exclusive Savings
Inside
$1,492
Oceanview
$1,661
Balcony
$4,166
Suite
$5,828
From (Per Person)
A$1,492
Per Person
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departures: Nov 2027 to Jan 2028
Visits: USA, Dominican Republic, Puerto Rico, Aruba, Curacao
Exclusive Savings
Inside
$1,513
Oceanview
$1,679
Balcony
$2,035
Suite
$3,428
From (Per Person)
A$1,513
Save 851
Per Person
View Trip
10 Day A Journey from From Hidden Shores to Timeless Elegance with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Suite
$8,266
From (Per Person)
A$8,266
Save 169
Per Person
View Trip
12 Day San Juan to San Juan with Silversea
Cruise

12 Days (11 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 25 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominica +4 more, Saint Vincent, Grenada, Curacao, Bonaire
Exclusive Savings
Oceanview
$6,762
Balcony
$8,134
Suite
$15,974
From (Per Person)
A$6,762
Save 1,888
Per Person
View Trip
25 Day Panamanian & Dutch Delights with Oceania Cruises
Cruise

25 Days (24 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departure: 07 January 2029
Visits: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis +9 more, Curacao, Aruba, Colombia, Panama, Costa Rica, Cayman Islands, Jamaica, Dominican Republic, Puerto Rico
Your World Inclusions
Exclusive Savings
Balcony
$12,920
Suite
$22,261
From (Per Person)
A$12,920
Save 2,330
Per Person
View Trip
8 Day Eastern Caribbean With Puerto Rico & Celebration Key with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Princess
Ship: Star Princess
Departures: Oct 2027 to Feb 2028
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$1,061
Oceanview
$1,141
Balcony
$1,190
Suite
$1,715
From (Per Person)
A$1,061
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise

15 Days (14 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Nov 2027 to Mar 2028
Visits: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis +5 more, Antigua and Barbuda, Aruba, Curacao, Bonaire, Grenada
Exclusive Savings
Inside
$2,373
Oceanview
$3,046
Balcony
$4,194
Suite
-
From (Per Person)
A$2,373
Per Person
View Trip
8 Day A Journey Of Caribbean Delicacies & Idyllic Islands with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA
Exclusive Savings
Suite
$6,380
From (Per Person)
A$6,380
Save 130
Per Person
View Trip
8 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departures: Jan 2027 to Mar 2027
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,183
Oceanview
$1,332
Balcony
$1,782
Suite
$4,025
From (Per Person)
A$1,183
Save 665
Per Person
View Trip
15 Day Discover the Pearls of the Caribbean with Emerald Cruises
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Operator: Emerald Cruises
Ships: Emerald Sakara
Departures: Nov 2027 to Apr 2029
Visits: Saint Martin, Saint Kitts and Nevis, Anguilla, Virgin Islands +5 more, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Exclusive Savings
Oceanview
$13,159
Balcony
$16,481
Suite
$27,199
From (Per Person)
A$13,159
Save 6,260
Per Person
View Trip
8 Day Caribbean Yachting Discovery with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Saint John's to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Dec 2028 to Mar 2029
Visits: Antigua and Barbuda, Saint Kitts and Nevis, Guadeloupe, Saint Barthelemy, Virgin Islands, Puerto Rico
Exclusive Savings
Oceanview
$7,367
Balcony
$9,165
Suite
$15,648
From (Per Person)
A$7,367
Save 3,138
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC World Asia
Departures: Nov 2027 to Jan 2028
Visits: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$1,489
Oceanview
$1,964
Balcony
$2,102
Suite
$2,706
From (Per Person)
A$1,489
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: 16 January 2027
Visits: USA, Saint Martin, Antigua and Barbuda, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$947
Oceanview
$1,214
Balcony
$1,442
Suite
$7,306
From (Per Person)
A$947
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Mar 2027 to Apr 2028
Visits: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,122
Oceanview
$1,350
Balcony
$2,033
Suite
$2,894
From (Per Person)
A$1,122
Save 20
Per Person
View Trip
8 Day Bahamas, Mexico & Cayman Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 24 January 2027
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,310
Oceanview
$1,624
Balcony
$2,127
Suite
$6,589
From (Per Person)
A$1,310
Save 865
Per Person
View Trip
15 Day Discover the Yachting Islands of the Caribbean with Emerald Cruises
Cruise

15 Days (14 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Mar 2029
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Oceanview
$14,635
Balcony
$18,530
Suite
$29,286
From (Per Person)
A$14,635
Save 6,276
Per Person
View Trip
15 Day Eastern Caribbean Holiday: Bahamas & San Juan with Holland America
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Dec 2026 to Feb 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Fare Saver
Exclusive Savings
Inside
$2,321
Oceanview
$2,608
Balcony
$3,618
Suite
$5,390
From (Per Person)
A$2,321
Per Person
View Trip
8 Day Jewels of the Northern Caribbean with Ponant
Cruise

8 Days (7 Nights) Nassau to La Romana
Operator: Ponant
Ship: Le Champlain
Departures: Jan 2028 to Feb 2028
Visits: Bahamas, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Balcony
$7,750
Suite
$12,959
From (Per Person)
A$7,750
Save 224
Per Person
View Trip
6 Day Western Caribbean Getaway with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Freedom of the Seas
Departure: 22 January 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$1,090
Oceanview
$1,169
Balcony
$1,296
Suite
$2,059
From (Per Person)
A$1,090
Save 517
Per Person
View Trip
8 Day Secret treasures of the Lesser Antilles with Ponant
Cruise

8 Days (7 Nights) Fort-de-France to La Romana
Operator: Ponant
Ship: Le Champlain
Departure: 05 January 2028
Visits: Martinique, Barbados, Guadeloupe, Dominica, Montserrat, Virgin Islands, Dominican Republic
Exclusive Savings
Balcony
$7,401
Suite
$10,942
From (Per Person)
A$7,401
Save 199
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Countries

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Cities

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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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