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Caribbean Cruises Starting In February 2027, 2028 and 2029

Are you planning a cruise to the Caribbean in February 2027, 2028 or 2029? Choose from 456 unique cruises and 2,739 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveller reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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456 Cruises (2,739 Departures)
456 Cruises (2,739 Departures)
Departures
Duration
5 Days
36 Days
Start & End Cities
Ship Size
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Price
$400pp
$198,460pp
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11 Day West Indies Explorer with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Operator: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Balcony
$6,610
Suite
$11,461
From (Per Person)
A$6,610
Save 1,385
Per Person
View Trip
8 Day A Journey Through Beguiling Tropical Elegance To Vibrant Island Delights with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visits: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
13 Day Exotic Caribbean Escape with Oceania Cruises
Cruise
 (4)

13 Days (12 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 01 February 2027
Visits: USA, Aruba, Curacao, Saint Vincent +4 more, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Your World Inclusions
Exclusive Savings
Inside
$5,737
Oceanview
$6,892
Balcony
$8,182
Suite
$11,567
From (Per Person)
A$5,737
Save 2,133
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: 07 February 2028
Visits: USA, Bonaire, Aruba, Curacao +4 more, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,264
Oceanview
$2,564
Balcony
$3,038
Suite
$8,307
From (Per Person)
A$2,264
Save 1,536
Per Person
View Trip
11 Day Eastern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departure: 07 February 2028
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Inside
$1,873
Oceanview
$2,164
Balcony
$2,598
Suite
$7,186
From (Per Person)
A$1,873
Per Person
View Trip
8 Day Sisters at Sea: Valiant Lady with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 13 February 2027
Visits: Puerto Rico, Dominican Republic, Turks and Caicos Islands
Inside
$1,921
Oceanview
$2,124
Balcony
$2,226
Suite
-
From (Per Person)
A$1,921
Per Person
View Trip
11 Day Western Caribbean: Greater Antilles, Belize & Mexico with Holland America
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departure: 13 February 2027
Visits: USA, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Fare Saver
Exclusive Savings
Inside
$1,924
Oceanview
$2,231
Balcony
$2,924
Suite
$4,230
From (Per Person)
A$1,924
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Jan 2027 to Apr 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,521
Oceanview
$1,623
Balcony
$2,197
Suite
$2,628
From (Per Person)
A$1,521
Save 1,088
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,260
Oceanview
$2,787
Balcony
$3,022
Suite
$4,220
From (Per Person)
A$2,260
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
$962
Oceanview
$1,042
Balcony
$1,438
Suite
$1,715
From (Per Person)
A$962
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC World Europa
Departures: Dec 2026 to Mar 2027
Visits: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,499
Oceanview
$2,201
Balcony
$2,013
Suite
$3,617
From (Per Person)
A$1,499
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Operator: MSC Cruises
Ship: MSC World Europa
Departures: Dec 2026 to Feb 2027
Visits: Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Martinique
Exclusive Savings
Inside
$1,776
Oceanview
$1,944
Balcony
$2,201
Suite
$2,825
From (Per Person)
A$1,776
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Jan 2027 to Apr 2028
Visits: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$1,431
Oceanview
$1,594
Balcony
$2,136
Suite
$2,523
From (Per Person)
A$1,431
Save 1,273
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Poesia
Departure: 24 February 2028
Visits: USA, Aruba, Bonaire, Curacao, Dominican Republic, Jamaica
Exclusive Savings
Inside
$1,768
Oceanview
$1,926
Balcony
$2,292
Suite
$6,818
From (Per Person)
A$1,768
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 14 February 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,182
Oceanview
$2,330
Balcony
$2,628
Suite
$3,804
From (Per Person)
A$2,182
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Feb 2028 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,214
Oceanview
$1,327
Balcony
$2,171
Suite
$2,694
From (Per Person)
A$1,214
Save 755
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: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Grenada
Exclusive Savings
Inside
$2,497
Oceanview
$3,313
Balcony
$3,646
Suite
$5,576
From (Per Person)
A$2,497
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: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,160
Oceanview
$1,678
Balcony
$1,902
Suite
$3,031
From (Per Person)
A$1,160
Per Person
View Trip
11 Day Golden Caribbean Strands with Oceania Cruises
Cruise
 (4)

11 Days (10 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 23 February 2027
Visits: USA, Puerto Rico, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Inside
$3,090
Oceanview
$3,625
Balcony
$4,324
Suite
$6,058
From (Per Person)
A$3,090
Save 4,150
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,021
Oceanview
$1,110
Balcony
$1,585
Suite
$1,981
From (Per Person)
A$1,021
Per Person
View Trip
8 Day Southern Caribbean From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Nov 2026 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$1,735
Oceanview
$1,779
Balcony
$1,884
Suite
$2,718
From (Per Person)
A$1,735
Per Person
View Trip
12 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 08 February 2027
Visits: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Grenada, Dominica, Saint Martin
Exclusive Savings
Inside
$2,108
Oceanview
-
Balcony
$4,047
Suite
$13,832
From (Per Person)
A$2,108
Save 1,466
Per Person
View Trip
11 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departures: Jan 2028 to Feb 2028
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$1,487
Oceanview
$2,067
Balcony
$2,206
Suite
$3,051
From (Per Person)
A$1,487
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,067
Oceanview
$1,108
Balcony
$1,744
Suite
$2,372
From (Per Person)
A$1,067
Save 906
Per Person
View Trip
8 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Jan 2027 to Apr 2027
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,318
Oceanview
$1,287
Balcony
$1,503
Suite
$6,179
From (Per Person)
A$1,287
Save 1,255
Per Person
View Trip
8 Day Eastern Caribbean: Amber Cove & Bahamas with Holland America
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Nieuw Statendam, Rotterdam
Departures: Feb 2027 to Feb 2028
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Fare Saver
Exclusive Savings
Inside
$1,309
Oceanview
$1,616
Balcony
$1,923
Suite
$2,695
From (Per Person)
A$1,309
Per Person
View Trip
11 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departure: 05 February 2027
Visits: USA, Saint Martin, Saint Lucia, Grenada, Dominica, Antigua and Barbuda
Exclusive Savings
Inside
$1,976
Oceanview
-
Balcony
-
Suite
$17,082
From (Per Person)
A$1,976
Save 1,396
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Dominican Republic, Mexico
Exclusive Savings
Inside
$1,716
Oceanview
$1,983
Balcony
$2,518
Suite
$5,013
From (Per Person)
A$1,716
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
Departures: Nov 2026 to Apr 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,036
Oceanview
$1,123
Balcony
$1,211
Suite
$4,094
From (Per Person)
A$1,036
Per Person
View Trip
11 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departure: 04 February 2028
Visits: USA, Saint Martin, Saint Lucia, Barbados, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$2,234
Oceanview
$2,388
Balcony
$2,709
Suite
$7,410
From (Per Person)
A$2,234
Save 1,538
Per Person
View Trip
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