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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 466 unique cruises and 2,706 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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466 Cruises (2,706 Departures)
466 Cruises (2,706 Departures)
Departures
Duration
5 Days
36 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$203,830pp
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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
$9,354
From (Per Person)
A$6,610
Save 1,385
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
Departure: 13 February 2027
Visits: Panama, Colombia, Aruba, Bonaire
Exclusive Savings
Inside
$1,600
Oceanview
$1,699
Balcony
$2,245
Suite
$3,223
From (Per Person)
A$1,600
Save 921
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Mexico, Honduras, Belize
Exclusive Savings
Inside
$2,167
Oceanview
$2,553
Balcony
$3,275
Suite
$4,364
From (Per Person)
A$2,167
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 2028 to Apr 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,460
Oceanview
$1,621
Balcony
$2,289
Suite
$2,578
From (Per Person)
A$1,460
Save 971
Per Person
View Trip
8 Day Eastern Caribbean Holiday: Amber Cove & Bahamas with Holland America
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Rotterdam, Zuiderdam
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Fare Saver
Exclusive Savings
Inside
$1,804
Oceanview
$2,180
Balcony
$2,418
Suite
$3,338
From (Per Person)
A$1,804
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departure: 21 February 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,370
Oceanview
$1,548
Balcony
$1,561
Suite
$1,885
From (Per Person)
A$1,370
Per Person
View Trip
8 Day Key West, Grand Cayman & Mexico with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departures: Feb 2028 to Mar 2028
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,633
Oceanview
$1,773
Balcony
$1,945
Suite
$4,609
From (Per Person)
A$1,633
Save 1,114
Per Person
View Trip
5 Day Western Caribbean Getaway Cruise with Royal Caribbean
Cruise
 (2)

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 15 February 2027
Visits: USA, Mexico
Exclusive Savings
Inside
$673
Oceanview
$748
Balcony
$827
Suite
$1,414
From (Per Person)
A$673
Save 385
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: MSC Cruises
Ship: MSC World Europa
Departures: Jan 2027 to Mar 2027
Visits: Barbados, Saint Vincent, Grenada, Martinique +6 more, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Saint Lucia
Exclusive Savings
Inside
$3,323
Oceanview
$3,838
Balcony
$4,392
Suite
$7,610
From (Per Person)
A$3,323
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Feb 2028 to Apr 2028
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,479
Oceanview
$1,625
Balcony
$1,767
Suite
$3,949
From (Per Person)
A$1,479
Save 1,022
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
Operator: Norwegian Cruise Line
Ship: Norwegian Epic
Departures: Jan 2027 to Feb 2027
Visits: USA, Mexico, Honduras, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,335
Oceanview
-
Balcony
$1,737
Suite
$1,887
From (Per Person)
A$1,335
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
$1,317
Oceanview
$1,321
Balcony
$1,611
Suite
$6,394
From (Per Person)
A$1,317
Save 1,370
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
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
$2,308
Oceanview
$2,643
Balcony
$3,177
Suite
$4,872
From (Per Person)
A$2,308
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: 28 February 2028
Visits: USA, Dominican Republic, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$2,323
Oceanview
$2,623
Balcony
$3,090
Suite
$9,152
From (Per Person)
A$2,323
Save 1,486
Per Person
View Trip
11 Day Sisters at Sea: Brilliant Lady with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departure: 08 February 2027
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$2,709
Oceanview
$2,599
Balcony
$3,605
Suite
$10,961
From (Per Person)
A$2,599
Per Person
View Trip
12 Day Panama Canal & Southern Caribbean with Celebrity Cruises
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departure: 14 February 2028
Visits: USA, Aruba, Curacao, Panama, Cayman Islands
Exclusive Savings
Inside
$3,631
Oceanview
$3,967
Balcony
$4,572
Suite
$11,839
From (Per Person)
A$3,631
Save 2,029
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,513
Oceanview
$1,615
Balcony
$1,718
Suite
$4,969
From (Per Person)
A$1,513
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 20 February 2028
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$1,390
Oceanview
-
Balcony
$1,446
Suite
$2,083
From (Per Person)
A$1,390
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 07 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Exclusive Savings
Inside
$954
Oceanview
$1,112
Balcony
$1,617
Suite
$2,478
From (Per Person)
A$954
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: Aug 2026 to Apr 2028
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,208
Oceanview
$1,244
Balcony
$1,739
Suite
$1,890
From (Per Person)
A$1,208
Save 2,840
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Nov 2026 to Feb 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,776
Oceanview
-
Balcony
$2,413
Suite
$2,939
From (Per Person)
A$1,776
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
$2,314
Oceanview
$2,614
Balcony
$3,081
Suite
$8,455
From (Per Person)
A$2,314
Save 1,486
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,141
Oceanview
$1,306
Balcony
$1,547
Suite
$2,151
From (Per Person)
A$1,141
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
Operator: MSC Cruises
Ships: MSC Meraviglia, MSC World Europa
Departures: Jan 2027 to Apr 2028
Visits: Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique
Exclusive Savings
Inside
$1,697
Oceanview
$2,122
Balcony
$2,172
Suite
$3,330
From (Per Person)
A$1,697
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 21 February 2027
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,107
Oceanview
$1,209
Balcony
$1,412
Suite
$5,782
From (Per Person)
A$1,107
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
Operator: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Dec 2026 to Jan 2028
Visits: USA, Bahamas, Aruba, Colombia +5 more, Panama, Costa Rica, Cayman Islands, Bonaire, Curacao
Fare Saver
Exclusive Savings
Inside
$3,869
Oceanview
$4,819
Balcony
$6,126
Suite
$11,354
From (Per Person)
A$3,869
Per Person
View Trip
11 Day Golden Caribbean Strands with Oceania Cruises
Cruise
 (3)

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
-
Balcony
$4,324
Suite
$6,058
From (Per Person)
A$3,090
Save 4,150
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
$2,022
Balcony
$2,124
Suite
-
From (Per Person)
A$1,921
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
Operator: Princess
Ship: Regal Princess
Departures: Nov 2026 to Feb 2027
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$757
Oceanview
-
Balcony
$988
Suite
$1,252
From (Per Person)
A$757
Per Person
View Trip
Results: 1-30 of 466

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Routes

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