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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 429 unique cruises and 2,533 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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429 Cruises (2,533 Cruise Departures)
11 Day West Indies Explorer with Viking Cruises
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Viking Savings Event
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,434
Suite
$9,354
From
A$5,434
Save 1,399
Per Person
View Trip
6 Day Bahamas Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Getaway
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,037
Oceanview
$1,171
Balcony
$1,484
Suite
$1,618
From
A$1,037
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: 22 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,938
Suite
$15,974
From
A$8,938
Save 2,462
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (11)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 21 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Martinique, Dominica, Grenada
Princess Standard
Exclusive Savings
Inside
$2,056
Oceanview
$2,353
Balcony
$3,927
Suite
$5,521
From
A$2,056
Per Person
View Trip
11 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Martin
Princess Standard
Exclusive Savings
Inside
$1,490
Oceanview
$1,917
Balcony
$1,945
Suite
$2,936
From
A$1,490
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$1,034
Oceanview
-
Balcony
$1,221
Suite
$1,826
From
A$1,034
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Dec 2027 to Apr 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Exclusive Savings
Inside
$1,162
Oceanview
-
Balcony
$1,260
Suite
$1,944
From
A$1,162
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (11)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 28 February 2027
Visit: Puerto Rico, Saint Martin, Martinique, Dominica, Grenada, Barbados
Princess Standard
Exclusive Savings
Inside
$1,042
Oceanview
$1,250
Balcony
$1,735
Suite
$2,577
From
A$1,042
Per Person
View Trip
12 Day Southern Caribbean with Barbados with Princess
Cruise
 (2)

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
Exclusive Savings
Inside
$1,827
Oceanview
$2,378
Balcony
$2,657
Suite
$3,916
From
A$1,827
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
Cruise Line: Princess
Ship: Regal Princess
Departure: 20 February 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Exclusive Savings
Inside
$2,484
Oceanview
-
Balcony
$3,985
Suite
$5,038
From
A$2,484
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$1,163
Oceanview
$1,390
Balcony
$1,687
Suite
$2,341
From
A$1,163
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
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visit: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,655
From
A$5,655
Save 115
Per Person
View Trip
10 Day Antigua, St. Kitts & St. Thomas with Celebrity Cruises
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 19 February 2027
Visit: USA, Antigua and Barbuda, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$1,286
Oceanview
$1,729
Balcony
$1,888
Suite
$6,583
From
A$1,286
Save 1,053
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Mexico, Honduras, Belize
Princess Standard
Exclusive Savings
Inside
$2,068
Oceanview
$2,523
Balcony
$3,256
Suite
$4,653
From
A$2,068
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$1,487
Oceanview
$1,786
Balcony
$2,086
Suite
$5,680
From
A$1,487
Per Person
View Trip
8 Day Pearls of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Ship: Le Bougainville
Departures: Feb 2027 to Mar 2027
Visit: Saint Lucia, Saint Vincent, Guadeloupe, England
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,971
Suite
$8,978
From
A$5,971
Save 181
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departure: 14 February 2027
Visit: Colombia, Aruba, Bonaire, Panama
Exclusive Savings
Inside
$1,612
Oceanview
$1,834
Balcony
$2,529
Suite
$3,072
From
A$1,612
Save 941
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Jan 2028 to Mar 2028
Visit: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,187
Oceanview
$1,255
Balcony
$1,651
Suite
$2,801
From
A$1,187
Save 744
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Feb 2027 to Dec 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,189
Oceanview
$1,488
Balcony
$1,787
Suite
$4,382
From
A$1,189
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: 11 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,938
Suite
$15,974
From
A$8,938
Save 2,462
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Feb 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,246
Oceanview
$1,327
Balcony
$2,223
Suite
$2,719
From
A$1,246
Save 774
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 04 February 2027
Visit: USA, Cayman Islands, Jamaica, Aruba, Bonaire, Dominican Republic
Exclusive Savings
Inside
$1,550
Oceanview
$1,728
Balcony
$2,134
Suite
$7,451
From
A$1,550
Per Person
View Trip
22 Day Eastern & Western Caribbean: Leeward Islands & Mexico with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Feb 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+9 more), Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Exclusive Savings
Inside
$3,552
Oceanview
$4,136
Balcony
$5,670
Suite
$8,234
From
A$3,552
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 12 February 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Inside
$1,472
Oceanview
$1,814
Balcony
$2,042
Suite
$5,591
From
A$1,472
Per Person
View Trip
11 Day Captivating Island Rhythms with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 13 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Inside
$3,843
Oceanview
$4,643
Balcony
$5,212
Suite
$7,488
From
A$3,843
Save 2,767
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic (+4 more), Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Princess Standard
Exclusive Savings
Inside
$2,109
Oceanview
$2,794
Balcony
$2,835
Suite
$4,168
From
A$2,109
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,188
Oceanview
$1,587
Balcony
$1,866
Suite
$5,081
From
A$1,188
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
Departures: Nov 2026 to Feb 2027
Visit: USA, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Bahamas
Inside
$1,699
Oceanview
$1,840
Balcony
$2,269
Suite
$6,547
From
A$1,699
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 February 2028
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,187
Oceanview
$1,388
Balcony
$1,887
Suite
$5,491
From
A$1,187
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$895
Oceanview
$1,143
Balcony
$1,786
Suite
$2,479
From
A$895
Per Person
View Trip
Results: 1-30 of 429

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Cruise Lines Exploring The Caribbean & Bahamas

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