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Princess Caribbean Cruises

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149 Cruises (300 Cruise Departures)
15 Day Southern Caribbean Islander with Princess
Cruise
 (1)

15 Days (14 Nights) New York to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 06 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Saint Lucia, Barbados, Aruba, Turks and Caicos Islands
Princess Standard
Inside
$1,499
Oceanview
-
Balcony
$1,599
Suite
$2,099
From
US$1,499
Per Person
View Trip
12 Day Southern Caribbean with Barbados Holiday with Princess
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 24 December 2027
Visit: USA, Saint Kitts and Nevis, Dominica, Barbados (+4 more), Guadeloupe, Saint Martin, Puerto Rico, Dominican Republic
Princess Standard
Inside
$1,499
Oceanview
$1,869
Balcony
$1,769
Suite
$2,499
From
US$1,499
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+4 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda
Princess Standard
Inside
$1,402
Oceanview
$1,672
Balcony
$2,172
Suite
$3,072
From
US$1,402
Per Person
View Trip
8 Day Western Caribbean with Mexico From Fort Lauderdale with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Star Princess, Sun Princess
Departures: Apr 2026 to Jan 2027
Visit: USA, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$499
Oceanview
$799
Balcony
$529
Suite
$749
From
US$499
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
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$750
Oceanview
$859
Balcony
$1,150
Suite
$1,500
From
US$750
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Mar 2027 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$699
Oceanview
-
Balcony
$747
Suite
$1,299
From
US$699
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola with Princess
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$749
Oceanview
$849
Balcony
$999
Suite
$1,399
From
US$749
Per Person
View Trip
8 Day Southern Caribbean with Barbados Holiday with Princess
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$1,319
Oceanview
$1,549
Balcony
$1,899
Suite
$2,299
From
US$1,319
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 07 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Kitts and Nevis, Grenada
Princess Standard
Inside
$1,406
Oceanview
$1,626
Balcony
$2,276
Suite
$2,876
From
US$1,406
Per Person
View Trip
9 Day Southern Caribbean with Aruba with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 14 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba
Princess Standard
Inside
$1,149
Oceanview
-
Balcony
$1,469
Suite
$2,149
From
US$1,149
Per Person
View Trip
13 Day Southern Caribbean with Panama with Princess
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 28 March 2027
Visit: USA, Cayman Islands, Jamaica, Costa Rica, Panama, Aruba, Dominican Republic
Princess Standard
Inside
$899
Oceanview
$999
Balcony
$1,199
Suite
$1,499
From
US$899
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 20 September 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$988
Oceanview
-
Balcony
$1,388
Suite
$1,578
From
US$988
Per Person
View Trip
15 Day Circle Caribbean with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 03 December 2026
Visit: USA, Saint Martin, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Saint Lucia, Trinidad and Tobago, Aruba, Curacao
Princess Standard
Inside
$999
Oceanview
-
Balcony
$1,369
Suite
$1,679
From
US$999
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$659
Oceanview
$998
Balcony
$806
Suite
$1,229
From
US$659
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Grand Princess
Departures: Mar 2026 to Feb 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$569
Oceanview
$599
Balcony
$799
Suite
$879
From
US$569
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,759
Oceanview
$2,029
Balcony
$2,619
Suite
$3,009
From
US$1,759
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao (+6 more), Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$1,488
Oceanview
$1,758
Balcony
$2,158
Suite
$3,206
From
US$1,488
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
Inside
$649
Oceanview
-
Balcony
$649
Suite
$929
From
US$649
Per Person
View Trip
15 Day Circle Caribbean with Princess
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Coral Princess
Departure: 06 December 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+5 more), Saint Lucia, Barbados, Grenada, Aruba, Curacao
Princess Standard
Inside
$1,339
Oceanview
$1,609
Balcony
$1,699
Suite
$2,049
From
US$1,339
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$729
Oceanview
$1,228
Balcony
$1,047
Suite
$1,400
From
US$729
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer Holiday with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands (+4 more), Mexico, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$2,028
Oceanview
$2,986
Balcony
$2,667
Suite
$3,483
From
US$2,028
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$700
Oceanview
$799
Balcony
$919
Suite
$1,299
From
US$700
Per Person
View Trip
15 Day Circle Caribbean with Princess
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Coral Princess
Departure: 15 October 2026
Visit: USA, Saint Martin, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Grenada, Trinidad and Tobago, Aruba, Curacao
Princess Standard
Inside
$1,379
Oceanview
$1,359
Balcony
$1,399
Suite
$1,699
From
US$1,359
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 05 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Dominica
Princess Standard
Inside
$1,319
Oceanview
$1,509
Balcony
$2,219
Suite
$3,137
From
US$1,319
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,251
Oceanview
-
Balcony
$1,461
Suite
$1,841
From
US$1,251
Per Person
View Trip
15 Day Circle Caribbean Holiday with Princess
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Coral Princess, Island Princess
Departures: Nov 2027 to Dec 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+5 more), Saint Lucia, Barbados, Grenada, Aruba, Curacao
Princess Standard
Inside
$2,009
Oceanview
$2,159
Balcony
$2,047
Suite
$2,849
From
US$2,009
Per Person
View Trip
10 Day Southern Caribbean with ABC Islands Holiday with Princess
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 23 November 2027
Visit: USA, Aruba, Curacao, Bonaire, Turks and Caicos Islands
Princess Standard
Inside
$1,139
Oceanview
$1,304
Balcony
$1,379
Suite
$1,979
From
US$1,139
Per Person
View Trip
13 Day Caribbean with Costa Rica & Panama Canal with Princess
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Princess Standard
Inside
$1,052
Oceanview
$1,169
Balcony
$1,812
Suite
$2,802
From
US$1,052
Per Person
View Trip
8 Day Southern Caribbean with ABC Islands with Princess
Cruise
 (6)

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Crown Princess
Departure: 28 March 2027
Visit: Puerto Rico, Saint Martin, Aruba, Curacao, USA
Princess Standard
Inside
$699
Oceanview
$849
Balcony
$949
Suite
$1,199
From
US$699
Per Person
View Trip
11 Day Southern Caribbean Islander with Princess
Cruise
 (4)

11 Days (10 Nights) New York to Fort Lauderdale
Cruise Line: Princess
Ship: Coral Princess
Departure: 26 November 2027
Visit: USA, Puerto Rico, Aruba, Curacao
Princess Standard
Inside
$1,299
Oceanview
$1,447
Balcony
$1,513
Suite
$1,899
From
US$1,299
Per Person
View Trip
Results: 31-60 of 149

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