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Princess Caribbean Cruises

Join Princess on one of 282 cruises around the islands of the Caribbean, Bahamas and the Mexican Riviera this season. December and January are the most popular months to begin your cruise and Princess have 522 cruises departing between January 2026 and April 2028.
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282 Cruises (522 Cruise Departures)
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 17 January 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$1,328
Oceanview
$1,628
Balcony
$1,638
Suite
$2,318
From
US$1,328
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: 17 January 2027
Visit: Puerto Rico, Barbados, Grenada, Saint Lucia, Antigua and Barbuda, Saint Martin, Virgin Islands
Princess Standard
Inside
$1,466
Oceanview
$1,666
Balcony
$1,866
Suite
$2,816
From
US$1,466
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Majestic Princess, Regal Princess, Sun Princess
Departures: Feb 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Princess Premier
Inside
$489
Oceanview
-
Balcony
$529
Suite
$669
From
US$489
Per Person
View Trip
13 Day Southern Caribbean with Aruba with Princess
Cruise
 (6)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Island Princess
Departure: 30 November 2026
Visit: USA, Aruba, Curacao, Saint Lucia, Barbados, Dominica, Saint Martin
Princess Standard
Inside
$959
Oceanview
$979
Balcony
$1,309
Suite
$1,539
From
US$959
Per Person
View Trip
6 Day Caribbean Getaway With Grand Turk Holiday with Princess
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departure: 23 November 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$830
Oceanview
$1,030
Balcony
$1,300
Suite
$1,650
From
US$830
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 18 July 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Honduras, Belize, Mexico
Princess Standard
Inside
$1,946
Oceanview
-
Balcony
$1,926
Suite
$2,566
From
US$1,926
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 13 December 2026
Visit: USA, Bahamas, Mexico, Honduras, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,703
Oceanview
$1,973
Balcony
$2,143
Suite
$2,853
From
US$1,703
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos Holiday with Princess
Cruise
 (2)

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 21 December 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$814
Oceanview
$962
Balcony
$967
Suite
$1,304
From
US$814
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
$1,280
Oceanview
$1,479
Balcony
$1,550
Suite
$2,280
From
US$1,280
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 02 May 2026
Visit: USA, Mexico, Belize, Honduras, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$1,348
Oceanview
-
Balcony
$1,877
Suite
-
From
US$1,348
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
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Princess Standard
Inside
$900
Oceanview
$1,039
Balcony
$1,310
Suite
$1,650
From
US$900
Per Person
View Trip
9 Day Southern Caribbean with ABC Islands with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 09 January 2027
Visit: USA, Aruba, Bonaire, Curacao
Princess Standard
Inside
$999
Oceanview
-
Balcony
$1,419
Suite
$2,099
From
US$999
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts Holiday with Princess
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 27 December 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Princess Standard
Inside
$1,679
Oceanview
$2,175
Balcony
$1,793
Suite
$2,359
From
US$1,679
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 14 March 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Princess Standard
Inside
$589
Oceanview
-
Balcony
$695
Suite
$849
From
US$589
Per Person
View Trip
15 Day Caribbean East/West Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Apr 2026 to Aug 2026
Visit: USA, Mexico, Belize, Honduras, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Inside
$888
Oceanview
-
Balcony
$1,031
Suite
$1,238
From
US$888
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 15 February 2027
Visit: USA, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Princess Standard
Inside
$1,159
Oceanview
$1,460
Balcony
$1,239
Suite
$1,359
From
US$1,159
Per Person
View Trip
5 Day Caribbean Getaway With Cozumel with Princess
Cruise
 (6)

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 01 March 2026
Visit: USA, Mexico
Princess Standard
Princess Premier
Inside
$496
Oceanview
$489
Balcony
$559
Suite
$819
From
US$489
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
$2,549
From
US$1,499
Per Person
View Trip
8 Day Southern Caribbean with ABC Islands with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 March 2028
Visit: Puerto Rico, Curacao, Aruba, Bonaire, USA
Princess Standard
Inside
$650
Oceanview
$739
Balcony
$1,170
Suite
$1,800
From
US$650
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,919
Oceanview
$2,219
Balcony
$2,919
Suite
$3,363
From
US$1,919
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Turks and Caicos Islands, Belize, Honduras, Mexico
Princess Standard
Sanctuary Collection
Inside
$1,448
Oceanview
$1,848
Balcony
$2,048
Suite
$2,698
From
US$1,448
Per Person
View Trip
8 Day Western Caribbean with Mexico with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 15 November 2026
Visit: USA, Mexico, Honduras
Princess Standard
Sanctuary Collection
Inside
$489
Oceanview
$629
Balcony
$659
Suite
$899
From
US$489
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 08 March 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Kitts and Nevis, Grenada
Princess Standard
Inside
$1,434
Oceanview
$1,945
Balcony
$2,376
Suite
$2,726
From
US$1,434
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts Holiday with Princess
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 17 December 2026
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Princess Standard
Inside
$1,369
Oceanview
$1,449
Balcony
$1,329
Suite
$1,869
From
US$1,329
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 29 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$661
Oceanview
-
Balcony
$654
Suite
$991
From
US$654
Per Person
View Trip
15 Day Caribbean East/West Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Apr 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Mexico, Belize, Honduras
Princess Standard
Inside
$1,058
Oceanview
-
Balcony
$1,221
Suite
$1,428
From
US$1,058
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (4)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Coral Princess, Enchanted Princess
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Princess Standard
Inside
$809
Oceanview
$819
Balcony
$969
Suite
$1,119
From
US$809
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
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,709
Oceanview
$1,868
Balcony
$2,240
Suite
$2,904
From
US$1,709
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
Departure: 23 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Turks and Caicos Islands
Princess Standard
Inside
$799
Oceanview
-
Balcony
$899
Suite
$1,599
From
US$799
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
$950
Oceanview
-
Balcony
$1,320
Suite
$1,560
From
US$950
Per Person
View Trip
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