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Princess Caribbean Cruises

Join Princess on one of 261 cruises around the islands of the Caribbean, Bahamas and the Mexican Riviera this season. January is the most popular month to begin your cruise and Princess have 428 cruises departing between August 2026 and April 2028.
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261 Cruises (428 Departures)
261 Cruises (428 Departures)
Departures
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Duration
5 Days
34 Days
Start & End Cities
Ship Name
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Price
$600pp
$5,999pp
Countries
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15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,691
Oceanview
-
Balcony
$2,279
Suite
$3,472
From (Per Person)
A$1,691
Per Person
View Trip
7 Day Eastern Caribbean with Celebration Key Holiday with Princess
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 27 December 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$2,083
Oceanview
-
Balcony
$2,887
Suite
$3,191
From (Per Person)
A$2,083
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 21 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Martinique, Dominica, Grenada
Exclusive Savings
Inside
$2,036
Oceanview
$2,159
Balcony
$4,165
Suite
$5,798
From (Per Person)
A$2,036
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts & Celebration Key with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departure: 15 February 2027
Visits: USA, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Exclusive Savings
Inside
$2,134
Oceanview
$2,431
Balcony
$2,334
Suite
$4,114
From (Per Person)
A$2,134
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (7)

8 Days (7 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
Sanctuary Collection
Exclusive Savings
Inside
$994
Oceanview
$1,310
Balcony
$1,617
Suite
$2,281
From (Per Person)
A$994
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
$1,490
Oceanview
$1,946
Balcony
$2,084
Suite
$3,054
From (Per Person)
A$1,490
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 03 January 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$994
Oceanview
$1,093
Balcony
$1,351
Suite
$2,430
From (Per Person)
A$994
Per Person
View Trip
15 Day Southern/Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 06 February 2027
Visits: USA, Aruba, Curacao, Bonaire, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$4,928
Oceanview
-
Balcony
$6,557
Suite
$8,913
From (Per Person)
A$4,928
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia Holiday with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Crown Princess, Emerald Princess
Departures: Dec 2026 to Dec 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,142
Oceanview
$1,362
Balcony
$1,766
Suite
$2,756
From (Per Person)
A$1,142
Save 21
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Saint Lucia, Barbados, Martinique, Grenada
Exclusive Savings
Inside
$2,541
Oceanview
$2,885
Balcony
$5,105
Suite
$6,877
From (Per Person)
A$2,541
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
Departures: Mar 2028 to Apr 2028
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Exclusive Savings
Inside
$1,252
Oceanview
-
Balcony
$1,667
Suite
$2,083
From (Per Person)
A$1,252
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin, Belize, Honduras, Mexico
Exclusive Savings
Inside
$1,890
Oceanview
-
Balcony
$2,238
Suite
$2,949
From (Per Person)
A$1,890
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$2,004
Oceanview
-
Balcony
$2,169
Suite
$3,371
From (Per Person)
A$2,004
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts Holiday with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departure: 17 December 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,372
Oceanview
-
Balcony
$1,794
Suite
$2,738
From (Per Person)
A$1,372
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (3)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Nov 2027 to Jan 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands +4 more, Mexico, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,840
Oceanview
$2,237
Balcony
$2,314
Suite
$3,672
From (Per Person)
A$1,840
Per Person
View Trip
15 Day Southern/Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 14 November 2026
Visits: USA, Cayman Islands, Jamaica, Aruba, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$3,077
Oceanview
-
Balcony
$3,638
Suite
$4,940
From (Per Person)
A$3,077
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 Tortola with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Exclusive Savings
Inside
$1,389
Oceanview
$1,528
Balcony
$1,963
Suite
$2,597
From (Per Person)
A$1,389
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key Holiday with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 20 November 2027
Visits: USA, Belize, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$856
Oceanview
-
Balcony
$1,224
Suite
$1,806
From (Per Person)
A$856
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
Departure: 14 February 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$2,028
Oceanview
$2,553
Balcony
$3,691
Suite
$5,651
From (Per Person)
A$2,028
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departures: Jan 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,024
Oceanview
$1,633
Balcony
$1,439
Suite
$1,925
From (Per Person)
A$1,024
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
Departure: 28 November 2026
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$1,969
Oceanview
-
Balcony
$2,571
Suite
$3,632
From (Per Person)
A$1,969
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: Jan 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas, Honduras, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$2,067
Oceanview
$2,186
Balcony
$2,865
Suite
$4,348
From (Per Person)
A$2,067
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts & Celebration Key with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departures: Jan 2027 to Apr 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,293
Oceanview
$1,683
Balcony
$1,752
Suite
$2,906
From (Per Person)
A$1,293
Per Person
View Trip
11 Day Southern Caribbean Islander with Princess
Cruise
 (4)

11 Days (10 Nights) New York to Fort Lauderdale
Operator: Princess
Ship: Coral Princess
Departure: 26 November 2027
Visits: USA, Puerto Rico, Aruba, Curacao
Exclusive Savings
Inside
$1,857
Oceanview
$2,112
Balcony
$2,500
Suite
$3,609
From (Per Person)
A$1,857
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 24 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Guadeloupe, Dominica, Grenada
Exclusive Savings
Inside
$2,135
Oceanview
$2,492
Balcony
$4,779
Suite
$6,095
From (Per Person)
A$2,135
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,072
Oceanview
$1,251
Balcony
$1,617
Suite
$2,250
From (Per Person)
A$1,072
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
$2,201
Suite
$2,939
From (Per Person)
A$1,776
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 26 March 2028
Visits: USA, Belize, Honduras, Mexico +4 more, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Exclusive Savings
Inside
$2,979
Oceanview
-
Balcony
$3,611
Suite
$5,157
From (Per Person)
A$2,979
Per Person
View Trip
15 Day Circle Caribbean with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Island Princess
Departure: 29 November 2027
Visits: USA, Saint Martin, Saint Kitts and Nevis, Dominica +5 more, Barbados, Saint Lucia, Grenada, Aruba, Curacao
Exclusive Savings
Inside
$2,006
Oceanview
$2,002
Balcony
$2,252
Suite
$2,798
From (Per Person)
A$2,002
Per Person
View Trip
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