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Princess Caribbean Cruises

Join Princess on one of 266 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 436 cruises departing between August 2026 and April 2028.
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266 Cruises (436 Departures)
266 Cruises (436 Departures)
Departures
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Duration
5 Days
34 Days
Start & End Cities
Ship Name
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Price
$400pp
$4,572pp
Countries
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8 Day Western Caribbean with Mexico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ships: Regal Princess, Star Princess
Departures: Sep 2026 to Mar 2027
Visits: USA, Honduras, Belize, Mexico
Princess Premier
Inside
$549
Oceanview
$699
Balcony
$748
Suite
$979
From (Per Person)
US$549
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
Inside
$964
Oceanview
-
Balcony
$989
Suite
$1,414
From (Per Person)
US$964
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: 06 January 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Inside
$989
Oceanview
-
Balcony
$1,589
Suite
$2,199
From (Per Person)
US$989
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman & Celebration Key with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 05 March 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$874
Oceanview
-
Balcony
$999
Suite
$1,474
From (Per Person)
US$874
Per Person
View Trip
15 Day Circle Caribbean with Princess
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Coral Princess
Departure: 06 December 2027
Visits: USA, Saint Martin, Saint Kitts and Nevis, Dominica +5 more, Saint Lucia, Barbados, Grenada, Aruba, Curacao
Inside
$1,249
Oceanview
$1,299
Balcony
$1,579
Suite
$1,929
From (Per Person)
US$1,249
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Grenada
Inside
$1,703
Oceanview
$2,293
Balcony
$2,628
Suite
$3,848
From (Per Person)
US$1,703
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 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 +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Inside
$1,853
Oceanview
$2,113
Balcony
$2,578
Suite
$3,248
From (Per Person)
US$1,853
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 20 December 2026
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Saint Martin
Inside
$1,728
Oceanview
-
Balcony
$2,373
Suite
$3,748
From (Per Person)
US$1,728
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visits: Puerto Rico, Saint Martin, Martinique, Grenada, Saint Lucia, Barbados
Inside
$1,019
Oceanview
$1,079
Balcony
$1,859
Suite
$2,419
From (Per Person)
US$1,019
Per Person
View Trip
10 Day Southern Caribbean with Martinique with Princess
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departure: 05 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Martinique, Saint Martin
Inside
$924
Oceanview
$1,124
Balcony
$1,154
Suite
$1,679
From (Per Person)
US$924
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
Departure: 13 December 2026
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Inside
$704
Oceanview
-
Balcony
$939
Suite
$1,516
From (Per Person)
US$704
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
Inside
$829
Oceanview
-
Balcony
$1,139
Suite
$1,669
From (Per Person)
US$829
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
Inside
$1,108
Oceanview
$1,449
Balcony
$1,562
Suite
$2,327
From (Per Person)
US$1,108
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: 05 March 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands +4 more, Mexico, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Inside
$1,683
Oceanview
-
Balcony
$2,108
Suite
$2,858
From (Per Person)
US$1,683
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: 21 February 2027
Visits: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Inside
$1,249
Oceanview
$1,659
Balcony
$1,969
Suite
$3,489
From (Per Person)
US$1,249
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: 08 November 2026
Visits: USA, Bahamas, Turks and Caicos Islands, Cayman Islands, Jamaica, Aruba
Inside
$1,659
Oceanview
-
Balcony
$2,686
Suite
$5,354
From (Per Person)
US$1,659
Per Person
View Trip
15 Day Circle Caribbean with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departure: 03 December 2026
Visits: USA, Saint Martin, Saint Kitts and Nevis, Martinique +5 more, Dominica, Saint Lucia, Trinidad and Tobago, Aruba, Curacao
Inside
-
Oceanview
-
Balcony
$2,737
Suite
$4,029
From (Per Person)
US$2,737
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: 17 January 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Inside
$1,029
Oceanview
-
Balcony
$1,749
Suite
$2,399
From (Per Person)
US$1,029
Per Person
View Trip
8 Day Southern Caribbean with Tortola with Princess
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Princess
Ship: Emerald Princess
Departure: 18 February 2028
Visits: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada
Inside
$1,644
Oceanview
$2,205
Balcony
$2,959
Suite
$3,964
From (Per Person)
US$1,644
Per Person
View Trip
8 Day Southern Caribbean with Tortola Holiday with Princess
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Dec 2027
Visits: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Inside
$1,719
Oceanview
$1,845
Balcony
$2,069
Suite
$3,219
From (Per Person)
US$1,719
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica +4 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Grenada
Inside
$1,588
Oceanview
$1,968
Balcony
$2,128
Suite
$3,158
From (Per Person)
US$1,588
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
Inside
$1,099
Oceanview
-
Balcony
$1,292
Suite
$1,699
From (Per Person)
US$1,099
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
Departure: 14 March 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Inside
$579
Oceanview
-
Balcony
$1,029
Suite
$1,249
From (Per Person)
US$579
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Coral Princess
Departure: 19 December 2026
Visits: USA, Bahamas, Puerto Rico, Saint Martin
Inside
$649
Oceanview
$629
Balcony
$784
Suite
$1,119
From (Per Person)
US$629
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 06 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +4 more, Grenada, Barbados, Saint Martin, Saint Lucia
Inside
$1,533
Oceanview
$2,283
Balcony
$2,618
Suite
$3,808
From (Per Person)
US$1,533
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
Inside
$1,379
Oceanview
$1,599
Balcony
$1,429
Suite
$2,659
From (Per Person)
US$1,379
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Sep 2026
Visits: USA, Honduras, Belize, Mexico, Dominican Republic, Puerto Rico, Saint Martin
Inside
$1,200
Oceanview
-
Balcony
$1,627
Suite
$2,179
From (Per Person)
US$1,200
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
Inside
$903
Oceanview
$943
Balcony
$953
Suite
$1,223
From (Per Person)
US$903
Per Person
View Trip
16 Day Eastern Caribbean Adventurer with Princess
Cruise
 (1)

16 Days (15 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 27 November 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Inside
$1,483
Oceanview
-
Balcony
$1,788
Suite
$2,298
From (Per Person)
US$1,483
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
Inside
$1,149
Oceanview
-
Balcony
$1,372
Suite
$2,470
From (Per Person)
US$1,149
Per Person
View Trip
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