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Princess Cruises from San Juan

Start your journey from San Juan with 41 unique Princess cruise itineraries to choose from. January is the most popular month to begin your cruise from San Juan and Princess have 77 trips departing this season.
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8 Days
28 Days
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41 Cruises (77 Cruise Departures)
8 Day Southern Caribbean with Barbados and Tortola Holiday with Princess
Cruise
 (1)

8 Days (7 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, Grenada, Barbados
Princess Standard
Inside
$1,125
Oceanview
$1,294
Balcony
$1,800
Suite
$2,150
From
US$1,125
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
$1,809
Oceanview
$2,079
Balcony
$2,769
Suite
$3,207
From
US$1,809
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: 09 January 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
$1,719
Oceanview
$1,969
Balcony
$2,719
Suite
$3,216
From
US$1,719
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
$1,796
Oceanview
$1,906
Balcony
$2,496
Suite
$3,341
From
US$1,796
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
$2,066
Oceanview
$2,481
Balcony
$2,986
Suite
$3,586
From
US$2,066
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
$925
Oceanview
$1,064
Balcony
$1,410
Suite
$1,750
From
US$925
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
$902
Oceanview
$957
Balcony
$1,227
Suite
$1,727
From
US$902
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
$775
Oceanview
$884
Balcony
$1,250
Suite
$1,600
From
US$775
Per Person
View Trip
12 Day Southern Caribbean Islander with Princess
Cruise
 (5)

12 Days (11 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 05 April 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+5 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Princess Standard
Inside
$849
Oceanview
$973
Balcony
$1,909
Suite
$2,329
From
US$849
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: 12 December 2027
Visit: Puerto Rico, Barbados, Grenada, Dominica, Saint Kitts and Nevis, Virgin Islands
Princess Standard
Inside
$675
Oceanview
$774
Balcony
$1,150
Suite
$1,869
From
US$675
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
$1,306
Oceanview
$1,593
Balcony
$1,891
Suite
$2,441
From
US$1,306
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
$1,759
Oceanview
$1,906
Balcony
$2,496
Suite
$3,158
From
US$1,759
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: 12 December 2027
Visit: Puerto Rico, Barbados, Grenada, Dominica (+5 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,819
Oceanview
$2,089
Balcony
$3,019
Suite
$3,921
From
US$1,819
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 15 February 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Dominica, Saint Lucia, Grenada, Barbados
Princess Standard
Inside
$599
Oceanview
$752
Balcony
$1,231
Suite
$1,341
From
US$599
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: 16 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Barbados, Saint Lucia, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,709
Oceanview
$1,959
Balcony
$2,709
Suite
$3,207
From
US$1,709
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
Departures: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,806
Oceanview
$1,916
Balcony
$2,506
Suite
$3,351
From
US$1,806
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,569
Oceanview
$1,799
Balcony
$2,569
Suite
$3,069
From
US$1,569
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: 10 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados, Grenada
Princess Standard
Inside
$1,796
Oceanview
$1,906
Balcony
$2,496
Suite
$3,341
From
US$1,796
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
Ship: Crown Princess
Departure: 17 January 2027
Visit: Puerto Rico, Barbados, Grenada, Saint Lucia, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$902
Oceanview
$957
Balcony
$1,227
Suite
$1,727
From
US$902
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Antigua with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 29 March 2026
Visit: Puerto Rico, Saint Martin, Dominica, Grenada, Barbados, Virgin Islands
Princess Standard
Inside
$667
Oceanview
$687
Balcony
$1,297
Suite
$1,577
From
US$667
Per Person
View Trip
28 Day Panama Canal and Caribbean Adventurer with Princess
Cruise
 (5)

28 Days (27 Nights) San Juan to Los Angeles
Cruise Line: Princess
Ship: Grand Princess
Departure: 05 April 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+8 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA, Panama, Costa Rica, Mexico
Princess Standard
Inside
$2,033
Oceanview
$2,250
Balcony
$5,313
Suite
$7,696
From
US$2,033
Per Person
View Trip
19 Day Southern Caribbean Adventurer with Princess
Cruise
 (5)

19 Days (18 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 29 March 2026
Visit: Puerto Rico, Saint Martin, Dominica, Grenada (+9 more), Barbados, Virgin Islands, Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Princess Standard
Inside
$1,485
Oceanview
$1,629
Balcony
$3,175
Suite
$3,813
From
US$1,485
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: Jan 2026 to Feb 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$369
Oceanview
$493
Balcony
$929
Suite
$1,099
From
US$369
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
$674
Oceanview
$884
Balcony
$1,029
Suite
$1,280
From
US$674
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
$1,969
Oceanview
$2,269
Balcony
$3,069
Suite
$3,559
From
US$1,969
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
$725
Oceanview
$824
Balcony
$1,200
Suite
$1,550
From
US$725
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
$675
Oceanview
$764
Balcony
$1,270
Suite
$1,900
From
US$675
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: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$2,269
Oceanview
$2,619
Balcony
$3,608
Suite
$4,196
From
US$2,269
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, Grenada, Dominica, Saint Kitts and Nevis
Princess Standard
Inside
$1,369
Oceanview
$1,559
Balcony
$2,369
Suite
$3,382
From
US$1,369
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia Holiday with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$825
Oceanview
$944
Balcony
$1,450
Suite
$2,100
From
US$825
Per Person
View Trip
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