Home > Princess Cruises > Cruises from San Juan

Princess Cruises from San Juan

Start your journey from San Juan with 52 unique Princess cruise itineraries to choose from. March and January are the most popular months to begin your cruise from San Juan and Princess have 90 trips departing this season.
Filter Results
Departures
Show More...
Duration
8 Days
28 Days
Price
$500pp
$2,426pp
Countries
Show More...
Filter Results
52 Cruises (90 Cruise Departures)
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
$1,331
Oceanview
$1,568
Balcony
$1,781
Suite
$2,281
From
US$1,331
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
$1,769
Oceanview
$2,039
Balcony
$2,969
Suite
$3,923
From
US$1,769
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
$789
Oceanview
$1,019
Balcony
$1,599
Suite
$2,149
From
US$789
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: 15 March 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+4 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda
Princess Standard
Inside
$1,099
Oceanview
$1,232
Balcony
-
Suite
-
From
US$1,099
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
$1,946
Oceanview
$2,216
Balcony
$2,796
Suite
$3,392
From
US$1,946
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: Dec 2025 to Feb 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$549
Oceanview
$637
Balcony
$679
Suite
$1,077
From
US$549
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: 22 February 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados, Grenada
Princess Standard
Inside
$1,202
Oceanview
$1,342
Balcony
-
Suite
-
From
US$1,202
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
$1,946
Oceanview
$2,216
Balcony
$2,746
Suite
$3,441
From
US$1,946
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
$2,219
Oceanview
$2,569
Balcony
$3,562
Suite
$4,199
From
US$2,219
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: 01 March 2026
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Grenada, Barbados, Virgin Islands
Princess Standard
Inside
$1,144
Oceanview
$1,472
Balcony
-
Suite
-
From
US$1,144
Per Person
View Trip
8 Day Southern Caribbean with Antigua and St. Kitts with Princess
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 08 February 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Saint Lucia
Princess Standard
Inside
$717
Oceanview
$667
Balcony
$1,397
Suite
$1,647
From
US$667
Per Person
View Trip
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
$1,100
Oceanview
$1,269
Balcony
$1,750
Suite
$2,050
From
US$1,100
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
$2,258
Oceanview
$2,738
Balcony
$4,867
Suite
$7,297
From
US$2,258
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
$1,996
Oceanview
$2,466
Balcony
$2,956
Suite
$3,441
From
US$1,996
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan 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 Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,419
Oceanview
$1,629
Balcony
$2,419
Suite
$3,219
From
US$1,419
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: 01 March 2026
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Grenada, Barbados
Princess Standard
Inside
$597
Oceanview
$677
Balcony
$1,127
Suite
$1,277
From
US$597
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
$1,996
Oceanview
$2,466
Balcony
$2,906
Suite
$3,441
From
US$1,996
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 18 January 2026
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados, Guadeloupe
Princess Standard
Inside
$1,364
Oceanview
$1,414
Balcony
-
Suite
-
From
US$1,364
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: 01 February 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Martin, Saint Lucia
Princess Standard
Inside
$1,414
Oceanview
$1,734
Balcony
-
Suite
-
From
US$1,414
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
$1,360
Suite
$1,650
From
US$900
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: 01 February 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$749
Oceanview
$659
Balcony
$999
Suite
$1,409
From
US$659
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: 04 January 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Dominica
Princess Standard
Inside
$1,428
Oceanview
$1,577
Balcony
-
Suite
-
From
US$1,428
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
$529
Oceanview
$879
Balcony
$1,049
Suite
$1,239
From
US$529
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: 15 February 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Dominica, Saint Lucia (+5 more), Grenada, Barbados, Virgin Islands, Saint Martin, Antigua and Barbuda
Princess Standard
Inside
$1,366
Oceanview
$1,476
Balcony
-
Suite
-
From
US$1,366
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
$2,719
Suite
$3,209
From
US$1,759
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
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$750
Oceanview
$859
Balcony
$1,200
Suite
$1,500
From
US$750
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
$1,319
Oceanview
$1,509
Balcony
$2,319
Suite
$3,384
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
Departures: Jan 2027 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
$2,006
Oceanview
$2,261
Balcony
$2,856
Suite
$3,402
From
US$2,006
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: Feb 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
$1,969
Balcony
$2,509
Suite
$3,209
From
US$1,709
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
$650
Oceanview
$749
Balcony
$1,100
Suite
$1,769
From
US$650
Per Person
View Trip
Results: 1-30 of 52

No results found. Try amending the search filters.




Cruises found! Scroll up to view.

Princess Cruises

Princess Cruises All Princess Cruises Princess Reviews

Regions

African & Indian Ocean Cruises Alaska Cruises Antarctic Cruises Asia Cruises Australia Cruises Canada & New England Cruises Caribbean Cruises Europe & Med Cruises Hawaii Cruises Japan Cruises New Zealand Cruises Northern Europe Cruises South America Cruises South Pacific Cruises Transatlantic Cruises Western Europe Cruises

Princess Ships

Caribbean Princess Coral Princess Crown Princess Diamond Princess Discovery Princess Emerald Princess Enchanted Princess Grand Princess Island Princess Majestic Princess Regal Princess Royal Princess Ruby Princess Sapphire Princess Sky Princess Star Princess Sun Princess

Cities

From Athens From Auckland From Barcelona From Brisbane From Copenhagen From Fort Lauderdale From Istanbul From London From Los Angeles From Miami From Orlando From Perth From Rome From San Francisco From San Juan From Singapore From Sydney From Tokyo From Vancouver

© 2010-2025. Global Journeys. You're viewing our site in US dollars.

    

About Us | View Your Booking | Terms & Conditions | Site Map | We're hiring!

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations