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Princess Cruises from San Juan

Start your journey from San Juan with 51 unique Princess cruise itineraries to choose from. November is the most popular month to begin your cruise from San Juan and Princess have 78 trips departing this season.
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Duration
8 Days
28 Days
Price
$800pp
$4,449pp
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51 Cruises (78 Cruise Departures)
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Deal
INSIDE
$1,730
OCEANVIEW
$1,967
BALCONY
$2,839
SUITE
$3,987
From (per person) 1,730
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 07 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+5 more), Saint Vincent, Barbados, Sint Maarten, Antigua and Barbuda, Dominica
Exclusive Deal
INSIDE
$2,383
OCEANVIEW
$2,644
BALCONY
-
SUITE
$3,967
From (per person) 2,383
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 01 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe (+2 more), Saint Vincent, Barbados
Exclusive Deal
INSIDE
$1,221
OCEANVIEW
$1,381
BALCONY
$1,953
SUITE
$2,181
From (per person) 1,221
Cruise
 (3)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 17 January 2027
Countries Visited: Puerto Rico, Barbados, Grenada, Dominica (+2 more), Saint Kitts and Nevis, Virgin Islands
Exclusive Deal
INSIDE
$884
OCEANVIEW
$1,003
BALCONY
$1,439
SUITE
$2,013
From (per person) 884
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 26 October 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$2,185
OCEANVIEW
$2,447
BALCONY
$3,803
SUITE
$3,848
From (per person) 2,185
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 25 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+4 more), Guadeloupe, Barbados, Saint Kitts and Nevis, Saint Vincent
Exclusive Deal
INSIDE
$2,205
OCEANVIEW
$2,506
BALCONY
$3,571
SUITE
$4,205
From (per person) 2,205
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 30 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Dominica, Barbados, Saint Kitts and Nevis, Saint Lucia, Saint Vincent
Exclusive Deal
INSIDE
$2,363
OCEANVIEW
$2,627
BALCONY
$3,472
SUITE
$4,046
From (per person) 2,363
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 09 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,122
OCEANVIEW
$1,246
BALCONY
$1,617
SUITE
$1,924
From (per person) 1,122
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Martinique, Barbados
Exclusive Deal
INSIDE
$1,043
OCEANVIEW
$1,162
BALCONY
$1,637
SUITE
$2,082
From (per person) 1,043
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Dominica, Saint Lucia (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,204
OCEANVIEW
$1,362
BALCONY
$1,793
SUITE
$2,313
From (per person) 1,204
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 09 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+4 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda
Exclusive Deal
INSIDE
$2,185
OCEANVIEW
$2,466
BALCONY
-
SUITE
$3,967
From (per person) 2,185
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 04 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,141
OCEANVIEW
$1,293
BALCONY
$1,616
SUITE
$2,160
From (per person) 1,141
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 21 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Guadeloupe, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$3,704
OCEANVIEW
$4,168
BALCONY
$4,981
SUITE
$5,298
From (per person) 3,704
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2025 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Dominica, Barbados
Exclusive Deal
INSIDE
$884
OCEANVIEW
$1,003
BALCONY
$1,528
SUITE
$1,845
From (per person) 884
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 11 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+3 more), Saint Vincent, Barbados, Dominica
Exclusive Deal
INSIDE
$1,988
OCEANVIEW
$2,234
BALCONY
$3,572
SUITE
$4,294
From (per person) 1,988
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 07 February 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Kitts and Nevis, Grenada
Exclusive Deal
INSIDE
$1,740
OCEANVIEW
$1,977
BALCONY
$3,037
SUITE
$4,353
From (per person) 1,740
Cruise
 (3)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$864
OCEANVIEW
$983
BALCONY
$1,429
SUITE
$1,993
From (per person) 864
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 22 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Martinique, Barbados, Guadeloupe, Dominica, Grenada
Exclusive Deal
INSIDE
$2,047
OCEANVIEW
$2,295
BALCONY
$3,324
SUITE
$4,066
From (per person) 2,047
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2025 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Vincent, Barbados
Exclusive Deal
INSIDE
$970
OCEANVIEW
$1,082
BALCONY
$1,554
SUITE
$1,851
From (per person) 970
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 04 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$2,106
OCEANVIEW
$2,394
BALCONY
$3,452
SUITE
$4,244
From (per person) 2,106
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 17 January 2027
Countries Visited: Puerto Rico, Barbados, Grenada, Dominica (+5 more), Saint Kitts and Nevis, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Deal
INSIDE
$1,740
OCEANVIEW
$1,977
BALCONY
$2,858
SUITE
$3,997
From (per person) 1,740
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 22 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Guadeloupe, Dominica, Grenada
Exclusive Deal
INSIDE
$1,960
OCEANVIEW
$2,221
BALCONY
$3,059
SUITE
$3,792
From (per person) 1,960
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 07 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+2 more), Saint Vincent, Barbados
Exclusive Deal
INSIDE
$1,299
OCEANVIEW
$1,437
BALCONY
$1,933
SUITE
$2,190
From (per person) 1,299
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 14 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+4 more), Dominica, Barbados, Guadeloupe, Grenada
Exclusive Deal
INSIDE
$2,541
OCEANVIEW
$2,843
BALCONY
$3,719
SUITE
$4,195
From (per person) 2,541
Cruise
 (5)

12 Days (11 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Departure: 05 April 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+5 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Deal
INSIDE
$1,574
OCEANVIEW
$1,664
BALCONY
$2,287
SUITE
$2,683
From (per person) 1,574
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 16 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Martinique, Barbados, Dominica, Saint Lucia, Grenada
Exclusive Deal
INSIDE
$2,542
OCEANVIEW
$2,874
BALCONY
$3,532
SUITE
$4,611
From (per person) 2,542
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Oct 2025 to Mar 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$884
OCEANVIEW
$1,003
BALCONY
$1,455
SUITE
$1,767
From (per person) 884
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 01 March 2026
Countries Visited: Puerto Rico, Sint Maarten, Guadeloupe, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,043
OCEANVIEW
$1,166
BALCONY
$1,686
SUITE
$2,003
From (per person) 1,043
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Oct 2025 to Mar 2027
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$894
OCEANVIEW
$1,013
BALCONY
$1,459
SUITE
$1,835
From (per person) 894
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 15 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$1,931
OCEANVIEW
$2,182
BALCONY
$3,134
SUITE
$3,782
From (per person) 1,931
Results: 1-30 of 51

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