Cruises From San Juan

Choose from 123 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Fort Lauderdale, Lisbon, Los Angeles and more. December is the most popular month to join a cruise from San Juan and you can select from 288 departures available from thirteen leading cruise lines.
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123 Cruises (288 Cruise Departures)
11 Day West Indies Explorer with Viking Cruises
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Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ship: Viking Sea
Departures: Oct 2024 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$5,440
SUITE
$9,400
Save 1,120
From 5,440
15 Day Southern Caribbean Adventurer with Princess
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Cruise
 (4)

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
$3,092
OCEANVIEW
$3,399
BALCONY
$4,320
SUITE
$5,240
From 3,092
15 Day Southern Caribbean Adventurer with Princess
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Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 01 March 2026
Countries Visited: Puerto Rico, Sint Maarten, Guadeloupe, Dominica (+5 more), Grenada, Barbados, Virgin Islands, Antigua and Barbuda, Saint Vincent
Exclusive Deal
INSIDE
$3,068
OCEANVIEW
$3,344
BALCONY
$4,326
SUITE
$5,246
From 3,068
8 Day Resilient Caribbean Holidays with Virgin Voyages
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Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Departure: 21 December 2024
Countries Visited: Puerto Rico, Saint Martin, Barbados, Saint Lucia (+2 more), Martinique, Saint Kitts and Nevis
INSIDE
$2,183
OCEANVIEW
$2,331
BALCONY
$2,505
SUITE
$6,097
From 2,183
10 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (1)

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 07 March 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Sint Maarten (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,474
OCEANVIEW
$1,618
BALCONY
$2,559
SUITE
$2,995
Save 597
From 1,253
18 Day West Indies & Panama Canal Passage with Viking Cruises
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New ReleaseCruise
 (5)

18 Days (17 Nights) San Juan to Los Angeles
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 31 March 2025
Countries Visited: Puerto Rico, Curacao, Colombia, Panama (+4 more), Costa Rica, Nicaragua, Mexico, USA
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$10,885
SUITE
$20,785
Save 1,110
From 10,885
15 Day Southern Caribbean Adventurer with Princess
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Cruise
 (4)

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
$3,053
OCEANVIEW
$3,330
BALCONY
$4,311
SUITE
$5,231
From 3,053
8 Day Southern Caribbean with Barbados with Princess
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Cruise
 (4)

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
$1,546
OCEANVIEW
$1,680
BALCONY
$2,170
SUITE
$2,635
From 1,546
8 Day Resilient New Year's Ahoy with Virgin Voyages
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Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Departure: 28 December 2024
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$3,032
OCEANVIEW
$3,227
BALCONY
$3,376
SUITE
$7,961
From 3,032
8 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Aug 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,618
OCEANVIEW
$1,795
BALCONY
$2,402
SUITE
$3,323
Save 987
From 1,315
15 Day San Juan to Spanish Island Nights with Virgin Voyages
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Cruise
 (5)

15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Virgin Voyages
Departure: 12 April 2025
Countries Visited: Puerto Rico, Spain, Morocco
INSIDE
$2,533
OCEANVIEW
$2,683
BALCONY
$3,247
SUITE
-
From 2,533
8 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 12 April 2026
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+1 more), Bonaire
Exclusive Deal
INSIDE
$1,743
OCEANVIEW
$2,050
BALCONY
$2,547
SUITE
$4,029
Save 797
From 1,638
15 Day Southern Caribbean Adventurer with Princess
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Cruise
 (4)

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
$3,068
OCEANVIEW
$3,344
BALCONY
$4,326
SUITE
$5,246
From 3,068
8 Day Southern Caribbean with Barbados with Princess
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Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Oct 2025 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,554
OCEANVIEW
$1,688
BALCONY
$2,198
SUITE
$2,643
From 1,554
15 Day Southern Caribbean Adventurer with Princess
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Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 08 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Deal
INSIDE
$3,053
OCEANVIEW
$3,330
BALCONY
$4,311
SUITE
$5,231
From 3,053
11 Day Puerto Rican Daze & Caribbean Nights with Virgin Voyages
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Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Departure: 22 March 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+4 more), Martinique, Saint Lucia, Barbados, Saint Vincent
INSIDE
$2,502
OCEANVIEW
$2,708
BALCONY
$2,918
SUITE
$6,787
From 2,502
11 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (2)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 01 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+3 more), Bonaire, Barbados, Saint Vincent
Exclusive Deal
INSIDE
$2,214
OCEANVIEW
$2,487
BALCONY
$3,155
SUITE
$4,794
Save 980
From 2,041
8 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 09 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao
Exclusive Deal
INSIDE
$1,524
OCEANVIEW
$1,661
BALCONY
$2,158
SUITE
$3,305
Save 700
From 1,405
15 Day Southern Caribbean Adventurer with Princess
Save Map View
Cruise
 (4)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 18 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+3 more), Dominica, Barbados, Guadeloupe
Exclusive Deal
INSIDE
$3,122
OCEANVIEW
$3,429
BALCONY
$4,349
SUITE
$5,270
From 3,122
15 Day Southern Caribbean Adventurer with Princess
Save Map View
Cruise
 (4)

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
$3,122
OCEANVIEW
$3,429
BALCONY
$4,349
SUITE
$5,270
From 3,122
12 Day Southern Caribbean Islander with Princess
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Cruise
 (4)

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
$2,428
OCEANVIEW
$2,656
BALCONY
$3,042
SUITE
$3,804
From 2,428
8 Day Southern Caribbean with Barbados with Princess
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Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 25 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Guadeloupe, Barbados
Exclusive Deal
INSIDE
$1,585
OCEANVIEW
$1,734
BALCONY
$2,199
SUITE
$2,654
From 1,585
8 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Jun 2025 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+1 more), Barbados
Exclusive Deal
INSIDE
$1,148
OCEANVIEW
$1,367
BALCONY
$2,467
SUITE
$2,765
Save 778
From 1,064
14 Day Transatlantic Repositioning Cruise with Norwegian Cruise Line
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Cruise
 (1)

14 Days (13 Nights) San Juan to Lisbon
Departure: 13 April 2025
Countries Visited: Puerto Rico, Dominican Republic, Sint Maarten, Cape Verde (+2 more), Spain, Portugal
Exclusive Solo Offer
INSIDE
$2,803
OCEANVIEW
$3,062
BALCONY
$3,598
SUITE
$6,091
From 2,803
8 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Sep 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$2,094
OCEANVIEW
$1,979
BALCONY
$2,175
SUITE
$3,751
Save 1,161
From 1,554
8 Day Southern Caribbean Cruise with Royal Caribbean
Save Map View
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Nov 2025 to Jan 2026
Countries Visited: Puerto Rico, Saint Lucia, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$1,446
OCEANVIEW
$1,555
BALCONY
$2,005
SUITE
$3,199
Save 657
From 1,340
8 Day Southern Caribbean with Barbados with Princess
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Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2025 to Jan 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Dominica, Barbados
Exclusive Deal
INSIDE
$1,585
OCEANVIEW
$1,734
BALCONY
$2,199
SUITE
$2,654
From 1,585
9 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 24 May 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+2 more), Barbados, Saint Lucia
Exclusive Deal
INSIDE
$1,858
OCEANVIEW
$2,158
BALCONY
$3,570
SUITE
$3,911
Save 746
From 1,595
8 Day Saint (Isles) & Seas of the Caribbean with Virgin Voyages
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Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Departures: Dec 2024 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$1,936
OCEANVIEW
$2,038
BALCONY
$2,038
SUITE
$5,015
From 1,936
11 Day Southern Caribbean Cruise with Royal Caribbean
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Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 16 February 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+3 more), Bonaire, Curacao, Aruba
Exclusive Deal
INSIDE
$2,059
OCEANVIEW
$2,441
BALCONY
-
SUITE
$7,027
Save 805
From 1,763
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