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Cruises From San Juan

Choose from 85 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Lisbon, Los Angeles, Manaus and more. December is the most popular month to join a cruise from San Juan and you can select from 249 departures available from eleven leading cruise lines.
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85 Cruises (249 Cruise Departures)
11 Day West Indies Explorer with Viking Cruises
Cruise
 (4)

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 1,077
From 5,440
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8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 23 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Curacao, Aruba
Exclusive Deal
INSIDE
$1,941
OCEANVIEW
$2,146
BALCONY
$2,429
SUITE
$3,764
Save 768
From 1,657
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8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Oct 2024 to Mar 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+1 more), Barbados
Exclusive Deal
INSIDE
$1,178
OCEANVIEW
$1,307
BALCONY
$2,164
SUITE
$2,734
Save 804
From 1,111
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8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
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
$1,442
OCEANVIEW
$1,592
BALCONY
$2,189
SUITE
$3,265
Save 652
From 1,260
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8 Day San Juan, Barbados & Beyond with Virgin Voyages
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 March 2025
Countries Visited: Puerto Rico, Saint Martin, Saint Lucia, Barbados (+2 more), Martinique, Saint Kitts and Nevis
INSIDE
$2,326
OCEANVIEW
$2,375
BALCONY
$2,518
SUITE
$5,454
From 2,326
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8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 04 January 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Grenada, Aruba (+1 more), Curacao
Exclusive Deal
INSIDE
$1,688
OCEANVIEW
$1,989
BALCONY
$2,306
SUITE
$3,621
Save 673
From 1,452
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8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 18 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Grenada (+2 more), Saint Vincent, Dominica
Exclusive Deal
INSIDE
$1,659
OCEANVIEW
$1,939
BALCONY
$2,303
SUITE
$3,714
Save 669
From 1,436
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8 Day Resilient Caribbean Holidays with Virgin Voyages
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 21 December 2024
Countries Visited: Puerto Rico, Saint Martin, Barbados, Saint Lucia (+2 more), Martinique, Saint Kitts and Nevis
INSIDE
$2,432
OCEANVIEW
$2,788
BALCONY
$2,981
SUITE
$7,131
From 2,432
View Trip
14 Day Transatlantic Repositioning Cruise with Norwegian Cruise Line
Cruise
 (1)

14 Days (13 Nights) San Juan to Lisbon
Ship: Norwegian Viva
Departure: 13 April 2025
Countries Visited: Puerto Rico, Dominican Republic, Sint Maarten, Cape Verde (+2 more), Spain, Portugal
Exclusive Solo Offer
INSIDE
$2,859
OCEANVIEW
$3,120
BALCONY
$3,732
SUITE
$6,302
From 2,859
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Jun 2025 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,332
OCEANVIEW
$1,504
BALCONY
$2,530
SUITE
$2,622
Save 647
From 1,157
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7 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

7 Days (6 Nights) San Juan to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 02 November 2025
Countries Visited: Puerto Rico, Dominican Republic, Jamaica, Cayman Islands (+1 more), USA
Exclusive Deal
INSIDE
$1,068
OCEANVIEW
$1,294
BALCONY
$1,877
SUITE
$2,317
Save 453
From 996
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8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Jun 2025 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+1 more), Barbados
Exclusive Deal
INSIDE
$1,244
OCEANVIEW
$1,429
BALCONY
$2,593
SUITE
$2,583
Save 780
From 1,076
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22 Day Caribbean & Riviera Revelry with Oceania Cruises
Cruise
 (2)

22 Days (21 Nights) San Juan to Rome
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 April 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Portugal (+5 more), Morocco, Spain, France, Monaco, Italy
Exclusive Deal
INSIDE
$8,250
OCEANVIEW
$9,775
BALCONY
$11,755
SUITE
-
Save 2,060
From 8,250
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Dec 2025 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Curacao, Aruba (+1 more), Bonaire
Exclusive Deal
INSIDE
$1,644
OCEANVIEW
$2,012
BALCONY
$2,453
SUITE
$3,740
Save 765
From 1,421
View Trip
14 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
INSIDE
$3,456
OCEANVIEW
$4,146
BALCONY
$5,066
SUITE
$8,399
From 3,456
View Trip
12 Day Idyllic Isles of the Caribbean & Colombia with Virgin Voyages
Cruise
 (4)

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 21 January 2025
Countries Visited: Puerto Rico, Colombia, Curacao, Aruba (+3 more), Saint Lucia, Antigua and Barbuda, Saint Martin
INSIDE
$2,950
OCEANVIEW
$3,376
BALCONY
$3,608
SUITE
$8,057
From 2,950
View Trip
9 Day Pre-Holiday Caribbean Refresh with Virgin Voyages
Cruise
 (4)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 06 December 2024
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Barbados (+3 more), Martinique, Saint Lucia, Saint Kitts and Nevis
INSIDE
$2,219
OCEANVIEW
$2,536
BALCONY
$2,747
SUITE
$6,419
From 2,219
View Trip
11 Day San Juan, St. Vincent, Barbados & More with Virgin Voyages
Cruise
 (4)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 11 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Martinique, Barbados, Saint Lucia, Saint Vincent
INSIDE
$2,846
OCEANVIEW
$3,076
BALCONY
$3,382
SUITE
$7,364
From 2,846
View Trip
13 Day Amazon & Caribbean Adventure with Viking Cruises
Cruise
 (4)

13 Days (12 Nights) San Juan to Manaus
Cruise Line: Viking Cruises
Ship: Viking Sea
Departures: Nov 2024 to Feb 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados (+2 more), French Guiana, Brazil
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$8,311
SUITE
$12,370
Save 1,088
From 8,311
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 07 March 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Sint Maarten (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,405
OCEANVIEW
$1,643
BALCONY
$2,855
SUITE
$2,879
Save 541
From 1,229
View Trip
8 Day Southern Caribbean - San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Ship: Norwegian Viva
Departure: 19 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+2 more), Saint Lucia, Sint Maarten
Exclusive Solo Offer
INSIDE
$2,589
OCEANVIEW
$3,185
BALCONY
$3,858
SUITE
$4,501
From 2,589
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

10 Days (9 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 20 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Grenada (+2 more), Curacao, Aruba
Exclusive Deal
INSIDE
$2,017
OCEANVIEW
$2,147
BALCONY
$2,567
SUITE
$4,045
Save 799
From 1,747
View Trip
12 Day Colombia & Caribbean Islands with Virgin Voyages
Cruise
 (4)

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 April 2025
Countries Visited: Puerto Rico, Colombia, Aruba, Curacao (+3 more), Dominica, Antigua and Barbuda, Saint Martin
INSIDE
$2,977
OCEANVIEW
$3,409
BALCONY
$3,645
SUITE
$8,173
From 2,977
View Trip
18 Day West Indies & Panama Canal Passage with Viking Cruises
New ReleaseCruise
 (4)

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
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ships: Rhapsody of the Seas, Rhapsody of the Seas
Departures: Jul 2024 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Bonaire (+1 more), Curacao
Exclusive Deal
INSIDE
$1,263
OCEANVIEW
$1,468
BALCONY
$2,529
SUITE
$2,471
Save 1,272
From 1,087
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Nov 2025 to Apr 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Saint Lucia
Exclusive Deal
INSIDE
$1,485
OCEANVIEW
$1,592
BALCONY
$2,054
SUITE
$3,055
Save 714
From 1,296
View Trip
8 Day Southern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
INSIDE
$1,909
OCEANVIEW
$2,485
BALCONY
$3,059
SUITE
$5,014
From 1,909
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: May 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,405
OCEANVIEW
$1,631
BALCONY
$3,661
SUITE
$3,433
Save 2,949
From 1,262
View Trip
15 Day Exotic Atlantic Crossing with Oceania Cruises
Cruise
 (2)

15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 April 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Portugal (+2 more), Morocco, Spain
Exclusive Deal
INSIDE
$5,380
OCEANVIEW
$5,845
BALCONY
$7,211
SUITE
$9,478
Save 2,040
From 5,380
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 01 March 2026
Countries Visited: Puerto Rico, Curacao, Aruba, Virgin Islands
Exclusive Deal
INSIDE
$1,530
OCEANVIEW
$1,694
BALCONY
$2,045
SUITE
$3,366
Save 618
From 1,327
View Trip
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