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Cruises From San Juan

Choose from 92 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 254 departures available from eleven leading cruise lines.
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92 Cruises (254 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 1,120
From 5,440
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: Aug 2024 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Bonaire (+1 more), Curacao
Exclusive Deal
INSIDE
$1,246
OCEANVIEW
$1,464
BALCONY
$2,623
SUITE
$2,424
Save 1,051
From 1,072
View Trip
9 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 24 May 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+2 more), Barbados, Saint Lucia
Exclusive Deal
INSIDE
$1,923
OCEANVIEW
$2,326
BALCONY
$3,459
SUITE
$3,772
Save 754
From 1,667
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: 22 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Barbados
Exclusive Deal
INSIDE
$1,741
OCEANVIEW
$1,932
BALCONY
$2,560
SUITE
$3,726
Save 696
From 1,499
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
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Jun 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,540
OCEANVIEW
$1,568
BALCONY
$3,098
SUITE
$3,662
Save 1,999
From 1,332
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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: 09 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao
Exclusive Deal
INSIDE
$1,583
OCEANVIEW
$1,829
BALCONY
$2,231
SUITE
$3,298
Save 656
From 1,369
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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
$1,916
OCEANVIEW
$2,121
BALCONY
$2,365
SUITE
$3,730
Save 785
From 1,640
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 Jan 2026
Countries Visited: Puerto Rico, Saint Lucia, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$1,435
OCEANVIEW
$1,585
BALCONY
$2,118
SUITE
$3,249
Save 670
From 1,261
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
$1,402
OCEANVIEW
$1,504
BALCONY
$2,684
SUITE
$2,601
Save 692
From 1,207
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
$1,985
OCEANVIEW
$2,122
BALCONY
$2,496
SUITE
$4,011
Save 817
From 1,729
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 28 December 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$1,895
OCEANVIEW
$2,187
BALCONY
$2,752
SUITE
$3,872
Save 765
From 1,652
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: 18 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Grenada (+2 more), Saint Vincent, Dominica
Exclusive Deal
INSIDE
$1,634
OCEANVIEW
$1,921
BALCONY
$2,248
SUITE
$3,680
Save 686
From 1,419
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: 15 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao (+1 more), Bonaire
Exclusive Deal
INSIDE
$1,844
OCEANVIEW
$1,865
BALCONY
$2,546
SUITE
$3,938
Save 755
From 1,581
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
$3,225
OCEANVIEW
$4,146
BALCONY
$5,066
SUITE
$8,399
From 3,225
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 2024 to Apr 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,289
OCEANVIEW
$1,296
BALCONY
$2,038
SUITE
$2,302
Save 1,298
From 1,094
View Trip
19 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten, USA
INSIDE
$4,478
OCEANVIEW
$5,859
BALCONY
$7,124
SUITE
$11,722
From 4,478
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
$1,587
OCEANVIEW
$1,656
BALCONY
$1,967
SUITE
$3,333
Save 673
From 1,392
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, Antigua and Barbuda (+1 more), Barbados
Exclusive Deal
INSIDE
$1,225
OCEANVIEW
$1,433
BALCONY
$2,511
SUITE
$2,553
Save 865
From 1,064
View Trip
8 Day Caribbean Cruise with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Ships: Norwegian Epic, Norwegian Viva
Departures: Dec 2024 to Apr 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados (+2 more), Saint Lucia, Sint Maarten
Exclusive Solo Offer
INSIDE
$1,564
OCEANVIEW
$3,354
BALCONY
$2,176
SUITE
$2,481
From 1,564
View Trip
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
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
16 Day Caribbean & Panama Canal with Viking Cruises
Cruise
 (4)

16 Days (15 Nights) San Juan to Los Angeles
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 29 March 2026
Countries Visited: Puerto Rico, Curacao, Colombia, Panama (+3 more), Costa Rica, Mexico, USA
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$8,410
SUITE
$16,825
Save 1,085
From 8,410
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 1,089
From 8,311
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: 07 December 2025
Countries Visited: Puerto Rico, Bonaire, Curacao, Aruba (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$1,485
OCEANVIEW
$1,771
BALCONY
$2,079
SUITE
$3,414
Save 615
From 1,297
View Trip
8 Day Resilient New Year's Ahoy with Virgin Voyages
Cruise
 (4)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 28 December 2024
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$3,036
OCEANVIEW
$3,429
BALCONY
$3,780
SUITE
$8,402
From 3,036
View Trip
11 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 16 February 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+3 more), Bonaire, Curacao, Aruba
Exclusive Deal
INSIDE
$2,166
OCEANVIEW
$2,501
BALCONY
$4,938
SUITE
$6,802
Save 832
From 1,876
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
$1,335
OCEANVIEW
$1,485
BALCONY
$2,570
SUITE
$2,855
Save 795
From 1,335
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
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 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,568
OCEANVIEW
$1,813
BALCONY
$3,253
SUITE
$3,673
Save 3,073
From 1,297
View Trip
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