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Cruises from San Juan

Choose from 247 unique cruises starting in San Juan, and travelling to Barcelona, Bridgetown, Cartagena, Colon, Fort Lauderdale and more. December is the most popular month to join a cruise from San Juan and you can select from 425 departures available from thirteen leading cruise lines.
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247 Cruises (425 Departures)
247 Cruises (425 Departures)
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Duration
4 Days
25 Days
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Price
$800pp
$28,620pp
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8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,052
Oceanview
$1,092
Balcony
$1,834
Suite
$2,245
From (Per Person)
A$1,052
Save 869
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,640
Oceanview
$3,026
Balcony
$3,571
Suite
$6,204
From (Per Person)
A$2,640
Per Person
View Trip
8 Day A Journey Through Tropical Utopia & Rhythmic Streets with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora II
Departure: 12 March 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 07 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Dominica, Barbados, Saint Kitts and Nevis, Grenada
Exclusive Savings
Inside
$2,214
Oceanview
$2,705
Balcony
$4,016
Suite
$7,015
From (Per Person)
A$2,214
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Feb 2028 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,214
Oceanview
$1,327
Balcony
$2,171
Suite
$2,645
From (Per Person)
A$1,214
Save 755
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 27 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,181
Oceanview
$2,270
Balcony
$2,627
Suite
$3,640
From (Per Person)
A$2,181
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 28 February 2027
Visits: Puerto Rico, Saint Martin, Martinique, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$993
Oceanview
$973
Balcony
$1,666
Suite
$2,775
From (Per Person)
A$973
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia Holiday with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,231
Oceanview
$1,486
Balcony
$1,785
Suite
$2,795
From (Per Person)
A$1,231
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 05 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Dominica
Exclusive Savings
Inside
$2,462
Oceanview
$2,763
Balcony
$3,373
Suite
$4,303
From (Per Person)
A$2,462
Per Person
View Trip
8 Day Southern Caribbean Holiday Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Inside
$1,515
Oceanview
$1,615
Balcony
$1,717
Suite
$5,884
From (Per Person)
A$1,515
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,419
Balcony
$2,777
Suite
$4,131
From (Per Person)
A$2,121
Per Person
View Trip
9 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 20 November 2026
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba, Saint Kitts and Nevis, Saint Martin
Inside
$1,382
Oceanview
$1,498
Balcony
$1,731
Suite
$6,260
From (Per Person)
A$1,382
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 02 January 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,819
Oceanview
$1,920
Balcony
$2,124
Suite
$5,782
From (Per Person)
A$1,819
Per Person
View Trip
12 Day A Journey Through Coastal History & the Heart of the Amazon with Explora Journeys
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Operator: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visits: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Exclusive Savings
Suite
$10,653
From (Per Person)
A$10,653
Save 217
Per Person
View Trip
8 Day San Juan To Colon Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departure: 27 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Curacao, Panama
Exclusive Savings
Inside
$1,097
Oceanview
$1,175
Balcony
$1,842
Suite
$2,273
From (Per Person)
A$1,097
Save 669
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,072
Oceanview
$1,251
Balcony
$1,617
Suite
$2,250
From (Per Person)
A$1,072
Per Person
View Trip
15 Day Eastern Caribbean Cruise: Antigua, Grenada & Saint Lucia with Azamara Cruises
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Quest
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +8 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Exclusive Savings
Inside
$5,000
Oceanview
$6,313
Balcony
$7,672
Suite
$11,657
From (Per Person)
A$5,000
Save 339
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 06 March 2027
Visits: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Inside
$1,616
Oceanview
$1,717
Balcony
$1,819
Suite
$5,782
From (Per Person)
A$1,616
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,244
Oceanview
$2,763
Balcony
$3,056
Suite
$4,195
From (Per Person)
A$2,244
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 06 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +4 more, Grenada, Barbados, Saint Martin, Saint Lucia
Exclusive Savings
Inside
$2,244
Oceanview
$3,276
Balcony
$3,769
Suite
$5,501
From (Per Person)
A$2,244
Per Person
View Trip
19 Day Caribbean Holiday Cruise: San Juan, St. Barts & Curacao with Azamara Cruises
Cruise
 (5)

19 Days (18 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Journey
Departure: 18 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy +8 more, Martinique, Saint Vincent, Trinidad and Tobago, Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,564
Suite
$20,060
From (Per Person)
A$9,564
Save 165
Per Person
View Trip
9 Day Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada with Azamara Cruises
Cruise
 (6)

9 Days (8 Nights) San Juan to Bridgetown
Operator: Azamara
Ship: Azamara Quest
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica +4 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Exclusive Savings
Inside
$4,019
Oceanview
$5,052
Balcony
$6,169
Suite
$9,437
From (Per Person)
A$4,019
Save 280
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visits: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Inside
$1,310
Oceanview
$1,413
Balcony
$1,515
Suite
$5,376
From (Per Person)
A$1,310
Per Person
View Trip
16 Day Eastern Caribbean Cruise: Antigua, Grenada & Saint Lucia with Azamara Cruises
Cruise
 (6)

16 Days (15 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Quest
Departure: 06 November 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +8 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Exclusive Savings
Inside
$5,393
Oceanview
$6,706
Balcony
$8,251
Suite
$12,450
From (Per Person)
A$5,393
Save 366
Per Person
View Trip
9 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 29 January 2027
Visits: Puerto Rico, Aruba, Curacao, Bonaire, Martinique, Saint Martin
Inside
$2,312
Oceanview
$2,428
Balcony
$2,544
Suite
$6,957
From (Per Person)
A$2,312
Per Person
View Trip
7 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,198
Oceanview
$1,287
Balcony
$2,022
Suite
$2,425
From (Per Person)
A$1,198
Save 713
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 11 December 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Lucia, Aruba
Inside
$1,209
Oceanview
$1,413
Balcony
$1,894
Suite
$5,590
From (Per Person)
A$1,209
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,271
Oceanview
$2,345
Balcony
$2,643
Suite
$3,060
From (Per Person)
A$2,271
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 11 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Just Cruise Fare
Exclusive Savings
Inside
$2,077
Oceanview
$2,345
Balcony
$2,687
Suite
$3,894
From (Per Person)
A$2,077
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 20 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$1,515
Oceanview
$1,617
Balcony
$1,718
Suite
$5,783
From (Per Person)
A$1,515
Per Person
View Trip
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