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195 Cruises (370 Departures)
195 Cruises (370 Departures)
Departures
Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
Price
$800pp
$26,320pp
Countries
Cruise
(1)
West Indies Explorer
11 Days (10 Nights) San Juan to San Juan
Operator: Viking
Departures: Nov 2026 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Balcony
$6,218
Suite
$9,354
From (Per Person)
A$6,218
Save 1,377
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 04 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,256
Oceanview
$2,405
Balcony
$2,777
Suite
$3,744
From (Per Person)
A$2,256
Per Person
Cruise
(1)
A Journey Across Caribbean Culture & Volcanic Landscapes
8 Days (7 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 16 January 2028
Visits: Puerto Rico, Saint Vincent, Saint Lucia, Barbados, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Suite
$5,958
From (Per Person)
A$5,958
Save 122
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 19 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,151
Oceanview
$2,360
Balcony
$2,777
Suite
$4,042
From (Per Person)
A$2,151
Per Person
Cruise
(1)
Southern Caribbean Adventurer
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
$2,046
Oceanview
$3,110
Balcony
$3,304
Suite
$5,521
From (Per Person)
A$2,046
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 21 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,271
Oceanview
$2,316
Balcony
$2,599
Suite
$3,090
From (Per Person)
A$2,271
Per Person
Cruise
(1)
Southern Caribbean with Barbados and Tortola
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Exclusive Savings
Inside
$1,191
Oceanview
$1,548
Balcony
$1,726
Suite
$2,557
From (Per Person)
A$1,191
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
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
$2,047
Oceanview
$1,944
Balcony
$2,331
Suite
$2,718
From (Per Person)
A$1,944
Per Person
Cruise
(1)
Southern Caribbean with Barbados and St. Lucia
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 02 January 2028
Visits: Puerto Rico, Saint Martin, Virgin Islands, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,092
Oceanview
$1,340
Balcony
$1,528
Suite
$2,013
From (Per Person)
A$1,092
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 28 February 2027
Visits: Puerto Rico, Saint Martin, Martinique, Dominica +5 more, Grenada, Barbados, Virgin Islands, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$1,947
Oceanview
$2,178
Balcony
-
Suite
$6,977
From (Per Person)
A$1,947
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 28 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Lucia, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$1,884
Oceanview
$1,943
Balcony
$2,136
Suite
$3,536
From (Per Person)
A$1,884
Per Person
Cruise
(2)
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 14 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
$1,499
Suite
-
From (Per Person)
A$1,499
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 11 March 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Martinique, Dominica, Saint Martin
Inside
$1,311
Oceanview
$1,921
Balcony
$2,124
Suite
$5,384
From (Per Person)
A$1,311
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Maarten
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
$1,062
Balcony
$1,587
Suite
$2,775
From (Per Person)
A$993
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica +4 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Grenada
Exclusive Savings
Inside
$2,244
Oceanview
$2,652
Balcony
$2,908
Suite
$4,531
From (Per Person)
A$2,244
Per Person
Cruise
(2)
Southern Caribbean & Aruban Nights
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
$1,108
Oceanview
$1,311
Balcony
$1,514
Suite
$5,069
From (Per Person)
A$1,108
Per Person
Cruise
(2)
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Jan 2027 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
Inside
$1,211
Oceanview
$1,298
Balcony
$1,385
Suite
$4,519
From (Per Person)
A$1,211
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 02 January 2028
Visits: Puerto Rico, Saint Martin, Virgin Islands, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,056
Oceanview
$2,652
Balcony
$2,908
Suite
$4,135
From (Per Person)
A$2,056
Per Person
Cruise
(6)
Caribbean Cruise: San Juan, St. Lucia & St. Kitts
15 Days (14 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Quest
Departure: 05 December 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
Azamara Always Included
Exclusive Savings
Inside
$4,429
Oceanview
$5,390
Balcony
$6,811
Suite
$10,584
From (Per Person)
A$4,429
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 21 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Martinique, Dominica, Grenada
Exclusive Savings
Inside
$1,998
Oceanview
$2,344
Balcony
$4,086
Suite
$6,284
From (Per Person)
A$1,998
Per Person
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 30 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$978
Oceanview
$1,105
Balcony
$2,358
Suite
$3,226
From (Per Person)
A$1,352
Save 181
Per Person
Cruise
(2)
Southern Caribbean & Aruban Holidays
9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 18 December 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Aruba, Curacao
Inside
$1,614
Oceanview
$2,194
Balcony
$2,542
Suite
$7,023
From (Per Person)
A$1,614
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 14 March 2027
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,182
Oceanview
$2,226
Balcony
$2,434
Suite
$3,149
From (Per Person)
A$2,182
Per Person
Cruise
(6)
Caribbean Cruise: San Juan, Antigua & St. Lucia
14 Days (13 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Journey
Departure: 05 December 2026
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
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$16,177
From (Per Person)
A$16,177
Save 302
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,314
Oceanview
$2,832
Balcony
$3,502
Suite
$4,690
From (Per Person)
A$2,314
Per Person
Cruise
(2)
Southern Caribbean & Aruban Nights
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,108
Oceanview
$1,718
Balcony
$1,921
Suite
$5,384
From (Per Person)
A$1,108
Per Person
Cruise
(1)
Southern Caribbean with Barbados and St. Lucia
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,092
Oceanview
$1,587
Balcony
$1,884
Suite
$3,033
From (Per Person)
A$1,092
Per Person
Cruise
(2)
Southern Caribbean Holiday Cruise
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
$1,311
Oceanview
$1,413
Balcony
$1,514
Suite
$5,577
From (Per Person)
A$1,311
Per Person
Cruise
(1)
Southern Caribbean From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Nov 2026 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$1,386
Oceanview
$1,382
Balcony
$1,726
Suite
$2,131
From (Per Person)
A$1,382
Save 25
Per Person
Cruise
(2)
Southern Caribbean Cruise
9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 19 March 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Dominica, Saint Martin
Inside
$1,383
Oceanview
$1,499
Balcony
$1,847
Suite
$6,258
From (Per Person)
A$1,383
Per Person
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