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164 Cruises (306 Departures)
164 Cruises (306 Departures)
Departures
Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
Price
$800pp
$27,550pp
Countries
Cruise
(1)
West Indies Explorer
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking
Departures: Nov 2026 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Balcony
$5,238
Suite
$9,354
From (Per Person)
A$5,238
Save 1,391
Per Person
Cruise
(1)
Southern Caribbean Adventurer From San Juan
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$2,383
Oceanview
$2,638
Balcony
$3,076
Suite
$4,264
From (Per Person)
A$2,383
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departures: Dec 2026 to Mar 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
$2,432
Oceanview
$2,566
Balcony
$3,917
Suite
$5,927
From (Per Person)
A$2,432
Save 38
Per Person
Cruise
(2)
Southern Caribbean Cruise
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 March 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Dominica, Saint Martin
Inside
$1,882
Oceanview
$2,237
Balcony
$2,592
Suite
$6,734
From (Per Person)
A$1,882
Per Person
Cruise
(1)
Southern Caribbean Adventurer Holiday
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 12 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,185
Oceanview
$2,666
Balcony
$3,442
Suite
$4,897
From (Per Person)
A$2,185
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 February 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,232
Oceanview
$1,440
Balcony
$1,957
Suite
$5,695
From (Per Person)
A$1,232
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 14 March 2027
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,390
Oceanview
$2,375
Balcony
$2,613
Suite
$3,342
From (Per Person)
A$2,375
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Antigua and Barbuda, Saint Martin
Inside
$1,130
Oceanview
$1,336
Balcony
$1,854
Suite
$5,696
From (Per Person)
A$1,130
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Feb 2028 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,255
Oceanview
$2,553
Balcony
$2,925
Suite
$4,265
From (Per Person)
A$2,255
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Lucia
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visits: Puerto Rico, Saint Martin, Martinique, Grenada, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,458
Oceanview
$1,569
Balcony
$2,498
Suite
$3,191
From (Per Person)
A$1,458
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Kitts
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 28 February 2027
Visits: Puerto Rico, Saint Martin, Martinique, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$973
Oceanview
$1,153
Balcony
$1,587
Suite
$2,706
From (Per Person)
A$973
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Thomas
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,092
Oceanview
$1,167
Balcony
$1,924
Suite
$2,320
From (Per Person)
A$1,092
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Lucia
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,072
Oceanview
$1,070
Balcony
$1,528
Suite
$1,944
From (Per Person)
A$1,070
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$2,383
Oceanview
$2,735
Balcony
$3,442
Suite
$4,412
From (Per Person)
A$2,383
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Kitts
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,043
Oceanview
$1,251
Balcony
$1,805
Suite
$2,280
From (Per Person)
A$1,043
Per Person
Cruise
(4)
Caribbean Cruise: San Juan, Antigua & St. Lucia
14 Days (13 Nights) San Juan to San Juan
Cruise Line: 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
$7,787
Suite
$10,727
From (Per Person)
A$7,787
Save 132
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica +4 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda
Exclusive Savings
Inside
$2,106
Oceanview
$2,311
Balcony
$3,798
Suite
$4,709
From (Per Person)
A$2,106
Per Person
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 14 November 2026
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$939
Oceanview
$1,051
Balcony
$1,501
Suite
$2,134
From (Per Person)
A$939
Save 597
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 31 January 2027
Visits: Puerto Rico, Curacao, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,464
Oceanview
$2,523
Balcony
$2,821
Suite
$2,896
From (Per Person)
A$2,464
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 11 March 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Martinique, Dominica, Saint Martin
Inside
$1,336
Oceanview
$1,543
Balcony
$1,854
Suite
$5,695
From (Per Person)
A$1,336
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 06 December 2026
Visits: Puerto Rico, Saint Martin, Saint Lucia, Barbados, Saint Kitts and Nevis, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,523
Oceanview
$2,599
Balcony
$2,925
Suite
$3,223
From (Per Person)
A$2,523
Per Person
Cruise
(1)
Southern Caribbean with Barbados and St. Lucia Holiday
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,459
Oceanview
$1,445
Balcony
$1,736
Suite
$2,835
From (Per Person)
A$1,445
Per Person
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: 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
$1,246
Oceanview
$1,327
Balcony
$2,223
Suite
$2,694
From (Per Person)
A$1,246
Save 774
Per Person
Cruise
(2)
Southern Caribbean Holiday Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Inside
$1,542
Oceanview
$1,749
Balcony
$1,957
Suite
$6,202
From (Per Person)
A$1,542
Per Person
Cruise
(2)
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Cruise Line: 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
$1,234
Oceanview
$1,500
Balcony
$1,767
Suite
$5,050
From (Per Person)
A$1,234
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Mar 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,182
Oceanview
$2,479
Balcony
$2,851
Suite
$3,834
From (Per Person)
A$2,182
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: 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
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 06 March 2027
Visits: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Inside
$1,542
Oceanview
$1,853
Balcony
$2,164
Suite
$5,892
From (Per Person)
A$1,542
Per Person
Cruise
(1)
Southern Caribbean with Barbados and St. Lucia
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 16 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Exclusive Savings
Inside
$1,112
Oceanview
$1,583
Balcony
$1,785
Suite
$2,617
From (Per Person)
A$1,112
Per Person
Cruise
(2)
Southern Caribbean Cruise
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 November 2026
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba, Saint Kitts and Nevis, Saint Martin
Inside
$1,883
Oceanview
$2,238
Balcony
$2,356
Suite
$6,734
From (Per Person)
A$1,883
Per Person
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