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166 Cruises (308 Departures)
166 Cruises (308 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
(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
(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
(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
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 24 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Guadeloupe, Dominica, Grenada
Exclusive Savings
Inside
$2,314
Oceanview
$2,325
Balcony
$4,244
Suite
$5,313
From (Per Person)
A$2,314
Per Person
Cruise
(1)
A Journey Across Caribbean Culture & Volcanic Landscapes
8 Days (7 Nights) San Juan to San Juan
Cruise Line: 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
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
(2)
Southern Caribbean Cruise New Year’s
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 26 December 2027
Visits: Puerto Rico, Saint Martin, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Inside
$2,474
Oceanview
$2,682
Balcony
$3,096
Suite
$6,627
From (Per Person)
A$2,474
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: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Dominica, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,212
Oceanview
$1,307
Balcony
$2,356
Suite
$2,661
From (Per Person)
A$1,212
Save 707
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
(2)
Southern Caribbean & Aruban Holidays
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 18 December 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Aruba, Curacao
Inside
$1,646
Oceanview
$1,883
Balcony
$2,355
Suite
$7,338
From (Per Person)
A$1,646
Per Person
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,101
Oceanview
$1,171
Balcony
$1,834
Suite
$2,294
From (Per Person)
A$1,101
Save 903
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: 15 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$3,001
Oceanview
$3,075
Balcony
$3,045
Suite
$3,566
From (Per Person)
A$3,001
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
7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 14 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Inside
$1,322
Oceanview
$1,501
Balcony
$1,766
Suite
$4,873
From (Per Person)
A$1,322
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: 18 July 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominican Republic
Exclusive Savings
Inside
$2,693
Oceanview
-
Balcony
-
Suite
-
From (Per Person)
A$2,693
Save 1,406
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
(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
(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: 17 January 2027
Visits: Puerto Rico, Saint Martin, Martinique, Grenada +4 more, Saint Lucia, Barbados, Virgin Islands, Antigua and Barbuda
Exclusive Savings
Inside
$2,680
Oceanview
$2,857
Balcony
$4,818
Suite
$6,174
From (Per Person)
A$2,680
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
(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
(1)
Southern Caribbean Adventurer From San Juan
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,462
Oceanview
$2,735
Balcony
$3,373
Suite
$4,333
From (Per Person)
A$2,462
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
(1)
Southern Caribbean with Barbados and Tortola
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Exclusive Savings
Inside
$1,369
Oceanview
$1,500
Balcony
$2,013
Suite
$2,577
From (Per Person)
A$1,369
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: 17 January 2027
Visits: Puerto Rico, Bonaire, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,449
Oceanview
$2,523
Balcony
$2,688
Suite
$3,104
From (Per Person)
A$2,449
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 09 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,254
Oceanview
$2,888
Balcony
$3,333
Suite
$4,690
From (Per Person)
A$2,254
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: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Saint Kitts and Nevis
Just Cruise Fare
Exclusive Savings
Inside
$2,629
Oceanview
$2,703
Balcony
$2,851
Suite
$3,045
From (Per Person)
A$2,629
Per Person
Cruise
(1)
Southern Caribbean Holiday
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 31 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Vincent
Exclusive Savings
Inside
$2,070
Oceanview
$2,378
Balcony
$3,837
Suite
$4,630
From (Per Person)
A$2,070
Save 1,101
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$2,680
Oceanview
$2,791
Balcony
$3,294
Suite
$4,957
From (Per Person)
A$2,680
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: 20 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,405
Oceanview
$2,672
Balcony
$3,029
Suite
$4,295
From (Per Person)
A$2,405
Per Person
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