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165 Cruises (318 Departures)
165 Cruises (318 Departures)
Departures
Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
Price
$900pp
$28,880pp
Countries
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
$1,547
Oceanview
$1,625
Balcony
$2,775
Suite
$3,626
From (Per Person)
A$1,547
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
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Sep 2026 to Oct 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$1,037
Oceanview
$1,094
Balcony
$1,598
Suite
$2,629
From (Per Person)
A$1,037
Save 704
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$1,543
Oceanview
$1,853
Balcony
$2,164
Suite
$5,892
From (Per Person)
A$1,543
Per Person
Cruise
(5)
Eastern Caribbean Cruise: Antigua, Grenada & Saint Lucia
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
Azamara Always Included
Exclusive Savings
Inside
$5,000
Oceanview
$6,313
Balcony
$7,672
Suite
$11,657
From (Per Person)
A$5,000
Save 339
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
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Grenada
Exclusive Savings
Inside
$2,452
Oceanview
$3,304
Balcony
$3,927
Suite
$5,521
From (Per Person)
A$2,452
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$2,036
Oceanview
$2,215
Balcony
$4,007
Suite
$5,769
From (Per Person)
A$2,036
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 February 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,449
Oceanview
$2,599
Balcony
$3,075
Suite
$3,968
From (Per Person)
A$2,449
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
$2,001
Oceanview
$2,378
Balcony
$3,837
Suite
$4,655
From (Per Person)
A$2,001
Save 1,068
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
$2,685
From (Per Person)
A$1,212
Save 707
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 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,181
Oceanview
$2,479
Balcony
$2,851
Suite
$4,191
From (Per Person)
A$2,181
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: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$3,001
Oceanview
$3,045
Balcony
$3,075
Suite
$3,342
From (Per Person)
A$3,001
Per Person
Cruise
(2)
Southern Caribbean Cruise
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Dominica, Saint Martin
Inside
$1,408
Oceanview
$1,645
Balcony
$2,237
Suite
$6,391
From (Per Person)
A$1,408
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: 07 March 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$2,568
Oceanview
$2,628
Balcony
$2,970
Suite
$3,417
From (Per Person)
A$2,568
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 02 January 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,439
Oceanview
$1,750
Balcony
$2,164
Suite
$5,892
From (Per Person)
A$1,439
Per Person
Cruise
(2)
Southern Caribbean & Aruban Nights
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visits: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Inside
$1,440
Oceanview
$1,751
Balcony
$2,062
Suite
$5,477
From (Per Person)
A$1,440
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
(4)
Caribbean Cruise: San Juan, St. Lucia & St. Kitts
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara
Departures: Nov 2026 to Dec 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
$5,326
Oceanview
$5,887
Balcony
$6,906
Suite
$12,802
From (Per Person)
A$5,326
Save 363
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 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 +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,660
Oceanview
$3,013
Balcony
$3,868
Suite
$4,690
From (Per Person)
A$2,660
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
$2,718
Oceanview
$2,792
Balcony
$2,986
Suite
$3,134
From (Per Person)
A$2,718
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$2,086
Oceanview
$2,339
Balcony
$3,769
Suite
$5,848
From (Per Person)
A$2,086
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
$1,062
Oceanview
$1,264
Balcony
$1,686
Suite
$2,241
From (Per Person)
A$1,062
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
$1,144
Balcony
$1,834
Suite
$2,319
From (Per Person)
A$1,101
Save 903
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 From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 25 December 2027
Visits: Puerto Rico, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$3,149
Oceanview
$3,506
Balcony
$3,923
Suite
$5,516
From (Per Person)
A$3,149
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
$1,234
Oceanview
$1,501
Balcony
$1,677
Suite
$4,873
From (Per Person)
A$1,234
Per Person
Cruise
(1)
Southern Caribbean Adventurer Holiday
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,611
Oceanview
$3,082
Balcony
$3,432
Suite
$5,511
From (Per Person)
A$2,611
Per Person
Cruise
(1)
Southern Caribbean with Barbados and Tortola Holiday
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,528
Oceanview
$1,611
Balcony
$1,933
Suite
$3,488
From (Per Person)
A$1,528
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
$2,215
Oceanview
$2,777
Balcony
$3,115
Suite
$4,165
From (Per Person)
A$2,215
Per Person
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