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247 Cruises (425 Departures)
247 Cruises (425 Departures)
Departures
Duration
4 Days
25 Days
Countries Visited
End City
Ship Features
Operators
Price
$800pp
$28,620pp
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
$6,610
Suite
$9,354
From (Per Person)
A$6,610
Save 1,385
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: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$2,405
Oceanview
$2,479
Balcony
$2,553
Suite
$3,001
From (Per Person)
A$2,405
Per Person
Cruise
(1)
Southern Caribbean with Barbados and Tortola
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,141
Oceanview
$1,306
Balcony
$1,547
Suite
$2,151
From (Per Person)
A$1,141
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
$2,047
Oceanview
$2,166
Balcony
$2,242
Suite
$2,866
From (Per Person)
A$2,047
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: 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
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: 05 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Just Cruise Fare
Exclusive Savings
Inside
$2,136
Oceanview
$2,464
Balcony
$2,806
Suite
$4,101
From (Per Person)
A$2,136
Per Person
Cruise
(6)
Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba
18 Days (17 Nights) San Juan to Miami
Operator: Azamara
Ship: Azamara Quest
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica +10 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Exclusive Savings
Inside
$7,881
Oceanview
$9,678
Balcony
$11,893
Suite
$18,094
From (Per Person)
A$7,881
Save 548
Per Person
Cruise
(5)
Caribbean Cruise: San Juan, Antigua & Barbados
15 Days (14 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Journey
Departure: 21 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +9 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$5,407
Balcony
$6,534
Suite
$9,895
From (Per Person)
A$5,407
Save 82
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: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Saint Kitts and Nevis
Just Cruise Fare
Exclusive Savings
Inside
$2,271
Oceanview
$2,420
Balcony
$2,792
Suite
$3,134
From (Per Person)
A$2,271
Per Person
Cruise
(12)
Southern Caribbean with Aruba
8 Days (7 Nights) San Juan to Fort Lauderdale
Operator: Princess
Ship: Crown Princess
Departure: 28 March 2027
Visits: Puerto Rico, Saint Martin, Aruba, Curacao, USA
Exclusive Savings
Inside
$973
Oceanview
$1,098
Balcony
$2,062
Suite
$2,735
From (Per Person)
A$973
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
$1,142
Oceanview
$1,667
Balcony
$1,884
Suite
$3,013
From (Per Person)
A$1,142
Per Person
Cruise
(1)
Transatlantic Repositioning Cruise
18 Days (17 Nights) San Juan to Rome
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 04 April 2027
Visits: Puerto Rico, Portugal, Spain, France, Italy
Just Cruise Fare
Exclusive Savings
Inside
$5,315
Oceanview
$5,361
Balcony
$5,837
Suite
$7,400
From (Per Person)
A$5,315
Per Person
Cruise
(2)
Southern Caribbean Halloween Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 31 October 2026
Visits: Puerto Rico, Curacao, Aruba, Martinique, Saint Kitts and Nevis
Inside
$1,717
Oceanview
$1,820
Balcony
$1,922
Suite
$5,376
From (Per Person)
A$1,717
Per Person
Cruise
(1)
Southern Caribbean Cruise
11 Days (10 Nights) San Juan to Miami
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 06 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Barbados, Saint Lucia, Dominica, USA
Exclusive Savings
Inside
$2,241
Oceanview
$2,794
Balcony
$3,734
Suite
-
From (Per Person)
A$2,241
Save 1,193
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
$4,782
From (Per Person)
A$1,211
Per Person
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: 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
$1,060
Oceanview
$1,144
Balcony
$1,598
Suite
$2,721
From (Per Person)
A$1,060
Save 679
Per Person
Cruise
(1)
Southern Caribbean Adventurer Holiday
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,640
Oceanview
$3,026
Balcony
$3,373
Suite
$5,551
From (Per Person)
A$2,640
Per Person
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Dec 2027 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,135
Oceanview
$1,263
Balcony
$1,994
Suite
$2,409
From (Per Person)
A$1,135
Save 726
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
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 16 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Barbados, Saint Lucia, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,155
Oceanview
$2,694
Balcony
$3,155
Suite
$4,719
From (Per Person)
A$2,155
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: 18 March 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados, Saint Lucia
Just Cruise Fare
Exclusive Savings
Inside
$2,270
Oceanview
$2,642
Balcony
$2,896
Suite
$4,250
From (Per Person)
A$2,270
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
$1,006
Oceanview
$1,060
Balcony
$2,030
Suite
$2,917
From (Per Person)
A$1,006
Save 611
Per Person
Cruise
(5)
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
$7,327
Suite
$9,669
From (Per Person)
A$7,327
Save 122
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: 14 November 2026
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$1,058
Oceanview
$1,128
Balcony
$2,039
Suite
$2,458
From (Per Person)
A$1,058
Save 652
Per Person
Cruise
(2)
Eastern Caribbean: San Juan to Miami
6 Days (5 Nights) San Juan to Miami
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 10 April 2027
Visits: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Inside
$1,155
Oceanview
$1,227
Balcony
$1,299
Suite
$3,477
From (Per Person)
A$1,155
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,700
Oceanview
$3,037
Balcony
$5,472
Suite
$7,204
From (Per Person)
A$2,700
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Thomas
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$993
Oceanview
$1,250
Balcony
$2,102
Suite
$2,527
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: 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
$2,680
Oceanview
$3,040
Balcony
$3,719
Suite
$4,719
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
Operator: 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
$2,107
Oceanview
$2,301
Balcony
$2,479
Suite
$3,001
From (Per Person)
A$2,107
Per Person
Cruise
(2)
Southern Caribbean Cruise
9 Days (8 Nights) San Juan to San Juan
Operator: 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
$1,381
Oceanview
$1,615
Balcony
$2,195
Suite
$6,272
From (Per Person)
A$1,381
Per Person
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