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235 Cruises (398 Departures)
235 Cruises (398 Departures)
Departures
Duration
4 Days
25 Days
Countries Visited
End City
Ship Features
Operators
Price
$700pp
$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
(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)
A Journey of Tropical Spirits & the Colourful Beauty of the Antilles
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Exclusive Savings
Suite
$7,262
From (Per Person)
A$7,262
Save 148
Per Person
Cruise
(2)
Southern Caribbean & Aruban Nights
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,128
Oceanview
$1,336
Balcony
$1,853
Suite
$5,695
From (Per Person)
A$1,128
Per Person
Cruise
(4)
Caribbean Holiday Cruise: San Juan, St. Barts & Curacao
19 Days (18 Nights) San Juan to San Juan
Cruise Line: Azamara
Ship: Azamara Journey
Departure: 18 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy +8 more, Martinique, Saint Vincent, Trinidad and Tobago, Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$7,585
Balcony
$9,594
Suite
$14,827
From (Per Person)
A$7,585
Save 124
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 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 Holiday
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 24 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,664
Oceanview
$1,760
Balcony
$2,953
Suite
$3,690
From (Per Person)
A$1,664
Save 912
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: 12 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Dominica, Barbados
Exclusive Savings
Inside
$1,191
Oceanview
$1,389
Balcony
$1,686
Suite
$2,240
From (Per Person)
A$1,191
Per Person
Cruise
(5)
Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada
9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara
Ship: Azamara Quest
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica +4 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$4,229
Oceanview
$5,317
Balcony
$6,493
Suite
$9,933
From (Per Person)
A$4,229
Save 70
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Martin
Inside
$1,129
Oceanview
$1,337
Balcony
$1,834
Suite
$5,696
From (Per Person)
A$1,129
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
(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
$2,027
Oceanview
$2,298
Balcony
$3,927
Suite
$5,699
From (Per Person)
A$2,027
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 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
$2,422
Oceanview
$3,123
Balcony
$3,907
Suite
$5,501
From (Per Person)
A$2,422
Per Person
Cruise
(5)
Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba
18 Days (17 Nights) San Juan to Miami
Cruise Line: 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
Azamara Always Included
Exclusive Savings
Inside
$9,156
Oceanview
$11,253
Balcony
$13,850
Suite
$21,102
From (Per Person)
A$9,156
Save 153
Per Person
Cruise
(2)
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 02 January 2028
Visits: Puerto Rico, Saint Vincent, Barbados, Dominica, Saint Martin
Inside
$969
Oceanview
$1,146
Balcony
$1,589
Suite
$4,883
From (Per Person)
A$969
Per Person
Cruise
(1)
Southern Caribbean From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 13 December 2026
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,420
Oceanview
$2,420
Balcony
$2,718
Suite
$2,718
From (Per Person)
A$2,420
Per Person
Cruise
(4)
Southern Caribbean Cruise: Antigua, Grenada & Barbados
8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara
Departures: Nov 2026 to Dec 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +4 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$1,963
Oceanview
$2,443
Balcony
$3,129
Suite
$4,776
From (Per Person)
A$1,963
Save 42
Per Person
Cruise
(1)
Southern Caribbean with ABC Islands
8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 March 2028
Visits: Puerto Rico, Curacao, Aruba, Bonaire, USA
Exclusive Savings
Inside
$1,251
Oceanview
$1,555
Balcony
$2,280
Suite
$3,191
From (Per Person)
A$1,251
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
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,112
Oceanview
$1,347
Balcony
$1,587
Suite
$2,131
From (Per Person)
A$1,112
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
(1)
A Journey to Island Rhythms & Tranquil Bahamian Bliss
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Jan 2028
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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: Dec 2027 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,181
Oceanview
$1,263
Balcony
$1,994
Suite
$2,459
From (Per Person)
A$1,181
Save 726
Per Person
Cruise
(1)
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,198
Oceanview
$1,287
Balcony
$2,022
Suite
$2,474
From (Per Person)
A$1,198
Save 713
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: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,345
Oceanview
$2,464
Balcony
$2,836
Suite
$3,016
From (Per Person)
A$2,345
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 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
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
(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
$2,159
Balcony
$3,798
Suite
$4,709
From (Per Person)
A$2,106
Per Person
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