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242 Cruises (411 Departures)
242 Cruises (411 Departures)
Departures
Duration
5 Days
25 Days
Countries Visited
End City
Ship Features
Operators
Price
$800pp
$78,570pp
Countries
Cruise
(1)
West Indies Explorer
11 Days (10 Nights) San Juan to San Juan
Operator: Viking
Departures: Feb 2027 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
$8,129
Suite
$11,461
From (Per Person)
A$8,129
Save 200
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
Departure: 12 February 2028
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,434
Balcony
$2,777
Suite
$4,042
From (Per Person)
A$2,121
Per Person
Cruise
(2)
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 14 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Drinks On Us
Inside
$1,142
Oceanview
$1,231
Balcony
$1,320
Suite
$3,888
From (Per Person)
A$1,142
Per Person
Cruise
(1)
Southern Caribbean Adventurer From San Juan
15 Days (14 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 +5 more, Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,521
Oceanview
$2,985
Balcony
$3,403
Suite
$4,442
From (Per Person)
A$2,521
Per Person
Cruise
(6)
Southern Caribbean Cruise: Antigua, Grenada & Barbados
8 Days (7 Nights) San Juan to Bridgetown
Operator: 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
$1,748
Oceanview
$2,179
Balcony
$2,786
Suite
$3,335
From (Per Person)
A$1,748
Save 54
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: 27 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,330
Oceanview
$2,449
Balcony
$2,703
Suite
$3,521
From (Per Person)
A$2,330
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
$2,136
Oceanview
$2,553
Balcony
$2,777
Suite
$4,042
From (Per Person)
A$2,136
Per Person
Cruise
(1)
A Journey Through Tropical Utopia & Rhythmic Streets
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora II
Departure: 12 March 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
(2)
Southern Caribbean New Year's Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 26 December 2026
Visits: Puerto Rico, Saint Martin, Martinique, Barbados, Saint Lucia, Antigua and Barbuda
Drinks On Us
Inside
$2,262
Oceanview
$2,365
Balcony
$2,468
Suite
$7,118
From (Per Person)
A$2,262
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
$2,185
Oceanview
$2,583
Balcony
$3,096
Suite
$4,759
From (Per Person)
A$2,185
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,502
Oceanview
$3,317
Balcony
$3,650
Suite
$5,854
From (Per Person)
A$2,502
Per Person
Cruise
(1)
A Journey Through Beguiling Tropical Elegance To Vibrant Island Delights
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visits: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Lucia Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Departures: Dec 2026 to Dec 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,162
Oceanview
$1,376
Balcony
$1,785
Suite
$2,845
From (Per Person)
A$1,162
Save 21
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 06 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +4 more, Grenada, Barbados, Saint Martin, Saint Lucia
Exclusive Savings
Inside
$2,264
Oceanview
$3,304
Balcony
$3,670
Suite
$5,521
From (Per Person)
A$2,264
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departures: Jan 2027 to Jan 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
$2,086
Oceanview
$2,316
Balcony
$3,274
Suite
$4,195
From (Per Person)
A$2,086
Per Person
Cruise
(2)
Southern Caribbean & Aruban Nights
9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 29 January 2027
Visits: Puerto Rico, Aruba, Curacao, Bonaire, Martinique, Saint Martin
Drinks On Us
Inside
$1,996
Oceanview
$2,114
Balcony
$2,233
Suite
$6,719
From (Per Person)
A$1,996
Per Person
Cruise
(6)
Southern Caribbean Cruise: Antigua, St. Barts & Martinique
11 Days (10 Nights) San Juan to Bridgetown
Operator: Azamara
Ship: Azamara Journey
Departure: 18 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy +4 more, Martinique, Saint Vincent, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,327
Suite
-
From (Per Person)
A$3,327
Save 52
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Maarten
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 28 February 2027
Visits: Puerto Rico, Saint Martin, Martinique, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$973
Oceanview
$1,062
Balcony
$1,587
Suite
$2,775
From (Per Person)
A$973
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
$985
Oceanview
$999
Balcony
$2,057
Suite
$2,529
From (Per Person)
A$985
Save 618
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$1,987
Oceanview
$2,228
Balcony
$3,670
Suite
$6,739
From (Per Person)
A$1,987
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 07 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Dominica, Barbados, Saint Kitts and Nevis, Grenada
Exclusive Savings
Inside
$2,056
Oceanview
$2,580
Balcony
$4,264
Suite
$7,985
From (Per Person)
A$2,056
Per Person
Cruise
(2)
San Juan to Miami: Grand Turk & Bimini
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
Drinks On Us
Inside
$1,172
Oceanview
$1,247
Balcony
$1,321
Suite
$3,018
From (Per Person)
A$1,172
Per Person
Cruise
(2)
Sisters at Sea: Valiant Lady
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 13 February 2027
Visits: Puerto Rico, Dominican Republic, Turks and Caicos Islands
Drinks On Us
Inside
$3,348
Oceanview
$4,526
Balcony
$2,056
Suite
$6,716
From (Per Person)
A$2,056
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: 13 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,330
Oceanview
$2,553
Balcony
$2,970
Suite
$3,938
From (Per Person)
A$2,330
Per Person
Cruise
(1)
Southern Caribbean Adventurer From San Juan
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,264
Oceanview
$2,791
Balcony
$3,026
Suite
$4,224
From (Per Person)
A$2,264
Per Person
Cruise
(2)
Southern Caribbean Holiday Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Drinks On Us
Inside
$1,332
Oceanview
$1,436
Balcony
$1,540
Suite
$5,672
From (Per Person)
A$1,332
Per Person
Cruise
(1)
Caribbean Cruise
8 Days (7 Nights) San Juan to Galveston
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 22 April 2028
Visits: Puerto Rico, Dominican Republic, Jamaica, Cayman Islands, Mexico, USA
Just Cruise Fare
Exclusive Savings
Inside
$1,646
Oceanview
$1,944
Balcony
$2,391
Suite
$3,433
From (Per Person)
A$1,646
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
$1,161
Oceanview
$1,320
Balcony
$1,508
Suite
$2,181
From (Per Person)
A$1,161
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: 17 October 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$1,202
Oceanview
-
Balcony
-
Suite
-
From (Per Person)
A$1,202
Save 180
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,264
Oceanview
$2,721
Balcony
$2,977
Suite
$4,660
From (Per Person)
A$2,264
Per Person
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