Filter Results
248 Cruises (422 Departures)
248 Cruises (422 Departures)
Departures
Duration
4 Days
25 Days
Countries Visited
End City
Ship Features
Operators
Price
$700pp
$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
$11,461
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: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,197
Oceanview
$2,271
Balcony
$2,643
Suite
$2,986
From (Per Person)
A$2,197
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: 16 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Exclusive Savings
Inside
$1,160
Oceanview
$1,290
Balcony
$1,526
Suite
$2,546
From (Per Person)
A$1,160
Per Person
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,022
Oceanview
$2,127
Balcony
$4,181
Suite
$5,883
From (Per Person)
A$2,022
Per Person
Cruise
(1)
Southern Caribbean Holiday
9 Days (8 Nights) San Juan to San Juan
Operator: 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
$3,892
Suite
$4,630
From (Per Person)
A$2,001
Save 1,068
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
$1,159
Oceanview
$1,318
Balcony
$1,506
Suite
$2,179
From (Per Person)
A$1,159
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
$2,449
Oceanview
$2,672
Balcony
$3,029
Suite
$4,295
From (Per Person)
A$2,449
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: 17 January 2027
Visits: Puerto Rico, Bonaire, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,077
Oceanview
$2,182
Balcony
$2,479
Suite
$2,747
From (Per Person)
A$2,077
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
$1,160
Oceanview
$1,678
Balcony
$1,902
Suite
$3,031
From (Per Person)
A$1,160
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
$2,301
Oceanview
$2,449
Balcony
$2,896
Suite
$3,938
From (Per Person)
A$2,301
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
$2,153
Oceanview
$2,795
Balcony
$3,917
Suite
-
From (Per Person)
A$2,153
Save 1,153
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,517
Oceanview
$3,147
Balcony
$3,438
Suite
$4,953
From (Per Person)
A$2,517
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
(2)
Southern Caribbean Cruise New Year’s
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 26 December 2027
Visits: Puerto Rico, Saint Martin, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Inside
$2,429
Oceanview
$2,836
Balcony
$3,039
Suite
$6,501
From (Per Person)
A$2,429
Per Person
Cruise
(6)
Southern Caribbean Cruise: Martinique, Grenada & U.S. Virgin Islands
9 Days (8 Nights) San Juan to Bridgetown
Operator: Azamara
Ship: Azamara Quest
Departure: 06 November 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +4 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Exclusive Savings
Inside
$2,987
Oceanview
$3,732
Balcony
$4,514
Suite
$6,822
From (Per Person)
A$2,987
Save 202
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: Feb 2028 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,214
Oceanview
$1,327
Balcony
$2,171
Suite
$2,694
From (Per Person)
A$1,214
Save 755
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
$5,934
From (Per Person)
A$5,934
Save 121
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: 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
(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
$2,181
Oceanview
$2,648
Balcony
$3,270
Suite
$4,190
From (Per Person)
A$2,181
Per Person
Cruise
(1)
A Journey Through Coastal History & the Heart of the Amazon
12 Days (11 Nights) San Juan to Manaus
Operator: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visits: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Exclusive Savings
Suite
$10,653
From (Per Person)
A$10,653
Save 217
Per Person
Cruise
(1)
San Juan To Colon Cruise
8 Days (7 Nights) San Juan to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departure: 27 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Curacao, Panama
Exclusive Savings
Inside
$1,097
Oceanview
$1,175
Balcony
$1,842
Suite
$2,349
From (Per Person)
A$1,097
Save 669
Per Person
Cruise
(1)
Southern Caribbean with ABC Islands
8 Days (7 Nights) San Juan to Fort Lauderdale
Operator: Princess
Ship: Emerald Princess
Departure: 26 March 2028
Visits: Puerto Rico, Curacao, Aruba, Bonaire, USA
Exclusive Savings
Inside
$1,308
Oceanview
$1,595
Balcony
$2,407
Suite
$3,743
From (Per Person)
A$1,308
Per Person
Cruise
(1)
Southern Caribbean with Barbados and Tortola Holiday
8 Days (7 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, Grenada, Barbados
Exclusive Savings
Inside
$1,585
Oceanview
$1,553
Balcony
$1,882
Suite
$3,664
From (Per Person)
A$1,553
Per Person
Cruise
(1)
Southern Caribbean with Barbados and Tortola
8 Days (7 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, Grenada, Barbados
Exclusive Savings
Inside
$1,407
Oceanview
$1,539
Balcony
$1,803
Suite
$2,615
From (Per Person)
A$1,407
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: 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
(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
$2,739
Oceanview
$3,503
Balcony
$4,238
Suite
-
From (Per Person)
A$2,739
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
(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
$1,011
Oceanview
$1,193
Balcony
$1,557
Suite
$2,141
From (Per Person)
A$1,095
Save 655
Per Person
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,019
Oceanview
$1,108
Balcony
$1,689
Suite
$2,307
From (Per Person)
A$1,067
Save 906
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 20 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$1,515
Oceanview
$1,718
Balcony
$1,820
Suite
$5,783
From (Per Person)
A$1,515
Per Person
No trips found. Try adjusting the search filters.
