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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)
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: Dec 2026 to Feb 2027
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,345
Oceanview
$2,539
Balcony
$3,164
Suite
$3,685
From (Per Person)
A$2,345
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
$3,223
Oceanview
$3,416
Balcony
$3,923
Suite
$5,367
From (Per Person)
A$3,223
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: 27 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,151
Oceanview
$1,233
Balcony
$1,979
Suite
$2,441
From (Per Person)
A$1,151
Save 675
Per Person
Cruise
(12)
Eastern Caribbean with St. Kitts
6 Days (5 Nights) San Juan to Bridgetown
Operator: Princess
Ship: Crown Princess
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,190
Oceanview
$1,280
Balcony
$1,586
Suite
$2,833
From (Per Person)
A$1,190
Per Person
Cruise
(1)
A Journey to Island Rhythms & Tranquil Bahamian Bliss
8 Days (7 Nights) San Juan to Miami
Operator: 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 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
$2,077
Oceanview
$2,301
Balcony
$2,747
Suite
$3,938
From (Per Person)
A$2,077
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
$1,587
Oceanview
$1,555
Balcony
$1,884
Suite
$3,666
From (Per Person)
A$1,555
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 05 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Dominica
Exclusive Savings
Inside
$2,482
Oceanview
$2,791
Balcony
$3,373
Suite
$4,333
From (Per Person)
A$2,482
Per Person
Cruise
(2)
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 02 January 2028
Visits: Puerto Rico, Saint Vincent, Barbados, Dominica, Saint Martin
Drinks On Us
Inside
$964
Oceanview
$1,496
Balcony
$1,674
Suite
$4,693
From (Per Person)
A$964
Per Person
Cruise
(1)
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 26 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,972
Oceanview
$2,002
Balcony
$3,079
Suite
$3,508
From (Per Person)
A$1,972
Save 1,071
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
Drinks On Us
Inside
$2,469
Oceanview
$2,882
Balcony
$3,090
Suite
$6,612
From (Per Person)
A$2,469
Per Person
Cruise
(2)
Southern Caribbean & Aruban Nights
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Drinks On Us
Inside
$1,127
Oceanview
$1,746
Balcony
$1,953
Suite
$5,476
From (Per Person)
A$1,127
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: 31 January 2027
Visits: Puerto Rico, Curacao, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,734
Oceanview
$1,779
Balcony
$2,107
Suite
$2,479
From (Per Person)
A$1,734
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 28 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
Drinks On Us
Inside
$1,127
Oceanview
$1,230
Balcony
$1,334
Suite
$3,916
From (Per Person)
A$1,127
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
$2,483
From (Per Person)
A$1,135
Save 727
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 April 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Martin
Drinks On Us
Inside
$1,437
Oceanview
$1,954
Balcony
$2,161
Suite
$5,499
From (Per Person)
A$1,437
Per Person
Cruise
(1)
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Operator: 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
$2,499
From (Per Person)
A$1,198
Save 713
Per Person
Cruise
(2)
Southern Caribbean & Aruban Holidays
9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 18 December 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Aruba, Curacao
Drinks On Us
Inside
$1,641
Oceanview
$2,232
Balcony
$2,585
Suite
$7,143
From (Per Person)
A$1,641
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
$1,645
Oceanview
$1,958
Balcony
$2,062
Suite
$2,925
From (Per Person)
A$1,645
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
$1,215
Oceanview
$1,329
Balcony
$2,172
Suite
$2,721
From (Per Person)
A$1,215
Save 755
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 11 March 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Martinique, Dominica, Saint Martin
Drinks On Us
Inside
$1,333
Oceanview
$1,952
Balcony
$2,160
Suite
$5,476
From (Per Person)
A$1,333
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
$2,482
Oceanview
$2,760
Balcony
$5,976
Suite
$8,748
From (Per Person)
A$2,482
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: 12 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Dominica, Barbados
Exclusive Savings
Inside
$1,290
Oceanview
$1,389
Balcony
$1,656
Suite
$2,102
From (Per Person)
A$1,290
Per Person
Cruise
(6)
Caribbean Cruise: San Juan, St. Lucia & St. Kitts
15 Days (14 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Quest
Departure: 05 December 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
$5,664
Oceanview
$6,928
Balcony
$8,800
Suite
$13,768
From (Per Person)
A$5,664
Save 85
Per Person
Cruise
(1)
Southern Caribbean with Barbados and St. Lucia Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,191
Oceanview
$1,488
Balcony
$1,657
Suite
$2,805
From (Per Person)
A$1,191
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: 13 December 2026
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,527
Oceanview
$1,556
Balcony
$1,854
Suite
$3,060
From (Per Person)
A$1,527
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
$942
Oceanview
$1,021
Balcony
$2,173
Suite
$3,181
From (Per Person)
A$942
Save 437
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
$1,780
Oceanview
$2,865
Balcony
$5,430
Suite
-
From (Per Person)
A$1,780
Save 979
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Kitts
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,072
Oceanview
$1,132
Balcony
$1,627
Suite
$2,280
From (Per Person)
A$1,072
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
Drinks On Us
Inside
$1,539
Oceanview
$1,643
Balcony
$1,745
Suite
$5,569
From (Per Person)
A$1,539
Per Person
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