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244 Cruises (415 Departures)
244 Cruises (415 Departures)
Departures
Duration
5 Days
25 Days
Countries Visited
End City
Ship Features
Operators
Price
$800pp
$28,080pp
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
$6,120
Suite
$11,461
From (Per Person)
A$6,120
Save 1,375
Per Person
Cruise
(1)
San Juan to Miami, Fl
9 Days (8 Nights) San Juan to Miami
Operator: Silversea
Ship: Silver Nova
Departure: 29 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, USA
Exclusive Savings
Balcony
$9,604
Suite
$12,544
From (Per Person)
A$9,604
Save 196
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
$2,593
Oceanview
$2,610
Balcony
$2,639
Suite
$3,659
From (Per Person)
A$2,593
Save 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
$2,497
Oceanview
$3,313
Balcony
$3,646
Suite
$5,850
From (Per Person)
A$2,497
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: 15 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$1,660
Oceanview
$1,958
Balcony
$2,330
Suite
$2,509
From (Per Person)
A$1,660
Per Person
Cruise
(1)
A Journey of Tropical Spirits & the Colourful Beauty of the Antilles
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Exclusive Savings
Suite
$6,777
From (Per Person)
A$6,777
Save 138
Per Person
Cruise
(6)
Caribbean Holiday Cruise: San Juan, St. Barts & Curacao
19 Days (18 Nights) San Juan to San Juan
Operator: 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
$7,948
Balcony
$10,682
Suite
$14,778
From (Per Person)
A$7,948
Save 131
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
Azamara Always Included
Exclusive Savings
Inside
$7,537
Oceanview
$9,259
Balcony
$11,372
Suite
$17,433
From (Per Person)
A$7,537
Save 522
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
$1,839
Oceanview
$1,884
Balcony
$2,182
Suite
$2,553
From (Per Person)
A$1,839
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: 21 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,494
Oceanview
$2,539
Balcony
$2,747
Suite
$3,313
From (Per Person)
A$2,494
Per Person
Cruise
(1)
Southern Caribbean with St. Lucia Holiday
6 Days (5 Nights) San Juan to Bridgetown
Operator: Princess
Ship: Emerald Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$862
Oceanview
$1,093
Balcony
$1,258
Suite
$1,980
From (Per Person)
A$862
Per Person
Cruise
(2)
Southern Caribbean & Aruban Nights
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Drinks On Us
Inside
$1,088
Oceanview
$1,685
Balcony
$1,886
Suite
$5,280
From (Per Person)
A$1,088
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: 14 March 2027
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,330
Oceanview
$2,375
Balcony
$2,628
Suite
$3,373
From (Per Person)
A$2,330
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Lucia
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Departures: Jan 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$991
Oceanview
$1,096
Balcony
$1,585
Suite
$1,981
From (Per Person)
A$991
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Nov 2026 to Jan 2027
Visits: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Drinks On Us
Inside
$1,386
Oceanview
$1,486
Balcony
$1,586
Suite
$3,780
From (Per Person)
A$1,386
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
$1,186
Oceanview
$1,286
Balcony
$1,386
Suite
$3,780
From (Per Person)
A$1,186
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
$2,042
Oceanview
$2,155
Balcony
$2,269
Suite
$6,486
From (Per Person)
A$2,042
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
$2,517
Oceanview
$3,091
Balcony
$3,398
Suite
$4,438
From (Per Person)
A$2,517
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Saint Martin, Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands
Drinks On Us
Inside
$1,087
Oceanview
$1,685
Balcony
$1,885
Suite
$5,279
From (Per Person)
A$1,087
Per Person
Cruise
(6)
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
-
Suite
$10,825
From (Per Person)
A$10,825
Save 194
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
$2,260
Oceanview
$2,717
Balcony
$2,973
Suite
$4,656
From (Per Person)
A$2,260
Per Person
Cruise
(12)
Southern Caribbean Adventurer
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
$971
Oceanview
$999
Balcony
$1,684
Suite
$2,773
From (Per Person)
A$971
Per Person
Cruise
(1)
Southern Caribbean Adventurer Holiday
15 Days (14 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 +5 more, Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,398
Oceanview
$2,856
Balcony
$3,388
Suite
$4,893
From (Per Person)
A$2,398
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
$2,032
Oceanview
$2,077
Balcony
$2,405
Suite
$2,688
From (Per Person)
A$2,032
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
$1,080
Oceanview
$1,175
Balcony
$1,842
Suite
$2,416
From (Per Person)
A$1,301
Save 440
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: 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
$3,715
From (Per Person)
A$2,021
Save 555
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 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
$2,181
Oceanview
$2,579
Balcony
$3,091
Suite
$4,755
From (Per Person)
A$2,181
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Dominica, Saint Martin
Drinks On Us
Inside
$1,287
Oceanview
$1,786
Balcony
$1,985
Suite
$5,280
From (Per Person)
A$1,287
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: 14 February 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,032
Oceanview
$2,107
Balcony
$2,628
Suite
$3,357
From (Per Person)
A$2,032
Per Person
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