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165 Cruises (318 Departures)
165 Cruises (318 Departures)
Departures
Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
Price
$900pp
$28,880pp
Countries
Cruise
(12)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Saint Lucia, Barbados, Martinique, Grenada
Exclusive Savings
Inside
$2,561
Oceanview
$2,857
Balcony
$5,155
Suite
$6,838
From (Per Person)
A$2,561
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: 20 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,405
Oceanview
$2,672
Balcony
$3,029
Suite
$4,295
From (Per Person)
A$2,405
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: 17 January 2027
Visits: Puerto Rico, Bonaire, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,449
Oceanview
$2,523
Balcony
$2,732
Suite
$3,045
From (Per Person)
A$2,449
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
$1,270
Oceanview
$1,417
Balcony
$1,716
Suite
$2,082
From (Per Person)
A$1,270
Per Person
Cruise
(2)
Southern Caribbean Holiday Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Inside
$1,646
Oceanview
$1,853
Balcony
$1,957
Suite
$6,202
From (Per Person)
A$1,646
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
(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: 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
$2,806
Suite
$3,938
From (Per Person)
A$2,301
Per Person
Cruise
(5)
Eastern Caribbean Cruise: Antigua, Grenada & Saint Lucia
16 Days (15 Nights) San Juan to San Juan
Cruise Line: Azamara
Ship: Azamara Quest
Departure: 06 November 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
$5,393
Oceanview
$6,706
Balcony
$8,251
Suite
$12,450
From (Per Person)
A$5,393
Save 366
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$2,125
Oceanview
$2,680
Balcony
$3,214
Suite
$4,690
From (Per Person)
A$2,125
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
$2,345
Oceanview
$2,345
Balcony
$2,643
Suite
$2,911
From (Per Person)
A$2,345
Per Person
Cruise
(2)
Southern Caribbean Cruise New Year’s
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 26 December 2027
Visits: Puerto Rico, Saint Martin, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Inside
$2,474
Oceanview
$2,682
Balcony
$3,096
Suite
$6,627
From (Per Person)
A$2,474
Per Person
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 28 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
Inside
$1,336
Oceanview
$1,439
Balcony
$1,542
Suite
$4,235
From (Per Person)
A$1,336
Per Person
Cruise
(2)
Southern Caribbean Cruise
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 March 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Dominica, Saint Martin
Inside
$1,882
Oceanview
$2,237
Balcony
$2,592
Suite
$6,734
From (Per Person)
A$1,882
Per Person
Cruise
(1)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$2,215
Oceanview
$2,763
Balcony
$3,155
Suite
$4,610
From (Per Person)
A$2,215
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
Departure: 01 August 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,461
Oceanview
-
Balcony
-
Suite
-
From (Per Person)
A$2,108
Save 189
Per Person
Cruise
(1)
Southern Caribbean with Barbados and St. Lucia
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,132
Oceanview
$1,694
Balcony
$1,964
Suite
$3,003
From (Per Person)
A$1,132
Per Person
Cruise
(2)
Southern Caribbean Cruise
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 November 2026
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba, Saint Kitts and Nevis, Saint Martin
Inside
$1,645
Oceanview
$2,001
Balcony
$2,119
Suite
$6,734
From (Per Person)
A$1,645
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: 19 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,255
Oceanview
$2,553
Balcony
$2,925
Suite
$4,265
From (Per Person)
A$2,255
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
$2,390
Oceanview
$2,494
Balcony
$2,836
Suite
$3,134
From (Per Person)
A$2,390
Per Person
Cruise
(2)
Southern Caribbean & Aruban Nights
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 11 December 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Lucia, Aruba
Inside
$1,234
Oceanview
$1,440
Balcony
$1,931
Suite
$5,696
From (Per Person)
A$1,234
Per Person
Cruise
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 26 December 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,755
Oceanview
$1,822
Balcony
$2,452
Suite
$5,626
From (Per Person)
A$1,755
Save 993
Per Person
Cruise
San Juan to San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 27 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
Exclusive Savings
Oceanview
$6,899
Balcony
$8,114
Suite
$16,709
From (Per Person)
A$6,899
Save 1,901
Per Person
New ReleaseCruise
West Indies Island Hopping
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 27 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$7,808
Suite
$11,042
From (Per Person)
A$7,808
Save 3,137
Per Person
Cruise
San Juan to San Juan
12 Days (11 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 04 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Martinique, Grenada, Bonaire, Curacao, Aruba
Exclusive Savings
Oceanview
$6,586
Balcony
$7,605
Suite
$17,052
From (Per Person)
A$6,586
Save 1,814
Per Person
Cruise
An Extended Journey of Tropical Harmony & Natural Wonders
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands +4 more, Dominican Republic, USA, Guadeloupe, Saint Martin
Exclusive Savings
Suite
$14,112
From (Per Person)
A$14,112
Save 288
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 05 March 2028
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,221
Oceanview
$1,335
Balcony
$2,333
Suite
$2,726
From (Per Person)
A$1,221
Save 718
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 12 December 2027
Visits: Puerto Rico, Saint Vincent, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,123
Oceanview
$1,121
Balcony
$1,689
Suite
$4,731
From (Per Person)
A$1,121
Save 589
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2026 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$965
Oceanview
$995
Balcony
$1,532
Suite
$2,345
From (Per Person)
A$965
Save 599
Per Person
Cruise
An Extended Journey Through Golden Shores & Island Grace
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy +4 more, Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Suite
$15,014
From (Per Person)
A$15,014
Save 306
Per Person
New ReleaseCruise
West Indies Island Hopping
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ships: Emerald Kaia
Departures: Dec 2027 to Nov 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$7,318
Suite
$9,265
From (Per Person)
A$7,318
Save 3,128
Per Person
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