Filter Results
256 Cruises (438 Departures)
256 Cruises (438 Departures)
Departures
Duration
4 Days
23 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
Price
$700pp
$28,620pp
Countries
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
$1,324
Oceanview
$1,406
Balcony
$2,226
Suite
$4,043
From (Per Person)
A$1,324
Save 502
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
Inside
$931
Oceanview
$1,445
Balcony
$1,616
Suite
$4,524
From (Per Person)
A$931
Per Person
Cruise
(1)
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 26 September 2026
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,569
Oceanview
-
Balcony
$1,693
Suite
-
From (Per Person)
A$1,569
Per Person
Cruise
(3)
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$894
Oceanview
$1,125
Balcony
$1,153
Suite
$1,587
From (Per Person)
A$894
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
$1,385
Oceanview
$1,481
Balcony
$2,603
Suite
$4,402
From (Per Person)
A$1,385
Save 534
Per Person
Cruise
(6)
Transatlantic Cruise: Malaga, San Juan & Miami
14 Days (13 Nights) Malaga to Miami
Operator: Azamara
Ship: Azamara Quest
Departure: 04 December 2026
Visits: Spain, Morocco, Puerto Rico, USA
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,701
Suite
$7,327
From (Per Person)
A$3,701
Save 58
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
$2,434
Balcony
$2,628
Suite
$3,373
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: 21 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,568
Oceanview
$2,673
Balcony
$2,777
Suite
$3,388
From (Per Person)
A$2,568
Per Person
Cruise
(1)
A Journey of Underwater Jewels & Captivating New Year's Eve Celebration
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$7,521
From (Per Person)
A$7,521
Save 154
Per Person
Cruise
(1)
A Journey from Dominican Rhythms & Tranquil Bahamian Bliss
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
(1)
Caribbean Cruise From Philadelphia To Philadelphia
12 Days (11 Nights) Philadelphia to Philadelphia
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 23 December 2026
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$2,477
Oceanview
$2,775
Balcony
$3,966
Suite
$3,995
From (Per Person)
A$2,477
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
$1,958
Oceanview
$2,062
Balcony
$2,107
Suite
$2,494
From (Per Person)
A$1,958
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
(5)
Eastern Caribbean & Bimini Beach Club
9 Days (8 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 27 March 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Inside
$1,699
Oceanview
$1,813
Balcony
$1,927
Suite
$5,347
From (Per Person)
A$1,699
Per Person
Cruise
(1)
Spain & Morocco Transatlantic
15 Days (14 Nights) Barcelona to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 13 November 2027
Visits: Spain, Morocco, Puerto Rico
Exclusive Savings
Inside
$1,735
Oceanview
$1,792
Balcony
$2,915
Suite
$7,067
From (Per Person)
A$1,735
Save 649
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
$1,205
Oceanview
$1,282
Balcony
$1,937
Suite
$3,888
From (Per Person)
A$1,205
Save 778
Per Person
Cruise
(1)
MSC Grand Voyages
18 Days (17 Nights) Rome to Orlando
Operator: MSC Cruises
Ship: MSC Grandiosa
Departure: 28 October 2026
Visits: Italy, Spain, Portugal, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,740
Suite
$10,156
From (Per Person)
A$2,740
Per Person
Cruise
(1)
Eastern Caribbean From Orlando To Orlando
9 Days (8 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ship: Norwegian Getaway
Departure: 14 December 2026
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,512
Oceanview
$1,527
Balcony
$1,914
Suite
$2,064
From (Per Person)
A$1,512
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
$1,388
Oceanview
$1,500
Balcony
$2,418
Suite
$4,448
From (Per Person)
A$1,388
Save 582
Per Person
Cruise
(1)
MSC Grand Voyages
19 Days (18 Nights) Genoa to Miami
Operator: MSC Cruises
Ship: MSC Grandiosa
Departure: 26 October 2026
Visits: Italy, Spain, Portugal, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
$2,067
Balcony
$2,335
Suite
$10,658
From (Per Person)
A$2,067
Per Person
Cruise
(1)
St. Maarten, San Juan & St. Thomas
9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 15 January 2028
Visits: USA, Virgin Islands, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,839
Oceanview
$1,977
Balcony
$2,254
Suite
$5,901
From (Per Person)
A$1,839
Save 1,249
Per Person
Cruise
(4)
Fall Caribbean Passage
16 Days (15 Nights) Barcelona to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 25 November 2026
Visits: Spain, Portugal, Puerto Rico, Dominican Republic, USA
Your World Inclusions
Exclusive Savings
Inside
$3,059
Oceanview
$3,859
Balcony
$4,046
Suite
-
From (Per Person)
A$3,059
Save 4,581
Per Person
Cruise
(2)
Eastern Caribbean Holiday
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 28 December 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$2,202
Oceanview
$2,627
Balcony
$3,992
Suite
$7,272
From (Per Person)
A$2,202
Save 862
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
$1,371
Oceanview
$1,461
Balcony
$2,269
Suite
$4,141
From (Per Person)
A$1,371
Save 540
Per Person
Cruise
(1)
Caribbean And Antilles
8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Departures: Sep 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$814
Oceanview
$1,041
Balcony
$1,338
Suite
$2,309
From (Per Person)
A$814
Save 16
Per Person
Cruise
(7)
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Jan 2027 to Mar 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$972
Oceanview
$1,289
Balcony
$1,982
Suite
$2,378
From (Per Person)
A$972
Per Person
Cruise
(3)
Eastern Caribbean with St. Kitts Holiday
8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departure: 26 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,823
Oceanview
$2,143
Balcony
$2,171
Suite
$3,189
From (Per Person)
A$1,823
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 December 2026
Visits: Puerto Rico, Aruba, Curacao, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,482
Oceanview
$1,705
Balcony
$2,077
Suite
$2,673
From (Per Person)
A$1,482
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 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
Inside
$1,387
Oceanview
$1,487
Balcony
$1,585
Suite
$5,476
From (Per Person)
A$1,387
Per Person
No trips found. Try adjusting the search filters.
