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61 Cruises (66 Departures)
61 Cruises (66 Departures)
Departures
Duration
5 Days
21 Days
End City
Ship Size
Ship Features
Operators
Price
$700pp
$29,070pp
Countries
Cruise
(12)
Southern Caribbean with Aruba
8 Days (7 Nights) San Juan to Fort Lauderdale
Operator: Princess
Ship: Crown Princess
Departure: 28 March 2027
Visits: Puerto Rico, Saint Martin, Aruba, Curacao, USA
Exclusive Savings
Inside
$862
Oceanview
$1,013
Balcony
$2,030
Suite
$2,822
From (Per Person)
A$862
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
(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
$2,193
Oceanview
$2,850
Balcony
$3,821
Suite
-
From (Per Person)
A$2,689
Save 674
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
$6,911
Suite
$13,034
From (Per Person)
A$7,198
Save 4,102
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
(5)
Southern Caribbean Cruise: St.barts, Antigua & Tortola
10 Days (9 Nights) San Juan to Miami
Operator: Azamara
Ship: Azamara Journey
Departure: 05 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, USA
Azamara Always Included
Exclusive Savings
Inside
$3,012
Oceanview
$3,718
Balcony
$4,433
Suite
$13,596
From (Per Person)
A$3,012
Save 47
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
(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
Exclusive Savings
Inside
$7,537
Oceanview
$9,259
Balcony
$11,372
Suite
$17,284
From (Per Person)
A$7,537
Save 522
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)
A Journey Through Beguiling Tropical Elegance To Vibrant Island Delights
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visits: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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
A Journey From Exciting Escapades To Idyllic Tranquillity
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 01 March 2027
Visits: Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$6,448
From (Per Person)
A$6,448
Save 132
Per Person
Cruise
A Journey Of Caribbean Delicacies & Idyllic Islands
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA
Exclusive Savings
Suite
$5,351
From (Per Person)
A$5,351
Save 109
Per Person
Cruise
A Journey Of Sun-hazed Island Enchantment & Caribbean Treasures
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$7,762
From (Per Person)
A$7,762
Save 158
Per Person
Cruise
San Juan to Miami, Fl
9 Days (8 Nights) San Juan to Miami
Operator: Silversea
Ship: Silver Ray
Departure: 26 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, USA
Exclusive Savings
Balcony
$11,505
Suite
$13,493
From (Per Person)
A$11,505
Save 235
Per Person
New ReleaseCruise
San Juan to Fort Lauderdale
8 Days (7 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 13 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, USA
Exclusive Savings
Oceanview
$4,697
Balcony
$5,672
Suite
$5,672
From (Per Person)
A$4,697
Save 1,603
Per Person
Cruise
A Journey Across Turquoise Seas and Timeless Streets
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visits: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
Exclusive Savings
Suite
$5,934
From (Per Person)
A$5,934
Save 121
Per Person
Cruise
A Journey of Caribbean Enchantment & Tranquil Shores
9 Days (8 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visits: Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic, USA
Exclusive Savings
Suite
$7,644
From (Per Person)
A$7,644
Save 156
Per Person
Cruise
Caribbean Mystique
11 Days (10 Nights) San Juan to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 30 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda +5 more, Saint Barthelemy, Saint Martin, Dominican Republic, Bahamas, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,388
Suite
$14,015
From (Per Person)
A$13,388
Save 2,242
Per Person
Cruise
A Journey Through Historical Gems & Idyllic Coastlines
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Martin, Bahamas, USA
Exclusive Savings
Suite
$5,277
From (Per Person)
A$5,277
Save 115
Per Person
Cruise
San Juan to Fort Lauderdale
9 Days (8 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 03 January 2028
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis +4 more, Virgin Islands, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Savings
Oceanview
$5,275
Balcony
$6,679
Suite
$5,626
From (Per Person)
A$5,275
Save 625
Per Person
Cruise
A Journey Of Spectacular Festivities & Caribbean Wonders
10 Days (9 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visits: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands, Dominican Republic, USA
Exclusive Savings
Suite
$11,574
From (Per Person)
A$11,574
Save 236
Per Person
Cruise
An Extended Journey Through Wild Beauty and Tropical Festivities
16 Days (15 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis +6 more, Turks and Caicos Islands, USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Suite
$16,351
From (Per Person)
A$16,351
Save 334
Per Person
Cruise
A Journey Through Shimmering Island History & Mesmerisingly Cultures
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 27 November 2027
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Exclusive Savings
Suite
$5,934
From (Per Person)
A$5,934
Save 121
Per Person
New ReleaseCruise
Caribbean Escapade
8 Days (7 Nights) San Juan to Miami
Operator: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Visits: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$6,378
Balcony
$8,392
Suite
$12,459
From (Per Person)
A$6,378
Save 2,617
Per Person
Cruise
A Journey Through The Caribbean's Rich History & Palm-shaded Paradise
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
An Extended Journey Through Golden Shores & Island Grace
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$14,073
From (Per Person)
A$14,073
Save 287
Per Person
Cruise
A Journey Into Caribbean Exploration & Island Delights
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, USA
Exclusive Savings
Suite
$8,428
From (Per Person)
A$8,428
Save 172
Per Person
Cruise
Sun-kissed Symphony
21 Days (20 Nights) San Juan to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 19 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Saint Kitts and Nevis +9 more, Antigua and Barbuda, USA, Cayman Islands, Jamaica, Aruba, Curacao, Bonaire, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Balcony
$15,450
Suite
-
From (Per Person)
A$15,450
Save 2,400
Per Person
Cruise
An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines
15 Days (14 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy +4 more, Anguilla, USA, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Suite
$17,326
From (Per Person)
A$17,326
Save 354
Per Person
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