Filter Results
59 Cruises (64 Departures)
59 Cruises (64 Departures)
Departures
Duration
5 Days
21 Days
End City
Ship Size
Ship Features
Operators
Price
$900pp
$28,400pp
Countries
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
(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
(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
$991
Oceanview
$1,130
Balcony
$2,030
Suite
$2,822
From (Per Person)
A$991
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
(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)
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)
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
Azamara Always Included
Exclusive Savings
Inside
$7,931
Oceanview
$9,744
Balcony
$11,969
Suite
$18,349
From (Per Person)
A$7,931
Save 128
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
$2,097
Oceanview
$2,827
Balcony
$4,534
Suite
-
From (Per Person)
A$2,097
Save 872
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 Through the Caribbean's Elegant Charm & Vibrant Soul
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 22 January 2028
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Exclusive Savings
Suite
$5,757
From (Per Person)
A$5,757
Save 118
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
$6,688
From (Per Person)
A$6,688
Save 137
Per Person
Cruise
San Juan To Ft. Lauderdale
5 Days (4 Nights) San Juan to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 02 January 2028
Visits: Puerto Rico, Saint Martin, USA
Exclusive Savings
Inside
$822
Oceanview
$853
Balcony
$955
Suite
$3,004
From (Per Person)
A$1,244
Save 33
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
New ReleaseCruise
Paradise Beaches from the U.S. Virgin Islands to the Bahamas
10 Days (9 Nights) San Juan to Miami
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Feb 2028 to Feb 2029
Visits: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$9,733
Balcony
$12,031
Suite
$19,260
From (Per Person)
A$9,733
Save 4,173
Per Person
New ReleaseCruise
San Juan to Fort Lauderdale
11 Days (10 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Serenity
Departure: 29 December 2027
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Virgin Islands +5 more, Dominican Republic, Jamaica, Cayman Islands, Mexico, USA
Exclusive Savings
Oceanview
$7,581
Balcony
$9,248
Suite
$9,608
From (Per Person)
A$7,581
Save 919
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
Caribbean Essence
9 Days (8 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, Antigua and Barbuda, USA
Your World Inclusions
Exclusive Savings
Balcony
$3,692
Suite
$13,214
From (Per Person)
A$3,692
Save 4,598
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
-
Suite
$9,004
From (Per Person)
A$9,004
Save 7,256
Per Person
New ReleaseCruise
San Juan to Fort Lauderdale
11 Days (10 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Serenity
Departure: 29 December 2027
Visits: Puerto Rico, Saint Martin, Virgin Islands, Dominican Republic +4 more, Jamaica, Cayman Islands, Mexico, USA
Exclusive Savings
Oceanview
$7,757
Balcony
$9,424
Suite
$9,863
From (Per Person)
A$7,757
Save 943
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
An Extended Journey of Tropical Harmony & Natural Wonders
15 Days (14 Nights) San Juan to San Juan
Operator: 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
$14,700
From (Per Person)
A$14,700
Save 300
Per Person
Cruise
An Extended Journey of Dazzling Skylines & Wildlife Exploration
17 Days (16 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, Dominican Republic
Exclusive Savings
Suite
$13,034
From (Per Person)
A$13,034
Save 266
Per Person
New ReleaseCruise
San Juan to Fort Lauderdale
10 Days (9 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 17 February 2027
Visits: Puerto Rico, Dominican Republic, Jamaica, Cayman Islands, USA
Exclusive Savings
Oceanview
$6,652
Balcony
$8,407
Suite
$8,505
From (Per Person)
A$6,652
Save 148
Per Person
Cruise
A Journey Through Caribbean Jewels
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 29 April 2028
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Kitts and Nevis, Saint Martin, USA
Exclusive Savings
Suite
$5,277
From (Per Person)
A$5,277
Save 108
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
$16,243
From (Per Person)
A$16,243
Save 332
Per Person
Cruise
An Extended Journey into Island Bliss & Lively Celebrations
16 Days (15 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA, Dominican Republic
Exclusive Savings
Suite
$18,409
From (Per Person)
A$18,409
Save 376
Per Person
Cruise
A Journey Of Caribbean Celebrations & Island Wonders
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA
Exclusive Savings
Suite
$9,246
From (Per Person)
A$9,246
Save 189
Per Person
Cruise
An Extended Journey of Island Energy & Ocean Tranquillity
17 Days (16 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visits: Puerto Rico, Saint Martin, Guadeloupe, Grenada +7 more, Saint Lucia, Dominican Republic, USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis
Exclusive Savings
Suite
$20,854
From (Per Person)
A$20,854
Save 426
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
No trips found. Try adjusting the search filters.
