Filter Results
25 Cruises (26 Departures)
25 Cruises (26 Departures)
Departures
Duration
8 Days
21 Days
End City
Ship Size
Ship Features
Operators
Price
$1,600pp
$25,200pp
Countries
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
A Journey Through Captivating Caribbean Culture & Sunlit Shores
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA
Exclusive Savings
Suite
$8,075
From (Per Person)
A$8,075
Save 165
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
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 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 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
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
$13,446
From (Per Person)
A$13,446
Save 274
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
Cruise
A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 30 December 2027
Visits: Puerto Rico, Virgin Islands, Dominican Republic, Bahamas, USA
Exclusive Savings
Suite
$7,262
From (Per Person)
A$7,262
Save 148
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
An Extended Journey Of Caribbean Celebrations & Tropical Idylls
18 Days (17 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visits: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands +4 more, Dominican Republic, USA, Saint Barthelemy, Saint Kitts and Nevis
Exclusive Savings
Suite
$21,094
From (Per Person)
A$21,094
Save 431
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 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 Relaxing Waters & Blissful Shores
17 Days (16 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA, Anguilla
Exclusive Savings
Suite
$15,543
From (Per Person)
A$15,543
Save 317
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
$13,888
Suite
-
From (Per Person)
A$13,888
Save 2,352
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
$10,986
From (Per Person)
A$10,986
Save 224
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
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 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
$18,189
From (Per Person)
A$18,189
Save 371
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
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
$24,696
From (Per Person)
A$24,696
Save 504
Per Person
Cruise
A Journey Across the Caribbean’s Colourful Heart
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
Visits: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Exclusive Savings
Suite
$5,934
From (Per Person)
A$5,934
Save 121
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 Blissful Escapes & Island Splendour
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands, Dominican Republic, USA
Exclusive Savings
Suite
$6,282
From (Per Person)
A$6,282
Save 128
Per Person
Results: 25 results
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