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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
$22,140pp
Countries
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
(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
$973
Oceanview
$1,084
Balcony
$2,013
Suite
$2,706
From (Per Person)
A$973
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
$6,894
Suite
$12,348
From (Per Person)
A$6,894
Save 3,156
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
$1,290
Oceanview
$1,583
Balcony
$2,320
Suite
$3,567
From (Per Person)
A$1,290
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
$2,983
Oceanview
$3,679
Balcony
$4,384
Suite
$6,726
From (Per Person)
A$2,983
Save 46
Per Person
Cruise
(2)
Eastern Caribbean: San Juan to Miami
6 Days (5 Nights) San Juan to Miami
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 10 April 2027
Visits: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Inside
$1,082
Oceanview
$1,227
Balcony
$1,372
Suite
$3,477
From (Per Person)
A$1,082
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
$2,206
Oceanview
$2,794
Balcony
$3,670
Suite
-
From (Per Person)
A$2,607
Save 777
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
(5)
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
$8,700
Oceanview
$10,692
Balcony
$13,160
Suite
$20,049
From (Per Person)
A$8,700
Save 609
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 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
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
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
Suite
$12,031
From (Per Person)
A$9,733
Save 4,173
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
Cruise
Discover Island Rhythms & Coastal Dreams
15 Days (14 Nights) San Juan to Miami
Operator: Emerald Cruises
Ship: Emerald Kaia
Departure: 05 February 2028
Visits: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$15,866
Suite
$19,639
From (Per Person)
A$15,866
Save 6,274
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
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
$17,718
From (Per Person)
A$17,718
Save 362
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
$9,555
From (Per Person)
A$9,555
Save 195
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
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
$12,451
From (Per Person)
A$12,451
Save 254
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
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
$5,380
From (Per Person)
A$4,697
Save 1,603
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
$13,662
Suite
$14,015
From (Per Person)
A$13,662
Save 2,248
Per Person
Cruise
A Journey Into Tropical Marvels & Enchanting Coastal Discovery
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Visits: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$7,237
From (Per Person)
A$7,237
Save 148
Per Person
Cruise
An Extended Journey of Secluded Isles & Coastal Havens
15 Days (14 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands +4 more, USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Exclusive Savings
Suite
$16,072
From (Per Person)
A$16,072
Save 328
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
$8,830
From (Per Person)
A$8,830
Save 180
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
$7,581
Balcony
$9,248
Suite
$9,687
From (Per Person)
A$7,581
Save 919
Per Person
Cruise
A Journey of Intimate Island Bliss & Caribbean Breeze
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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 121
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
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