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39 Cruises (44 Departures)
39 Cruises (44 Departures)
Departures
Duration
6 Days
21 Days
Ship Size
Ship Features
Operators
Price
$1,100pp
$25,985pp
Countries
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
$5,263
From (Per Person)
A$5,263
Save 107
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
$5,169
From (Per Person)
A$5,169
Save 106
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
$6,973
From (Per Person)
A$6,973
Save 142
Per Person
Cruise
(2)
San Juan to Miami: Grand Turk & Bimini
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
$1,154
Oceanview
$1,228
Balcony
$1,300
Suite
$2,968
From (Per Person)
A$1,154
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
$5,566
From (Per Person)
A$5,566
Save 119
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
$1,668
Oceanview
$3,062
Balcony
$5,333
Suite
-
From (Per Person)
A$2,033
Save 562
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
$6,158
Oceanview
$7,540
Balcony
$9,225
Suite
$14,067
From (Per Person)
A$6,158
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
$9,517
From (Per Person)
A$9,517
Save 7,293
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
$6,277
From (Per Person)
A$6,277
Save 128
Per Person
Cruise
A Journey Through Caribbean Gems & Multi-coloured Coasts
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$5,924
From (Per Person)
A$5,924
Save 121
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
$6,277
From (Per Person)
A$6,277
Save 128
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
$5,831
From (Per Person)
A$5,831
Save 119
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
$7,835
Suite
$11,466
From (Per Person)
A$7,835
Save 4,465
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
$5,532
From (Per Person)
A$5,532
Save 113
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
$9,589
From (Per Person)
A$9,589
Save 196
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
$6,757
From (Per Person)
A$6,757
Save 138
Per Person
Cruise
Southern Caribbean Cruise
11 Days (10 Nights) San Juan to Miami
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 04 April 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Dominica, Saint Lucia, Saint Kitts and Nevis, USA
Exclusive Savings
Inside
$1,698
Oceanview
$2,861
Balcony
$4,303
Suite
$5,196
From (Per Person)
A$1,698
Save 917
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
$9,673
From (Per Person)
A$9,673
Save 197
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
$15,973
Suite
-
From (Per Person)
A$15,973
Save 2,417
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
$8,310
From (Per Person)
A$8,310
Save 170
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
$4,900
From (Per Person)
A$4,900
Save 100
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
$12,162
From (Per Person)
A$12,162
Save 248
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
$4,988
From (Per Person)
A$4,988
Save 106
Per Person
Cruise
A Journey Through Balmy Shores & Stirring Scenery
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visits: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis, USA
Exclusive Savings
Suite
$7,203
From (Per Person)
A$7,203
Save 147
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
$6,125
From (Per Person)
A$6,125
Save 125
Per Person
Cruise
San Juan to Miami, Fl
9 Days (8 Nights) San Juan to Miami
Operator: Silversea
Ship: Silver Dawn
Departure: 24 February 2028
Visits: Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Guadeloupe, Antigua and Barbuda, Virgin Islands, USA
Exclusive Savings
Oceanview
$5,034
Balcony
$5,769
Suite
$12,495
From (Per Person)
A$5,034
Save 1,816
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
$9,555
From (Per Person)
A$9,555
Save 195
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
$6,380
From (Per Person)
A$6,380
Save 130
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
$7,570
From (Per Person)
A$7,570
Save 155
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
Balcony
$19,639
Suite
$30,272
From (Per Person)
A$15,866
Save 6,274
Per Person
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