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57 Cruises (62 Departures)
57 Cruises (62 Departures)
Departures
Duration
5 Days
18 Days
End City
Ship Size
Ship Features
Operators
Price
$800pp
$22,140pp
Countries
Cruise
(12)
Southern Caribbean with Aruba
8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Crown Princess
Departure: 28 March 2027
Visits: Puerto Rico, Saint Martin, Aruba, Curacao, USA
Exclusive Savings
Inside
$1,043
Oceanview
$1,112
Balcony
$1,943
Suite
$2,706
From (Per Person)
A$1,043
Per Person
Cruise
(2)
Eastern Caribbean: San Juan to Miami
6 Days (5 Nights) San Juan to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 10 April 2027
Visits: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Inside
$805
Oceanview
$953
Balcony
$1,175
Suite
$3,542
From (Per Person)
A$805
Per Person
Cruise
(1)
A Journey Through Beguiling Tropical Elegance To Vibrant Island Delights
8 Days (7 Nights) San Juan to Miami
Cruise Line: 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
(5)
Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba
18 Days (17 Nights) San Juan to Miami
Cruise Line: 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)
Southern Caribbean with ABC Islands
8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Emerald Princess
Departure: 26 March 2028
Visits: Puerto Rico, Curacao, Aruba, Bonaire, USA
Exclusive Savings
Inside
$1,251
Oceanview
$1,555
Balcony
$2,280
Suite
$3,191
From (Per Person)
A$1,251
Per Person
Cruise
(1)
A Journey to Island Rhythms & Tranquil Bahamian Bliss
8 Days (7 Nights) San Juan to Miami
Cruise Line: 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)
San Juan to Miami, Fl
9 Days (8 Nights) San Juan to Miami
Cruise Line: 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
$7,169
Suite
$12,348
From (Per Person)
A$7,169
Save 3,281
Per Person
Cruise
(1)
Southern Caribbean Cruise
11 Days (10 Nights) San Juan to Miami
Cruise Line: 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
$1,561
Oceanview
$1,987
Balcony
$3,098
Suite
-
From (Per Person)
A$1,832
Save 858
Per Person
Cruise
(1)
A Journey of Tropical Spirits & the Colourful Beauty of the Antilles
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Exclusive Savings
Suite
$7,262
From (Per Person)
A$7,262
Save 148
Per Person
Cruise
(4)
Southern Caribbean Cruise: St.barts, Antigua & Tortola
10 Days (9 Nights) San Juan to Miami
Cruise Line: 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
$2,689
Oceanview
$3,326
Balcony
$3,963
Suite
$6,070
From (Per Person)
A$2,689
Per Person
Cruise
(1)
A Journey Through Tropical Utopia & Rhythmic Streets
8 Days (7 Nights) San Juan to Miami
Cruise Line: 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 of Intimate Island Bliss & Caribbean Breeze
8 Days (7 Nights) San Juan to Miami
Cruise Line: 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
Southern Caribbean Cruise
11 Days (10 Nights) San Juan to Miami
Cruise Line: 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
$1,899
Oceanview
$2,449
Balcony
$3,670
Suite
$5,063
From (Per Person)
A$1,899
Save 1,118
Per Person
Cruise
An Extended Journey of Island Energy & Ocean Tranquillity
17 Days (16 Nights) San Juan to San Juan
Cruise Line: 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
$18,826
From (Per Person)
A$18,826
Save 384
Per Person
Cruise
An Extended Journey into Island Bliss & Lively Celebrations
16 Days (15 Nights) San Juan to San Juan
Cruise Line: 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
$19,492
From (Per Person)
A$19,492
Save 398
Per Person
Cruise
A Journey Across Turquoise Seas and Timeless Streets
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visits: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
An Extended Journey of Dazzling Skylines & Wildlife Exploration
17 Days (16 Nights) San Juan to Miami
Cruise Line: 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
$13,965
From (Per Person)
A$13,965
Save 285
Per Person
Cruise
An Extended Journey Of Caribbean Celebrations & Tropical Idylls
18 Days (17 Nights) San Juan to San Juan
Cruise Line: 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
$20,815
From (Per Person)
A$20,815
Save 425
Per Person
Cruise
A Journey Through The Caribbean's Rich History & Palm-shaded Paradise
8 Days (7 Nights) San Juan to Miami
Cruise Line: 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
A Journey Through Caribbean Gems & Multi-coloured Coasts
8 Days (7 Nights) San Juan to Miami
Cruise Line: 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
$6,703
From (Per Person)
A$6,703
Save 137
Per Person
Cruise
Discover Island Rhythms & Coastal Dreams
15 Days (14 Nights) San Juan to Miami
Cruise Line: 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
$24,294
From (Per Person)
A$15,866
Save 6,274
Per Person
Cruise
A Journey Through Captivating Caribbean Culture & Sunlit Shores
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA
Exclusive Savings
Suite
$7,830
From (Per Person)
A$7,830
Save 160
Per Person
Cruise
A Journey Of Caribbean Celebrations & Island Wonders
8 Days (7 Nights) San Juan to Miami
Cruise Line: 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
$9,869
From (Per Person)
A$9,869
Save 201
Per Person
New ReleaseCruise
San Juan to Fort Lauderdale
11 Days (10 Nights) San Juan to Fort Lauderdale
Cruise Line: 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
$7,750
Balcony
$9,460
Suite
$9,829
From (Per Person)
A$7,750
Save 750
Per Person
Cruise
A Journey Through Balmy Shores & Stirring Scenery
8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visits: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis, USA
Exclusive Savings
Suite
$7,237
From (Per Person)
A$7,237
Save 148
Per Person
Cruise
A Journey Of Sun-hazed Island Enchantment & Caribbean Treasures
8 Days (7 Nights) San Juan to Miami
Cruise Line: 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
$8,247
From (Per Person)
A$8,247
Save 168
Per Person
Cruise
An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$15,994
From (Per Person)
A$15,994
Save 326
Per Person
Cruise
An Extended Journey Through Golden Shores & Island Grace
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$14,308
From (Per Person)
A$14,308
Save 292
Per Person
New ReleaseCruise
Caribbean Escapade
8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Visits: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$6,378
Suite
$8,392
From (Per Person)
A$6,378
Save 2,617
Per Person
Cruise
An Extended Journey of Secluded Isles & Coastal Havens
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$17,076
From (Per Person)
A$17,076
Save 349
Per Person
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