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247 Cruises (425 Departures)
247 Cruises (425 Departures)
Departures
Duration
4 Days
25 Days
Countries Visited
End City
Ship Features
Operators
Price
$800pp
$28,620pp
Countries
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 23 January 2028
Visits: Puerto Rico, Saint Vincent, Grenada, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,162
Oceanview
$1,200
Balcony
$2,182
Suite
$2,631
From (Per Person)
A$1,162
Save 707
Per Person
New ReleaseCruise
Caribbean Yachting Hideaways
8 Days (7 Nights) San Juan to Saint John's
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Nov 2027 to Mar 2029
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Exclusive Savings
Oceanview
$7,417
Suite
$9,365
From (Per Person)
A$7,417
Save 3,138
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
$7,570
From (Per Person)
A$7,570
Save 155
Per Person
Cruise
San Juan to San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Montserrat, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$6,245
Balcony
$6,915
Suite
$14,396
From (Per Person)
A$6,245
Save 4,375
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
New ReleaseCruise
San Juan to Cartagena
6 Days (5 Nights) San Juan to Cartagena
Operator: Crystal
Ship: Crystal Serenity
Departure: 27 November 2026
Visits: Puerto Rico, Virgin Islands, Aruba, Colombia
Exclusive Savings
Oceanview
$4,400
Balcony
$5,082
Suite
$4,985
From (Per Person)
A$4,400
Save 100
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
Splendours of the Caribbean
7 Days (6 Nights) San Juan to Saint Thomas
Operator: Emerald Cruises
Ship: Emerald Sakara
Departure: 07 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Oceanview
-
Suite
$5,388
From (Per Person)
A$5,388
Save 4,597
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
$5,655
From (Per Person)
A$5,655
Save 115
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
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
$15,288
From (Per Person)
A$15,288
Save 312
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 San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 27 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
Exclusive Savings
Oceanview
$8,107
Balcony
-
Suite
-
From (Per Person)
A$8,553
Save 2,357
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
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
$1,968
Oceanview
$2,606
Balcony
$3,967
Suite
$5,164
From (Per Person)
A$2,413
Save 723
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
$6,282
From (Per Person)
A$6,282
Save 128
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
New ReleaseCruise
Caribbean Escapade
8 Days (7 Nights) San Juan to Miami
Operator: 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
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
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Curacao, Aruba
Exclusive Savings
Inside
$1,166
Oceanview
$1,231
Balcony
$1,812
Suite
$2,299
From (Per Person)
A$1,166
Save 808
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 12 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Grenada
Exclusive Savings
Inside
$1,057
Oceanview
$1,318
Balcony
-
Suite
$7,008
From (Per Person)
A$1,057
Save 584
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 Into Caribbean Exploration & Island Delights
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Anguilla, USA
Exclusive Savings
Suite
$7,291
From (Per Person)
A$7,291
Save 149
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
New ReleaseCruise
San Juan to Bridgetown
4 Days (3 Nights) San Juan to Bridgetown
Operator: Crystal
Ship: Crystal Symphony
Departure: 14 September 2026
Visits: Puerto Rico, Saint Martin, Dominica, Barbados
Exclusive Savings
Oceanview
$2,347
Balcony
$2,835
Suite
$3,030
From (Per Person)
A$2,347
Save 53
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
Cruise
San Juan to San Juan
12 Days (11 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 04 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Martinique, Grenada, Bonaire, Curacao, Aruba
Exclusive Savings
Oceanview
$6,586
Balcony
$7,605
Suite
$17,052
From (Per Person)
A$6,586
Save 1,814
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
$13,411
From (Per Person)
A$13,411
Save 274
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 20 March 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,258
Oceanview
$1,257
Balcony
$2,097
Suite
$5,440
From (Per Person)
A$1,257
Save 683
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Dominica, Barbados
Exclusive Savings
Inside
$1,057
Oceanview
$1,129
Balcony
$1,884
Suite
$2,355
From (Per Person)
A$1,057
Save 718
Per Person
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