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164 Cruises (311 Departures)
164 Cruises (311 Departures)
Departures
Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
Price
$800pp
$78,570pp
Countries
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
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 27 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Martin
Exclusive Savings
Inside
$1,983
Oceanview
$2,096
Balcony
$2,137
Suite
$4,108
From (Per Person)
A$1,983
Save 1,074
Per Person
Cruise
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 26 December 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,682
Oceanview
$1,732
Balcony
$2,438
Suite
$4,564
From (Per Person)
A$2,814
Save 45
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
West Indies Island Hopping
8 Days (7 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Dec 2027 to Nov 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$7,318
Balcony
$9,265
Suite
$14,643
From (Per Person)
A$7,318
Save 3,128
Per Person
New ReleaseCruise
Beaches of the Virgin Islands
6 Days (5 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visits: Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$5,744
Balcony
$7,214
Suite
$11,012
From (Per Person)
A$5,744
Save 2,101
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 14 November 2027
Visits: Puerto Rico, Saint Vincent, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$940
Oceanview
$1,106
Balcony
$1,532
Suite
$4,760
From (Per Person)
A$1,610
Save 33
Per Person
Cruise
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 03 January 2028
Visits: Puerto Rico, Bonaire, Curacao, Aruba
Exclusive Savings
Inside
$1,116
Oceanview
$1,189
Balcony
$2,071
Suite
$2,295
From (Per Person)
A$1,116
Save 695
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
$6,615
Balcony
$7,595
Suite
$15,435
From (Per Person)
A$6,615
Save 1,885
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Barbados, Grenada, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,165
Oceanview
$1,286
Balcony
$2,143
Suite
$2,670
From (Per Person)
A$1,165
Save 725
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 09 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Grenada
Exclusive Savings
Inside
$1,009
Oceanview
$1,130
Balcony
$2,256
Suite
$10,002
From (Per Person)
A$1,724
Save 36
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 06 February 2028
Visits: Puerto Rico, Barbados, Dominica, Saint Vincent, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,160
Oceanview
$1,228
Balcony
$2,265
Suite
$2,720
From (Per Person)
A$1,160
Save 692
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, Barbados, Grenada, Saint Vincent, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,177
Oceanview
$1,213
Balcony
$2,153
Suite
$2,568
From (Per Person)
A$1,177
Save 766
Per Person
New ReleaseCruise
West Indies Island Hopping
8 Days (7 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departure: 27 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$7,808
Balcony
$9,817
Suite
$15,133
From (Per Person)
A$7,808
Save 3,137
Per Person
Cruise
From the Caribbean to the Amazon
22 Days (21 Nights) San Juan to San Juan
Operator: Viking
Departures: Jan 2029 to Feb 2029
Visits: Puerto Rico, Barbados, French Guiana, Brazil +4 more, Trinidad and Tobago, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Balcony
$18,321
Suite
$29,101
From (Per Person)
A$18,321
Save 374
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 05 March 2028
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,223
Oceanview
$1,336
Balcony
$2,335
Suite
$2,727
From (Per Person)
A$1,223
Save 718
Per Person
Cruise
San Juan to San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 28 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$6,086
Balcony
$6,507
Suite
$12,838
From (Per Person)
A$6,086
Save 1,874
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
$1,740
Suite
$2,373
From (Per Person)
A$1,166
Save 789
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 02 April 2028
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Vincent, Grenada, Barbados
Exclusive Savings
Inside
$1,341
Oceanview
$1,468
Balcony
$2,269
Suite
$2,907
From (Per Person)
A$1,341
Save 774
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 12 December 2027
Visits: Puerto Rico, Saint Vincent, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$982
Oceanview
$1,006
Balcony
$1,360
Suite
$4,592
From (Per Person)
A$1,679
Save 34
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Nov 2026 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$964
Oceanview
$1,078
Balcony
$1,430
Suite
$4,280
From (Per Person)
A$1,670
Save 43
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 28 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Grenada
Exclusive Savings
Inside
$983
Oceanview
$1,052
Balcony
$1,393
Suite
$4,889
From (Per Person)
A$1,682
Save 34
Per Person
Cruise
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departures: Nov 2027 to Dec 2027
Visits: Puerto Rico, Dominica, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$957
Oceanview
$995
Balcony
$1,455
Suite
$3,676
From (Per Person)
A$1,124
Save 823
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 2026 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,003
Oceanview
$1,065
Balcony
$1,498
Suite
$1,714
From (Per Person)
A$1,003
Save 687
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
$9,849
Balcony
-
Suite
-
From (Per Person)
A$9,849
Save 201
Per Person
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
$1,164
Oceanview
$1,202
Balcony
$2,184
Suite
$2,639
From (Per Person)
A$1,164
Save 708
Per Person
Cruise
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 27 December 2027
Visits: Puerto Rico, Virgin Islands, Bonaire, Curacao, Aruba
Exclusive Savings
Inside
$1,801
Oceanview
$1,983
Balcony
$3,291
Suite
$4,045
From (Per Person)
A$1,801
Save 989
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
$16,934
From (Per Person)
A$16,934
Save 346
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
$1,317
Oceanview
$1,362
Balcony
$1,526
Suite
-
From (Per Person)
A$2,263
Save 42
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
$1,047
Oceanview
$1,073
Balcony
$1,857
Suite
-
From (Per Person)
A$1,789
Save 37
Per Person
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