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242 Cruises (411 Departures)
242 Cruises (411 Departures)
Departures
Duration
5 Days
25 Days
Countries Visited
End City
Ship Features
Operators
Price
$800pp
$78,570pp
Countries
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$1,899
Oceanview
$1,988
Balcony
$2,331
Suite
$2,718
From (Per Person)
A$1,899
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 20 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,449
Oceanview
$2,523
Balcony
$3,000
Suite
$4,116
From (Per Person)
A$2,449
Per Person
Cruise
(1)
Southern Caribbean Adventurer Holiday
15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,710
Oceanview
$3,054
Balcony
$3,610
Suite
$6,481
From (Per Person)
A$2,710
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 17 January 2027
Visits: Puerto Rico, Bonaire, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,705
Oceanview
$1,734
Balcony
$2,107
Suite
$2,628
From (Per Person)
A$1,705
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 21 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,345
Oceanview
$2,405
Balcony
$2,599
Suite
$3,090
From (Per Person)
A$2,345
Per Person
Cruise
(12)
Southern Caribbean with Barbados and St. Thomas
8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$835
Oceanview
$953
Balcony
$1,765
Suite
$2,201
From (Per Person)
A$835
Per Person
Cruise
(6)
Caribbean Holiday Cruise: San Juan, St. Barts & Curacao
19 Days (18 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Journey
Departure: 18 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy +8 more, Martinique, Saint Vincent, Trinidad and Tobago, Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,878
Suite
-
From (Per Person)
A$11,878
Save 211
Per Person
Cruise
(1)
Southern Caribbean Cruise From San Juan To San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$1,854
Oceanview
$1,884
Balcony
$2,301
Suite
$2,628
From (Per Person)
A$1,854
Per Person
Cruise
(6)
Caribbean Cruise: San Juan, Antigua & Barbados
15 Days (14 Nights) San Juan to San Juan
Operator: Azamara
Ship: Azamara Journey
Departure: 21 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +9 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,760
Suite
$8,318
From (Per Person)
A$6,760
Save 109
Per Person
Cruise
San Juan to San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 21 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda
Exclusive Savings
Oceanview
$5,341
Balcony
$5,929
Suite
$11,956
From (Per Person)
A$5,341
Save 1,859
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
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
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Jan 2027 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,058
Oceanview
$1,123
Balcony
$1,487
Suite
$4,001
From (Per Person)
A$1,815
Save 38
Per Person
Cruise
Southern Caribbean Holiday
9 Days (8 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Grenada, Barbados, Saint Martin
Exclusive Savings
Inside
$1,756
Oceanview
$1,886
Balcony
$3,077
Suite
$3,886
From (Per Person)
A$1,756
Save 956
Per Person
Cruise
An Extended Journey From Ocean Calm To Vibrant Culture
16 Days (15 Nights) San Juan to Bridgetown
Operator: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Visits: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis +6 more, Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe, Saint Vincent, Barbados
Exclusive Savings
Suite
$13,583
From (Per Person)
A$13,583
Save 277
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
$9,883
From (Per Person)
A$9,883
Save 202
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 13 February 2028
Visits: Puerto Rico, Dominica, Barbados, Saint Vincent, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,092
Oceanview
$1,228
Balcony
$2,113
Suite
$2,692
From (Per Person)
A$1,092
Save 662
Per Person
Cruise
An Extended Journey of Relaxing Waters & Blissful Shores
17 Days (16 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, Anguilla
Exclusive Savings
Suite
$16,278
From (Per Person)
A$16,278
Save 332
Per Person
Cruise
A Grand Journey Into Island Whispers & Beauty-Rich Shores
24 Days (23 Nights) San Juan to Barcelona
Operator: Explora Journeys
Ship: Explora I
Departure: 01 March 2027
Visits: Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands +5 more, Turks and Caicos Islands, USA, Saint Martin, Portugal, Spain
Exclusive Savings
Suite
$17,836
From (Per Person)
A$17,836
Save 364
Per Person
New ReleaseCruise
San Juan to Fort Lauderdale
8 Days (7 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 04 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, USA
Exclusive Savings
Oceanview
$4,990
Balcony
$6,355
Suite
$6,842
From (Per Person)
A$4,990
Save 1,110
Per Person
Cruise
Southern Caribbean Cruise
10 Days (9 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 29 October 2027
Visits: Puerto Rico, Antigua and Barbuda, Saint Lucia, Grenada, Barbados, Saint Vincent, Virgin Islands
Exclusive Savings
Inside
$1,211
Oceanview
$1,416
Balcony
$1,926
Suite
$6,751
From (Per Person)
A$2,047
Save 36
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
Southern Caribbean Cruise
10 Days (9 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 29 October 2027
Visits: Puerto Rico, Aruba, Curacao, Barbados, Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,438
Oceanview
$1,548
Balcony
$2,436
Suite
$2,839
From (Per Person)
A$1,438
Save 803
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada
Exclusive Savings
Inside
$963
Oceanview
$1,119
Balcony
$3,036
Suite
$3,521
From (Per Person)
A$963
Save 604
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
$17,875
From (Per Person)
A$17,875
Save 365
Per Person
Cruise
San Juan to San Juan
11 Days (10 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
Exclusive Savings
Oceanview
$6,321
Balcony
$7,448
Suite
$14,749
From (Per Person)
A$6,321
Save 1,879
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 115
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
$5,277
From (Per Person)
A$5,277
Save 108
Per Person
Cruise
Discover the Yachting Islands of the Caribbean
15 Days (14 Nights) San Juan to San Juan
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, Guadeloupe
Exclusive Savings
Oceanview
$14,635
Balcony
$18,530
Suite
$29,286
From (Per Person)
A$14,635
Save 6,276
Per Person
New ReleaseCruise
San Juan to Buenos Aires
24 Days (23 Nights) San Juan to Buenos Aires
Operator: Crystal
Ship: Crystal Grace
Departure: 27 January 2029
Visits: Puerto Rico, Saint Barthelemy, Guadeloupe, Saint Vincent +5 more, Trinidad and Tobago, French Guiana, Brazil, Uruguay, Argentina
Exclusive Savings
Balcony
$24,145
Suite
$26,582
From (Per Person)
A$24,145
Save 555
Per Person
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