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53 Cruises (61 Departures)
53 Cruises (61 Departures)
Departures
Duration
5 Days
25 Days
Start City
Ship Size
Ship Features
Operators
Price
$700pp
$22,960pp
Countries
Cruise
(1)
A Journey Across Oceanic Gems & The Unresistible Caribbean Charm
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visits: USA, Anguilla, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Suite
$5,169
From (Per Person)
A$5,169
Save 106
Per Person
Cruise
(1)
A Journey of Underwater Jewels & Captivating New Year's Eve Celebration
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$8,967
From (Per Person)
A$8,967
Save 183
Per Person
Cruise
(1)
A Journey from Dominican Rhythms & Tranquil Bahamian Bliss
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,566
From (Per Person)
A$5,566
Save 114
Per Person
Cruise
(1)
A Journey Into Timeless Marvels & Historical Tales of the West Indies
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,027
From (Per Person)
A$5,027
Save 103
Per Person
Cruise
(1)
A Journey into Dominican Charm & Caribbean Splendour
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Exclusive Savings
Suite
$5,566
From (Per Person)
A$5,566
Save 114
Per Person
Cruise
(12)
Southern Caribbean Islander Holiday
9 Days (8 Nights) Fort Lauderdale to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 19 December 2026
Visits: USA, Aruba, Curacao, Antigua and Barbuda, Virgin Islands, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,340
Suite
-
From (Per Person)
A$2,340
Per Person
Cruise
(1)
Southern Caribbean with Curacao
8 Days (7 Nights) Fort Lauderdale to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visits: USA, Jamaica, Aruba, Curacao, Puerto Rico
Exclusive Savings
Inside
$795
Oceanview
$1,033
Balcony
$1,092
Suite
$1,983
From (Per Person)
A$795
Per Person
Cruise
(6)
Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen
10 Days (9 Nights) New York to San Juan
Operator: Azamara
Ship: Azamara Quest
Departure: 28 October 2027
Visits: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,835
Oceanview
$3,286
Balcony
$4,030
Suite
$6,902
From (Per Person)
A$2,835
Per Person
Cruise
(1)
Southern Caribbean Adventurer Holiday
15 Days (14 Nights) Fort Lauderdale to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visits: USA, Jamaica, Aruba, Curacao +6 more, Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,789
Oceanview
$2,334
Balcony
$2,433
Suite
$4,413
From (Per Person)
A$1,789
Per Person
Cruise
(1)
Southern Caribbean Cruise From New York To San Juan
11 Days (10 Nights) New York to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 03 November 2027
Visits: USA, Bermuda, Virgin Islands, Saint Kitts and Nevis +4 more, Barbados, Antigua and Barbuda, Saint Martin, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$3,028
Oceanview
$3,132
Balcony
$3,877
Suite
$4,993
From (Per Person)
A$3,028
Per Person
Cruise
(6)
Bermuda & Caribbean Combination Cruise: Tortola, Barbados & Saint Kitts
25 Days (24 Nights) New York to San Juan
Operator: Azamara
Ship: Azamara Quest
Departure: 28 October 2027
Visits: USA, Bermuda, Saint Martin, Virgin Islands +10 more, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
$8,599
Oceanview
$10,069
Balcony
$12,411
Suite
$19,634
From (Per Person)
A$8,599
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
11 Days (10 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Symphony
Departure: 03 December 2026
Visits: USA, Virgin Islands, Saint Barthelemy, Guadeloupe +5 more, Saint Vincent, Saint Lucia, Martinique, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$6,766
Balcony
$9,122
Suite
$9,514
From (Per Person)
A$6,351
Save 1,749
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
8 Days (7 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 22 December 2027
Visits: USA, Dominican Republic, Guadeloupe, Martinique, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$5,430
Balcony
$6,634
Suite
$7,046
From (Per Person)
A$5,430
Save 770
Per Person
Cruise
Miami to San Juan
11 Days (10 Nights) Miami to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 10 December 2026
Visits: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis +4 more, Guadeloupe, Martinique, Montserrat, Puerto Rico
Exclusive Savings
Oceanview
$6,914
Balcony
$7,372
Suite
$11,287
From (Per Person)
A$6,914
Save 1,386
Per Person
Cruise
A Journey Of Tranquil Tropical Beauty & Rainforest Adventures
9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visits: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$9,075
From (Per Person)
A$9,075
Save 185
Per Person
Cruise
Fort Lauderdale to San Juan
7 Days (6 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Symphony
Departure: 28 December 2027
Visits: USA, Cayman Islands, Jamaica, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$5,060
Balcony
$6,534
Suite
$6,740
From (Per Person)
A$5,060
Save 1,640
Per Person
Cruise
A Journey Through Majestic Island Paradises & Radiant Cultures
9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departure: 05 November 2027
Visits: USA, Turks and Caicos Islands, Saint Barthelemy, Guadeloupe, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$6,973
From (Per Person)
A$6,973
Save 142
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
Cruise
Yachtsman's Harbors
8 Days (7 Nights) Miami to San Juan
Operator: Oceania
Ship: Oceania Allura
Departure: 05 February 2027
Visits: USA, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Your World Inclusions
Exclusive Savings
Balcony
$3,973
Suite
$7,685
From (Per Person)
A$3,973
Save 4,277
Per Person
Cruise
A Journey From Glorious Shorelines To Nature's Allure
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Exclusive Savings
Suite
$7,272
From (Per Person)
A$7,272
Save 148
Per Person
Cruise
An Extended Journey of Pearl-Blue Horizons & Maritime Grace
17 Days (16 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Suite
$15,288
From (Per Person)
A$15,288
Save 312
Per Person
Cruise
Tropical Passage
11 Days (10 Nights) Miami to San Juan
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 20 March 2027
Visits: USA, Virgin Islands, Dominica, Barbados +4 more, Saint Lucia, Martinique, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,451
Suite
$6,669
From (Per Person)
A$6,451
Save 10,729
Per Person
New ReleaseCruise
New York City to San Juan
10 Days (9 Nights) New York to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 12 October 2027
Visits: USA, Bermuda, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Exclusive Savings
Oceanview
$5,776
Balcony
$6,550
Suite
$6,894
From (Per Person)
A$5,458
Save 1,742
Per Person
Cruise
A Journey From Glorious Shorelines To Nature's Allure
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 29 March 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Exclusive Savings
Suite
$7,066
From (Per Person)
A$7,066
Save 144
Per Person
Cruise
A Journey Through Stunning Scenery & Charming Caribbean Culture
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visits: USA, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$6,174
From (Per Person)
A$6,174
Save 126
Per Person
Cruise
A Journey of Thrilling Island Adventures & Historical Wonders
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,542
From (Per Person)
A$5,542
Save 125
Per Person
Cruise
Southern Caribbean Adventurer
16 Days (15 Nights) Fort Lauderdale to San Juan
Operator: Princess
Ship: Caribbean Princess
Departure: 18 November 2028
Visits: USA, Turks and Caicos Islands, Aruba, Curacao +7 more, Bonaire, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$2,399
Oceanview
$2,755
Balcony
$3,968
Suite
$5,903
From (Per Person)
A$2,399
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
8 Days (7 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 12 February 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Dominica, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$5,000
Balcony
$5,860
Suite
$6,272
From (Per Person)
A$5,000
Save 700
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
9 Days (8 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Symphony
Departure: 09 February 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$7,202
Balcony
$9,304
Suite
$10,451
From (Per Person)
A$7,202
Save 298
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
$22,501
From (Per Person)
A$22,501
Save 459
Per Person
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