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57 Cruises (65 Departures)
57 Cruises (65 Departures)
Departures
Duration
4 Days
25 Days
Start City
Ship Size
Ship Features
Operators
Price
$700pp
$22,085pp
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
$5,655
From (Per Person)
A$5,655
Save 115
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
$3,356
Oceanview
$3,549
Balcony
$4,323
Suite
$5,291
From (Per Person)
A$3,356
Per Person
Cruise
(2)
Bermuda & Caribbean: NYC to San Juan
13 Days (12 Nights) New York to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 19 October 2026
Visits: USA, Bermuda, Bahamas, Virgin Islands, Saint Martin, Puerto Rico
Inside
$1,692
Oceanview
$1,863
Balcony
$1,864
Suite
$6,138
From (Per Person)
A$1,692
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
Exclusive Savings
Inside
$2,666
Oceanview
$3,094
Balcony
$3,783
Suite
$6,483
From (Per Person)
A$2,666
Save 173
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
$5,655
From (Per Person)
A$5,655
Save 115
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
$962
Oceanview
$1,041
Balcony
$1,249
Suite
$2,278
From (Per Person)
A$962
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
$1,091
Oceanview
$1,182
Balcony
$1,784
Suite
$2,477
From (Per Person)
A$1,091
Per Person
Cruise
(1)
Eastern Caribbean Cruise From Orlando To San Juan
4 Days (3 Nights) Orlando to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 12 November 2026
Visits: USA, Dominican Republic, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$787
Oceanview
$831
Balcony
$980
Suite
$1,070
From (Per Person)
A$787
Per Person
Cruise
(6)
Bermuda & Eastern Caribbean 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
Exclusive Savings
Inside
$8,078
Oceanview
$9,447
Balcony
$11,653
Suite
$18,421
From (Per Person)
A$8,078
Save 541
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
$2,142
Oceanview
$2,621
Balcony
$2,973
Suite
$5,032
From (Per Person)
A$2,142
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
$7,521
From (Per Person)
A$7,521
Save 154
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
$5,655
From (Per Person)
A$5,655
Save 115
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
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
A Journey Through the Vibrant Pulse of the Antilles
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departure: 29 January 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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
$6,362
Balcony
$7,825
Suite
$8,215
From (Per Person)
A$6,362
Save 1,638
Per Person
Cruise
An Extended Journey of Island Energy & Ocean Tranquillity
17 Days (16 Nights) San Juan to San Juan
Operator: 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
$20,345
From (Per Person)
A$20,345
Save 415
Per Person
Cruise
An Extended Journey Of Cultural Treasures & Seaside Harmony
16 Days (15 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visits: USA, Mexico, Guatemala, Belize +6 more, Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$12,529
From (Per Person)
A$12,529
Save 256
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
$5,163
Balcony
$6,655
Suite
$7,006
From (Per Person)
A$5,163
Save 637
Per Person
New ReleaseCruise
Caribbean escapade
8 Days (7 Nights) Miami to San Juan
Operator: Emerald Cruises
Ship: Emerald Sakara
Departure: 30 November 2026
Visits: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Exclusive Savings
Oceanview
$5,398
Balcony
$6,922
Suite
$10,254
From (Per Person)
A$5,398
Save 3,597
Per Person
Cruise
Baltimore To San Juan Cruise
9 Days (8 Nights) Baltimore to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 21 October 2027
Visits: USA, Turks and Caicos Islands, Aruba, Curacao, Puerto Rico
Exclusive Savings
Inside
$1,156
Oceanview
$1,281
Balcony
$2,309
Suite
$3,053
From (Per Person)
A$1,156
Save 681
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
$15,616
From (Per Person)
A$15,616
Save 319
Per Person
Cruise
A Journey Of Colourful Treasures & Idyllic Island Scenery
8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Exclusive Savings
Suite
$6,282
From (Per Person)
A$6,282
Save 128
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
$17,713
From (Per Person)
A$17,713
Save 362
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
$13,230
From (Per Person)
A$13,230
Save 270
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
$8,820
From (Per Person)
A$8,820
Save 180
Per Person
Cruise
A Journey Of Tropical Festivities & Dazzling Island Beauty
9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 20 December 2026
Visits: USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$10,251
From (Per Person)
A$10,251
Save 209
Per Person
Cruise
Baltimore To San Juan Cruise
11 Days (10 Nights) Baltimore to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 22 October 2026
Visits: USA, Turks and Caicos Islands, Saint Martin, Dominica +4 more, Martinique, Antigua and Barbuda, Virgin Islands, Puerto Rico
Exclusive Savings
Inside
$1,776
Oceanview
-
Balcony
$4,497
Suite
-
From (Per Person)
A$1,776
Save 952
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
$6,909
From (Per Person)
A$6,909
Save 141
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
$18,463
From (Per Person)
A$18,463
Save 377
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
$21,643
From (Per Person)
A$21,643
Save 442
Per Person
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