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55 Cruises (64 Departures)
55 Cruises (64 Departures)
Departures
Duration
4 Days
25 Days
Start City
Ship Size
Ship Features
Operators
Price
$1,000pp
$21,240pp
Countries
Cruise
(5)
Bermuda & Eastern Caribbean Cruise: Tortola, Barbados & Saint Kitts
25 Days (24 Nights) New York to San Juan
Cruise Line: 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
$8,157
Oceanview
$9,832
Balcony
$12,126
Suite
$19,191
From (Per Person)
A$8,157
Per Person
Cruise
(1)
Southern Caribbean Cruise From New York To San Juan
11 Days (10 Nights) New York to San Juan
Cruise Line: 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
$3,430
Oceanview
$3,654
Balcony
$4,323
Suite
$5,664
From (Per Person)
A$3,430
Per Person
Cruise
(1)
A Journey Across Oceanic Gems & The Unresistible Caribbean Charm
8 Days (7 Nights) Miami to San Juan
Cruise Line: 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)
Eastern Caribbean Cruise From Orlando To San Juan
4 Days (3 Nights) Orlando to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 12 November 2026
Visits: USA, Dominican Republic, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$1,159
Oceanview
$1,174
Balcony
$1,159
Suite
$1,203
From (Per Person)
A$1,159
Per Person
Cruise
(1)
A Journey from Dominican Rhythms & Tranquil Bahamian Bliss
8 Days (7 Nights) Miami to San Juan
Cruise Line: 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
(12)
Southern Caribbean Islander Holiday
9 Days (8 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 19 December 2026
Visits: USA, Aruba, Curacao, Antigua and Barbuda, Virgin Islands, Puerto Rico
Exclusive Savings
Inside
$1,024
Oceanview
$1,071
Balcony
$1,489
Suite
$2,251
From (Per Person)
A$1,024
Per Person
Cruise
(1)
Southern Caribbean Adventurer Holiday
15 Days (14 Nights) Fort Lauderdale to San Juan
Cruise Line: 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
$2,423
Oceanview
$2,750
Balcony
$3,423
Suite
$4,928
From (Per Person)
A$2,423
Per Person
Cruise
(4)
Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen
10 Days (9 Nights) New York to San Juan
Cruise Line: Azamara
Departures: Oct 2026 to Oct 2027
Visits: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$1,985
Oceanview
$2,749
Balcony
$3,785
Suite
$6,460
From (Per Person)
A$1,985
Save 30
Per Person
Cruise
(1)
A Journey of Underwater Jewels & Captivating New Year's Eve Celebration
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$8,060
From (Per Person)
A$8,060
Save 165
Per Person
Cruise
(2)
Bermuda & Caribbean: NYC to San Juan
13 Days (12 Nights) New York to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 October 2026
Visits: USA, Bermuda, Bahamas, Virgin Islands, Saint Martin, Puerto Rico
Inside
$1,579
Oceanview
$1,757
Balcony
$1,934
Suite
$7,082
From (Per Person)
A$1,579
Per Person
Cruise
(1)
Southern Caribbean with Curacao
8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visits: USA, Jamaica, Aruba, Curacao, Puerto Rico
Exclusive Savings
Inside
$1,290
Oceanview
$1,348
Balcony
$1,726
Suite
$2,221
From (Per Person)
A$1,290
Per Person
Cruise
(1)
A Journey Into Timeless Marvels & Historical Tales of the West Indies
8 Days (7 Nights) Miami to San Juan
Cruise Line: 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
(1)
A Journey into Dominican Charm & Caribbean Splendour
8 Days (7 Nights) Miami to San Juan
Cruise Line: 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
A Journey Through Stunning Scenery & Charming Caribbean Culture
8 Days (7 Nights) Miami to San Juan
Cruise Line: 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
$6,860
From (Per Person)
A$6,860
Save 140
Per Person
New ReleaseCruise
Paradise Beaches from the Bahamas to the U.S. Virgin Islands
10 Days (9 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Feb 2029 to Mar 2029
Visits: USA, Bahamas, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$9,884
Suite
$12,182
From (Per Person)
A$9,884
Save 4,161
Per Person
Cruise
A Journey Through Iconic Caribbean Islands & Underwater Wonders
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Feb 2028 to Mar 2028
Visits: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
A Journey Through Art Deco Wonders & Caribbean Adventures
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$6,884
From (Per Person)
A$6,884
Save 141
Per Person
Cruise
A Journey of Thrilling Island Adventures & Historical Wonders
8 Days (7 Nights) Miami to San Juan
Cruise Line: 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
$5,655
From (Per Person)
A$5,655
Save 121
Per Person
Cruise
An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$15,994
From (Per Person)
A$15,994
Save 326
Per Person
Cruise
A Journey Of Tranquil Tropical Beauty & Rainforest Adventures
9 Days (8 Nights) Miami to San Juan
Cruise Line: 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
$9,369
From (Per Person)
A$9,369
Save 191
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Crystal
Ship: Crystal Serenity
Departure: 22 December 2027
Visits: USA, Dominican Republic, Guadeloupe, Martinique, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$5,470
Balcony
$6,730
Suite
$6,937
From (Per Person)
A$5,470
Save 530
Per Person
Cruise
An Extended Journey of Island Energy & Ocean Tranquillity
17 Days (16 Nights) San Juan to San Juan
Cruise Line: 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
$18,826
From (Per Person)
A$18,826
Save 384
Per Person
Cruise
A Journey Through the Vibrant Pulse of the Antilles
8 Days (7 Nights) Miami to San Juan
Cruise Line: 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
Cruise
An Extended Journey Of Cultural Treasures & Seaside Harmony
16 Days (15 Nights) Miami to San Juan
Cruise Line: 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
$13,014
From (Per Person)
A$13,014
Save 266
Per Person
Cruise
An Extended Journey Of Caribbean Celebrations & Tropical Idylls
18 Days (17 Nights) San Juan to San Juan
Cruise Line: 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
$20,815
From (Per Person)
A$20,815
Save 425
Per Person
Cruise
Miami to San Juan
11 Days (10 Nights) Miami to San Juan
Cruise Line: 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
$4,900
Balcony
$5,880
Suite
$13,475
From (Per Person)
A$4,900
Save 100
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
11 Days (10 Nights) Fort Lauderdale to San Juan
Cruise Line: 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
$6,600
Balcony
$8,650
Suite
$9,415
From (Per Person)
A$6,600
Save 1,400
Per Person
Cruise
An Extended Journey Through Golden Shores & Island Grace
15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$14,308
From (Per Person)
A$14,308
Save 292
Per Person
Cruise
A Journey Of Colourful Treasures & Idyllic Island Scenery
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Exclusive Savings
Suite
$6,703
From (Per Person)
A$6,703
Save 137
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Crystal
Ship: Crystal Serenity
Departure: 12 February 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Dominica, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$5,020
Balcony
$5,920
Suite
$6,046
From (Per Person)
A$5,020
Save 480
Per Person
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