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Departures
Duration
7 Days
22 Days
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Price
$1,000pp
$13,430pp
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96 Cruises (263 Cruise Departures)
Cruise
(5)
West Indies Explorer
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ship: Viking Sea
Departures: Oct 2024 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$5,440
SUITE
$9,400
Cruise
(4)
Colombia & Caribbean Islands
12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 April 2025
Countries Visited: Puerto Rico, Colombia, Aruba, Curacao (+3 more), Dominica, Antigua and Barbuda, Saint Martin
INSIDE
$2,824
OCEANVIEW
$3,103
BALCONY
$3,308
SUITE
$7,975
From 2,824
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Jul 2024 to Apr 2025
Exclusive Deal
INSIDE
$1,449
OCEANVIEW
$1,589
BALCONY
$2,154
SUITE
$2,276
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 22 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Barbados
Exclusive Deal
INSIDE
$1,762
OCEANVIEW
$1,885
BALCONY
$2,641
SUITE
$3,814
Cruise
(1)
Southern Caribbean Cruise
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 16 February 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+3 more), Bonaire, Curacao, Aruba
Exclusive Deal
INSIDE
$2,098
OCEANVIEW
$2,515
BALCONY
$5,095
SUITE
$7,044
Cruise
(1)
Eastern Caribbean Voyage
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
INSIDE
$3,474
OCEANVIEW
$4,539
BALCONY
$5,574
SUITE
$7,885
From 3,474
Cruise
(4)
Southern Caribbean with Barbados
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Nov 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Martinique, Barbados
Exclusive Deal
INSIDE
$1,569
OCEANVIEW
$1,703
BALCONY
$2,193
SUITE
$2,658
From 1,569
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 18 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Grenada (+2 more), Saint Vincent, Dominica
Exclusive Deal
INSIDE
$1,723
OCEANVIEW
$1,982
BALCONY
$2,384
SUITE
$3,741
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Dec 2025 to Mar 2026
Exclusive Deal
INSIDE
$1,701
OCEANVIEW
$1,940
BALCONY
$2,528
SUITE
$3,666
Cruise
(1)
Southern Caribbean - San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departure: 19 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+2 more), Saint Lucia, Sint Maarten
INSIDE
$2,864
OCEANVIEW
$3,324
BALCONY
$4,385
SUITE
$4,700
From 2,864
Cruise
(4)
Southern Caribbean with Barbados
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Oct 2025 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,554
OCEANVIEW
$1,688
BALCONY
$2,198
SUITE
$2,643
From 1,554
Cruise
(1)
Southern Caribbean Voyage
8 Days (7 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departures: Nov 2025 to Dec 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
INSIDE
$1,909
OCEANVIEW
$2,514
BALCONY
$3,088
SUITE
$5,042
From 1,909
Cruise
(4)
San Juan, Barbados & Beyond
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 March 2025
Countries Visited: Puerto Rico, Saint Martin, Saint Lucia, Barbados (+2 more), Martinique, Saint Kitts and Nevis
INSIDE
$2,183
OCEANVIEW
$2,318
BALCONY
$2,417
SUITE
$5,322
From 2,183
Cruise
(1)
Eastern Caribbean Voyage
19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten, USA
INSIDE
$4,478
OCEANVIEW
$5,888
BALCONY
$7,153
SUITE
$11,751
From 4,478
Cruise
(1)
Western Caribbean Cruise
7 Days (6 Nights) San Juan to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 02 November 2025
Exclusive Deal
INSIDE
$1,224
OCEANVIEW
$1,498
BALCONY
$1,981
SUITE
$2,465
Cruise
(4)
Resilient New Year's Ahoy
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 28 December 2024
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$3,122
OCEANVIEW
$3,322
BALCONY
$3,476
SUITE
$7,961
From 3,122
Cruise
(4)
Saint (Isles) & Seas of the Caribbean
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Departures: Dec 2024 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$1,976
OCEANVIEW
$2,076
BALCONY
$2,076
SUITE
$5,164
From 1,976
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Oct 2024 to Mar 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+1 more), Barbados
Exclusive Deal
INSIDE
$1,394
OCEANVIEW
$1,600
BALCONY
$2,376
SUITE
$2,400
Cruise
(4)
Southern Caribbean with Barbados
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departures: Nov 2025 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Vincent, Barbados
Exclusive Deal
INSIDE
$1,569
OCEANVIEW
$1,703
BALCONY
$2,193
SUITE
$2,654
From 1,569
Cruise
(2)
Exotic Atlantic Crossing
15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 April 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Portugal (+2 more), Morocco, Spain
Exclusive Deal
INSIDE
$5,380
OCEANVIEW
$5,845
BALCONY
$7,211
SUITE
$9,478
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Jan 2025 to Mar 2025
Exclusive Deal
INSIDE
$1,673
OCEANVIEW
$1,777
BALCONY
$3,325
SUITE
$3,777
Cruise
(1)
Eastern Caribbean Voyage
14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 06 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Sint Maarten
INSIDE
$3,225
OCEANVIEW
$4,175
BALCONY
$5,095
SUITE
$8,428
From 3,225
Cruise
(4)
Idyllic Isles of the Caribbean & Colombia
12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 21 January 2025
Countries Visited: Puerto Rico, Colombia, Curacao, Aruba (+3 more), Saint Lucia, Antigua and Barbuda, Saint Martin
INSIDE
$2,776
OCEANVIEW
$2,944
BALCONY
$3,149
SUITE
$7,093
From 2,776
Cruise
(1)
Southern Caribbean Voyage
9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+3 more), Saint Vincent, Trinidad and Tobago, Barbados
INSIDE
$2,161
OCEANVIEW
$2,881
BALCONY
$3,571
SUITE
$5,755
From 2,161
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Nov 2025 to Apr 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Saint Lucia
Exclusive Deal
INSIDE
$1,471
OCEANVIEW
$1,635
BALCONY
$1,940
SUITE
$3,025
New ReleaseCruise
(5)
West Indies & Panama Canal Passage
18 Days (17 Nights) San Juan to Los Angeles
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 31 March 2025
Countries Visited: Puerto Rico, Curacao, Colombia, Panama (+4 more), Costa Rica, Nicaragua, Mexico, USA
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$10,885
SUITE
$20,785
Cruise
(4)
San Juan, St. Vincent, Barbados & More
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 11 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Martinique, Barbados, Saint Lucia, Saint Vincent
INSIDE
$2,553
OCEANVIEW
$2,728
BALCONY
$2,986
SUITE
$6,649
From 2,553
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Aug 2024 to Oct 2025
Exclusive Deal
INSIDE
$1,305
OCEANVIEW
$1,409
BALCONY
$2,535
SUITE
$2,533
Cruise
(1)
Southern Caribbean - San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 14 December 2025
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+2 more), Saint Lucia, Saint Kitts and Nevis
INSIDE
$2,590
OCEANVIEW
-
BALCONY
$2,865
SUITE
$3,202
From 2,590
Cruise
(4)
Puerto Rican Daze & Caribbean Nights
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 22 March 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+4 more), Martinique, Saint Lucia, Barbados, Saint Vincent
INSIDE
$2,573
OCEANVIEW
$2,782
BALCONY
$3,001
SUITE
$6,986
From 2,573
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