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Departures
Duration
7 Days
22 Days
End City
Ship Features
Operators
Price
$1,100pp
$24,395pp
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76 Cruises (232 Cruise Departures)
Cruise
(4)
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)
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
$2,729
OCEANVIEW
$3,123
BALCONY
$3,339
SUITE
$7,461
From 2,729
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 04 January 2026
Exclusive Deal
INSIDE
$1,892
OCEANVIEW
$2,179
BALCONY
$2,582
SUITE
$4,106
Cruise
(4)
Caribbean & Panama Canal
16 Days (15 Nights) San Juan to Los Angeles
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 29 March 2026
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$8,410
SUITE
$16,825
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Jun 2025 to Oct 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+1 more), Barbados
Exclusive Deal
INSIDE
$1,428
OCEANVIEW
$1,653
BALCONY
$2,856
SUITE
$3,095
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 23 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Curacao, Aruba
Exclusive Deal
INSIDE
$2,139
OCEANVIEW
$2,351
BALCONY
$2,685
SUITE
$4,249
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
$3,456
OCEANVIEW
$4,146
BALCONY
$5,066
SUITE
$8,399
From 3,456
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
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 24 May 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+2 more), Barbados, Saint Lucia
Exclusive Deal
INSIDE
$2,117
OCEANVIEW
$2,560
BALCONY
$3,763
SUITE
$4,371
Cruise
(2)
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 28 December 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$2,098
OCEANVIEW
$2,406
BALCONY
$2,959
SUITE
$4,407
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
$2,852
OCEANVIEW
$3,082
BALCONY
$3,389
SUITE
$7,376
From 2,852
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
$2,981
OCEANVIEW
$3,415
BALCONY
$3,651
SUITE
$8,185
From 2,981
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Jul 2024 to Oct 2025
Exclusive Deal
INSIDE
$1,454
OCEANVIEW
$1,638
BALCONY
$2,792
SUITE
$2,969
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 09 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Aruba, Curacao
Exclusive Deal
INSIDE
$1,708
OCEANVIEW
$2,036
BALCONY
$2,500
SUITE
$3,840
Cruise
(1)
Southern Caribbean Cruise
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 13 April 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis (+2 more), Barbados, Dominica
Exclusive Deal
INSIDE
$2,024
OCEANVIEW
$2,331
BALCONY
$4,380
SUITE
$4,797
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
$1,525
OCEANVIEW
$1,559
BALCONY
$2,769
SUITE
$3,226
Cruise
(4)
Amazon & Caribbean Adventure
13 Days (12 Nights) San Juan to Manaus
Cruise Line: Viking Cruises
Ship: Viking Sea
Departures: Nov 2024 to Feb 2025
Countries Visited: Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados (+2 more), French Guiana, Brazil
Discover More Sale
INSIDE
-
OCEANVIEW
-
BALCONY
$8,212
SUITE
$12,370
Cruise
(1)
Southern Caribbean - San Juan
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departures: Dec 2024 to Apr 2025
Countries Visited: Puerto Rico, Dominican Republic, Aruba, Curacao (+3 more), Bonaire, Saint Lucia, Saint Kitts and Nevis
Free At Sea OfferExclusive Solo Offer
INSIDE
$3,195
OCEANVIEW
$3,331
BALCONY
$3,802
SUITE
$4,409
From 3,195
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: May 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,883
OCEANVIEW
$1,760
BALCONY
$3,472
SUITE
$4,292
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
$2,279
OCEANVIEW
$2,852
BALCONY
$3,542
SUITE
$5,726
From 2,279
Cruise
(2)
Southern Caribbean Cruise
10 Days (9 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 20 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Grenada (+2 more), Curacao, Aruba
Exclusive Deal
INSIDE
$2,200
OCEANVIEW
$2,344
BALCONY
$2,822
SUITE
$4,482
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 12 April 2026
Exclusive Deal
INSIDE
$2,058
OCEANVIEW
$2,174
BALCONY
$2,734
SUITE
$4,476
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: May 2024 to Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+1 more), Barbados
Exclusive Deal
INSIDE
$1,523
OCEANVIEW
$1,754
BALCONY
$3,742
SUITE
$3,933
Cruise
(4)
San Juan to Spanish Island Nights
15 Days (14 Nights) San Juan to Barcelona
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 12 April 2025
Countries Visited: Puerto Rico, Spain, Morocco
INSIDE
$2,381
OCEANVIEW
$2,532
BALCONY
$2,727
SUITE
$9,346
From 2,381
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Jun 2024 to Apr 2025
Exclusive Deal
INSIDE
$1,489
OCEANVIEW
$1,577
BALCONY
$2,752
SUITE
$3,189
Cruise
(1)
Transatlantic Repositioning Cruise
14 Days (13 Nights) San Juan to Lisbon
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departure: 13 April 2025
Countries Visited: Puerto Rico, Dominican Republic, Sint Maarten, Cape Verde (+2 more), Spain, Portugal
Free At Sea Offer
INSIDE
$3,390
OCEANVIEW
$3,648
BALCONY
$4,255
SUITE
$6,807
From 3,390
Cruise
(4)
Saint (Isles) & Seas of the Caribbean
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Dec 2024 to Mar 2025
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
INSIDE
$2,039
OCEANVIEW
$2,196
BALCONY
$2,376
SUITE
$5,524
From 2,039
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
$2,250
OCEANVIEW
$2,455
BALCONY
-
SUITE
$5,795
Cruise
(2)
Caribbean & Riviera Revelry
22 Days (21 Nights) San Juan to Rome
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 22 April 2025
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Portugal (+5 more), Morocco, Spain, France, Monaco, Italy
Exclusive Deal
INSIDE
$8,250
OCEANVIEW
$9,617
BALCONY
$11,755
SUITE
$16,230
Cruise
(4)
Pre-Holiday Caribbean Refresh
9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 06 December 2024
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Barbados (+3 more), Martinique, Saint Lucia, Saint Kitts and Nevis
INSIDE
$2,223
OCEANVIEW
$2,541
BALCONY
$2,753
SUITE
$6,430
From 2,223
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