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7 Days
22 Days
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$18,520pp
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76 Cruises (233 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
(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
$1,178
OCEANVIEW
$1,404
BALCONY
$2,178
SUITE
$2,632
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 Jan 2026
Countries Visited: Puerto Rico, Saint Lucia, Saint Kitts and Nevis, Antigua and Barbuda (+1 more), Virgin Islands
Exclusive Deal
INSIDE
$1,530
OCEANVIEW
$1,709
BALCONY
$2,353
SUITE
$3,579
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 Oct 2024
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,809
OCEANVIEW
$1,685
BALCONY
$3,373
SUITE
$4,122
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
$2,043
OCEANVIEW
$2,486
BALCONY
$3,664
SUITE
$4,200
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
New ReleaseCruise
(4)
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 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
$7,300
From 2,381
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
Free At Sea Offer
INSIDE
$2,940
OCEANVIEW
$3,455
BALCONY
$4,124
SUITE
$4,761
From 2,940
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
$1,808
OCEANVIEW
$2,101
BALCONY
$2,698
SUITE
$4,075
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
(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
$1,818
OCEANVIEW
$2,105
BALCONY
$2,483
SUITE
$3,935
Cruise
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 01 March 2026
Countries Visited: Puerto Rico, Curacao, Aruba, Virgin Islands
Exclusive Deal
INSIDE
$1,639
OCEANVIEW
$1,844
BALCONY
$2,250
SUITE
$3,681
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
(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
$3,041
OCEANVIEW
$3,436
BALCONY
$3,787
SUITE
$8,416
From 3,041
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
(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
(2)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 15 March 2026
Exclusive Deal
INSIDE
$1,814
OCEANVIEW
$2,122
BALCONY
$2,562
SUITE
$3,972
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
$8,557
OCEANVIEW
$9,617
BALCONY
$11,755
SUITE
$16,230
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
$2,023
OCEANVIEW
$2,331
BALCONY
$2,860
SUITE
$4,236
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
$3,134
OCEANVIEW
$3,331
BALCONY
$3,802
SUITE
$4,409
From 3,134
Cruise
(4)
Resilient Caribbean Holidays
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 21 December 2024
Countries Visited: Puerto Rico, Saint Martin, Barbados, Saint Lucia (+2 more), Martinique, Saint Kitts and Nevis
INSIDE
$2,436
OCEANVIEW
$2,792
BALCONY
$2,986
SUITE
$7,142
From 2,436
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
$1,449
OCEANVIEW
$1,679
BALCONY
$3,643
SUITE
$4,189
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
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
$2,485
BALCONY
$3,059
SUITE
$5,014
From 1,909
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
$1,634
OCEANVIEW
$1,962
BALCONY
$2,401
SUITE
$3,668
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
$3,387
OCEANVIEW
$3,645
BALCONY
$4,252
SUITE
$6,804
From 3,387
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
$1,734
OCEANVIEW
$2,042
BALCONY
$2,440
SUITE
$4,008
Cruise
(1)
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Jun 2024 to Oct 2025
Exclusive Deal
INSIDE
$1,379
OCEANVIEW
$1,564
BALCONY
$2,693
SUITE
$2,799
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
$1,684
OCEANVIEW
$2,122
BALCONY
$2,644
SUITE
$3,972
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