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8 Days
15 Days
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$1,000pp
$12,995pp
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67 Cruises (221 Cruise Departures)
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
$2,711
OCEANVIEW
$3,185
BALCONY
$3,858
SUITE
$4,501
From 2,711
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
Exclusive Solo Offer
INSIDE
$2,919
OCEANVIEW
$3,056
BALCONY
$3,531
SUITE
$4,142
From 2,919
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
$4,510
BALCONY
$5,545
SUITE
$7,856
From 3,474
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
$2,724
OCEANVIEW
$3,118
BALCONY
$3,333
SUITE
$7,448
From 2,724
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
$1,868
OCEANVIEW
$2,311
BALCONY
$4,372
SUITE
$4,291
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
$1,161
OCEANVIEW
$1,196
BALCONY
$2,457
SUITE
$2,400
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
$1,828
OCEANVIEW
$1,984
BALCONY
$2,250
SUITE
$3,586
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
$2,035
OCEANVIEW
$2,191
BALCONY
$2,372
SUITE
$5,515
From 2,035
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
$1,870
OCEANVIEW
$2,061
BALCONY
$2,421
SUITE
$3,957
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
$1,570
OCEANVIEW
$1,707
BALCONY
$3,182
SUITE
$3,777
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
$1,496
OCEANVIEW
$1,594
BALCONY
$1,940
SUITE
$3,035
Cruise
Aruban Sights & Antiguan Nights
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 03 January 2026
INSIDE
$2,131
OCEANVIEW
$2,386
BALCONY
$2,616
SUITE
$6,120
From 2,131
Cruise
Barbados, Antigua, BVI & More
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 24 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Martinique (+2 more), Antigua and Barbuda, Sint Maarten
INSIDE
$2,138
OCEANVIEW
$2,393
BALCONY
$2,623
SUITE
$6,127
From 2,138
Cruise
Antigua, Martinique, & Barbados & More
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 21 February 2026
Countries Visited: Puerto Rico, Sint Maarten, Barbados, Martinique (+2 more), Antigua and Barbuda, Virgin Islands
INSIDE
$2,240
OCEANVIEW
$2,496
BALCONY
$2,725
SUITE
$6,363
From 2,240
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 17 January 2026
Exclusive Deal
INSIDE
$1,664
OCEANVIEW
$1,944
BALCONY
$2,256
SUITE
$3,518
Cruise
Valiant New Year's Ahoy!
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 27 December 2025
Countries Visited: Puerto Rico, Sint Maarten, Saint Kitts and Nevis, Saint Lucia (+2 more), Barbados, Virgin Islands
INSIDE
$3,111
OCEANVIEW
$3,468
BALCONY
$3,801
SUITE
$9,050
From 3,111
Cruise
An Extended Journey of Caribbean Culture and Tropical Trails
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 21 February 2025
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+6 more), Trinidad and Tobago, Barbados, Saint Lucia, Martinique, Saint Vincent, Grenada
Unique EscapesPenthouse Dream Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,593
SUITE
$8,365
From 8,365
Cruise
Cartagena & Caribbean Faves
12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 02 December 2025
Countries Visited: Puerto Rico, Colombia, Curacao, Aruba (+3 more), Martinique, Antigua and Barbuda, Sint Maarten
INSIDE
$3,346
OCEANVIEW
$3,729
BALCONY
$4,087
SUITE
$9,604
From 3,346
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departures: Nov 2025 to Apr 2026
Exclusive Deal
INSIDE
$1,379
OCEANVIEW
$1,557
BALCONY
$2,054
SUITE
$3,002
Cruise
Quaint Castries to Elegant Antigua
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 07 March 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Martinique (+2 more), Antigua and Barbuda, Virgin Islands
INSIDE
$2,231
OCEANVIEW
$2,487
BALCONY
$2,716
SUITE
$6,354
From 2,231
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 30 November 2024
Countries Visited: Puerto Rico, Sint Maarten, Saint Lucia, Barbados (+2 more), Dominica, Antigua and Barbuda
Exclusive Offer
INSIDE
$1,393
OCEANVIEW
$1,502
BALCONY
$1,785
SUITE
$3,806
Cruise
Cartagena, Aruba, Antigua & More
12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 10 February 2026
INSIDE
$3,497
OCEANVIEW
$3,930
BALCONY
$4,288
SUITE
$10,111
From 3,497
Cruise
Joy Of The Islands
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 13 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Dominica (+3 more), Saint Lucia, Antigua and Barbuda, Saint Barthelemy
Exclusive Solo OfferExclusive Deal
INSIDE
-
OCEANVIEW
$5,334
BALCONY
$7,254
SUITE
$8,581
Cruise
Treasures Of Aruba, Bonaire & Curacao
13 Days (12 Nights) San Juan to San Juan
Cruise Line: Seabourn
Ship: Ovation
Departure: 02 December 2025
Countries Visited: Puerto Rico, Aruba, Curacao, Bonaire (+6 more), Martinique, Dominica, Montserrat, Saint Kitts and Nevis, Antigua and Barbuda, Virgin Islands
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$7,585
SUITE
$15,243
From 7,585
Cruise
St. Kitts, Barbados, Martinique & More
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 17 January 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Barbados, Martinique (+2 more), Antigua and Barbuda, Sint Maarten
INSIDE
$2,285
OCEANVIEW
$2,540
BALCONY
$2,796
SUITE
$6,514
From 2,285
Cruise
Eternal Sunshine
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 30 January 2025
Countries Visited: Puerto Rico, Virgin Islands, Dominica, Saint Lucia (+2 more), Antigua and Barbuda, Saint Barthelemy
Exclusive Solo OfferExclusive Deal
INSIDE
-
OCEANVIEW
$5,334
BALCONY
$7,254
SUITE
$8,581
Cruise
Sunny Miles of Tropical Isles
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Nov 2025 to Feb 2026
Countries Visited: Puerto Rico, Sint Maarten, Barbados, Saint Lucia (+2 more), Martinique, Saint Kitts and Nevis
INSIDE
$2,093
OCEANVIEW
$2,322
BALCONY
$2,552
SUITE
$5,950
From 2,093
Cruise
Sunsets in the Lesser Antilles
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Departures: Jan 2025 to Mar 2026
INSIDE
$1,945
OCEANVIEW
$2,174
BALCONY
$2,393
SUITE
$5,265
From 1,945
Cruise
Turquoise Shores, Hidden Isles
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 03 January 2025
Countries Visited: Puerto Rico, Grenada, Saint Vincent, Dominica (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Martinique, Saint Kitts and Nevis
Exclusive DealExclusive Solo Offer
INSIDE
-
OCEANVIEW
$7,554
BALCONY
$10,059
SUITE
$11,544
Cruise
St. Lucia, St. Maarten, Barbados & More
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 13 December 2025
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Dominica (+2 more), Barbados, Sint Maarten
INSIDE
$2,091
OCEANVIEW
$2,320
BALCONY
$2,550
SUITE
$5,948
From 2,091
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