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15 Days
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$15,995pp
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71 Cruises (228 Cruise Departures)
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
Cruise
Quintessential Caribbean Highlights
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 31 January 2026
Countries Visited: Puerto Rico, Sint Maarten, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Martinique, Saint Lucia, Saint Vincent, Barbados
INSIDE
$3,068
OCEANVIEW
$3,451
BALCONY
$3,758
SUITE
$8,834
From 3,068
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
$1,482
OCEANVIEW
$1,489
BALCONY
$1,834
SUITE
$3,806
Cruise
Barefoot Reverie
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Navigator
Departure: 20 January 2025
Countries Visited: Puerto Rico, Grenada, Saint Vincent, Dominica (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Martinique, Saint Kitts and Nevis
Exclusive Deal
INSIDE
-
OCEANVIEW
$7,554
BALCONY
$9,910
SUITE
$11,682
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
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
$5,997
BALCONY
$7,254
SUITE
$8,581
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
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
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
Sun-Soaked Seas & Saint Isles
11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 22 November 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+4 more), Martinique, Barbados, Saint Lucia, Sint Maarten
INSIDE
$3,194
OCEANVIEW
$3,552
BALCONY
$3,908
SUITE
$9,186
From 3,194
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
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