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Princess October 12, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 12, 2025
Returns: San Juan, Puerto Rico
Sunday, October 19, 2025
Inside Outside Balcony Suite
$684
$756
$1,084
$1,334
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Columbus Day! Cruise on Columbus Day! (terms)
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10/12 San Juan, Puerto Rico
(Depart 07:00 PM)
10/13 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/14 St. Kitts
(08:00 AM - 06:00 PM)
10/15 Dominica
(08:00 AM - 06:00 PM)
10/16 Grenada
(08:00 AM - 06:00 PM)
10/17 Barbados
(07:00 AM - 07:00 PM)
10/18 Day At Sea
10/19 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 12, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 12, 2025
Returns: San Juan, Puerto Rico
Sunday, October 26, 2025
Inside Outside Balcony Suite
$1,350
$1,494
$2,102
$2,500
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Columbus Day! Cruise on Columbus Day! (terms)
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10/12 San Juan, Puerto Rico
(Depart 07:00 PM)
10/13 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/14 St. Kitts
(08:00 AM - 06:00 PM)
10/15 Dominica
(08:00 AM - 06:00 PM)
10/16 Grenada
(08:00 AM - 06:00 PM)
10/17 Barbados
(07:00 AM - 07:00 PM)
10/18 Day At Sea
10/19 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
10/20 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
10/21 St. Maarten
(08:00 AM - 06:00 PM)
10/22 Antigua
(07:00 AM - 05:00 PM)
10/23 St. Lucia
(08:00 AM - 06:00 PM)
10/24 Barbados
(07:00 AM - 07:00 PM)
10/25 Day At Sea
10/26 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 19, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 19, 2025
Returns: San Juan, Puerto Rico
Sunday, October 26, 2025
Inside Outside Balcony Suite
$705
$777
$1,005
$1,205
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
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10/19 San Juan, Puerto Rico
(Depart 07:00 PM)
10/20 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
10/21 St. Maarten
(08:00 AM - 06:00 PM)
10/22 Antigua
(07:00 AM - 05:00 PM)
10/23 St. Lucia
(08:00 AM - 06:00 PM)
10/24 Barbados
(07:00 AM - 07:00 PM)
10/25 Day At Sea
10/26 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 19, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 19, 2025
Returns: San Juan, Puerto Rico
Sunday, November 02, 2025
Inside Outside Balcony Suite
$1,370
$1,517
$2,120
$2,420
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
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10/19 San Juan, Puerto Rico
(Depart 07:00 PM)
10/20 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
10/21 St. Maarten
(08:00 AM - 06:00 PM)
10/22 Antigua
(07:00 AM - 05:00 PM)
10/23 St. Lucia
(08:00 AM - 06:00 PM)
10/24 Barbados
(07:00 AM - 07:00 PM)
10/25 Day At Sea
10/26 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
10/27 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/28 St. Kitts
(08:00 AM - 06:00 PM)
10/29 Dominica
(08:00 AM - 06:00 PM)
10/30 Grenada
(08:00 AM - 06:00 PM)
10/31 Barbados
(07:00 AM - 07:00 PM)
11/01 Day At Sea
11/02 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 26, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 26, 2025
Returns: San Juan, Puerto Rico
Sunday, November 02, 2025
Inside Outside Balcony Suite
$704
$779
$1,154
$1,254
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
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10/26 San Juan, Puerto Rico
(Depart 07:00 PM)
10/27 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/28 St. Kitts
(08:00 AM - 06:00 PM)
10/29 Dominica
(08:00 AM - 06:00 PM)
10/30 Grenada
(08:00 AM - 06:00 PM)
10/31 Barbados
(07:00 AM - 07:00 PM)
11/01 Day At Sea
11/02 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess October 26, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, October 26, 2025
Returns: San Juan, Puerto Rico
Sunday, November 09, 2025
Inside Outside Balcony Suite
$1,319
$1,466
$2,172
$2,419
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
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10/26 San Juan, Puerto Rico
(Depart 07:00 PM)
10/27 Tortola, British Virgin Islands
(08:00 AM - 06:00 PM)
10/28 St. Kitts
(08:00 AM - 06:00 PM)
10/29 Dominica
(08:00 AM - 06:00 PM)
10/30 Grenada
(08:00 AM - 06:00 PM)
10/31 Barbados
(07:00 AM - 07:00 PM)
11/01 Day At Sea
11/02 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
11/03 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/04 St. Maarten
(08:00 AM - 06:00 PM)
11/05 Antigua
(07:00 AM - 04:00 PM)
11/06 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
11/07 Barbados
(07:00 AM - 07:00 PM)
11/08 Day At Sea
11/09 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 02, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 02, 2025
Returns: San Juan, Puerto Rico
Sunday, November 09, 2025
Inside Outside Balcony Suite
$654
$726
$1,004
$1,204
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
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11/02 San Juan, Puerto Rico
(Depart 07:00 PM)
11/03 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/04 St. Maarten
(08:00 AM - 06:00 PM)
11/05 Antigua
(07:00 AM - 04:00 PM)
11/06 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
11/07 Barbados
(07:00 AM - 07:00 PM)
11/08 Day At Sea
11/09 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 02, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 02, 2025
Returns: San Juan, Puerto Rico
Sunday, November 16, 2025
Inside Outside Balcony Suite
$1,329
$1,477
$1,929
$2,379
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Veteran’s Day! Cruise on Veteran’s Day! (terms)
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11/02 San Juan, Puerto Rico
(Depart 07:00 PM)
11/03 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/04 St. Maarten
(08:00 AM - 06:00 PM)
11/05 Antigua
(07:00 AM - 04:00 PM)
11/06 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
11/07 Barbados
(07:00 AM - 07:00 PM)
11/08 Day At Sea
11/09 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
11/10 St. Croix, Virgin Islands
(08:00 AM - 06:00 PM)
11/11 St. Kitts
(08:00 AM - 06:00 PM)
11/12 Martinique
(08:00 AM - 06:00 PM)
11/13 Grenada
(08:00 AM - 06:00 PM)
11/14 Barbados
(07:00 AM - 07:00 PM)
11/15 Day At Sea
11/16 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 09, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 09, 2025
Returns: San Juan, Puerto Rico
Sunday, November 16, 2025
Inside Outside Balcony Suite
$704
$780
$954
$1,204
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Veteran’s Day! Cruise on Veteran’s Day! (terms)
View Itinerary
11/09 San Juan, Puerto Rico
(Depart 07:00 PM)
11/10 St. Croix, Virgin Islands
(08:00 AM - 06:00 PM)
11/11 St. Kitts
(08:00 AM - 06:00 PM)
11/12 Martinique
(08:00 AM - 06:00 PM)
11/13 Grenada
(08:00 AM - 06:00 PM)
11/14 Barbados
(07:00 AM - 07:00 PM)
11/15 Day At Sea
11/16 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 09, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 09, 2025
Returns: San Juan, Puerto Rico
Sunday, November 23, 2025
Inside Outside Balcony Suite
$1,383
$1,538
$1,933
$2,483
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Veteran’s Day! Cruise on Veteran’s Day! (terms)
View Itinerary
11/09 San Juan, Puerto Rico
(Depart 07:00 PM)
11/10 St. Croix, Virgin Islands
(08:00 AM - 06:00 PM)
11/11 St. Kitts
(08:00 AM - 06:00 PM)
11/12 Martinique
(08:00 AM - 06:00 PM)
11/13 Grenada
(08:00 AM - 06:00 PM)
11/14 Barbados
(07:00 AM - 07:00 PM)
11/15 Day At Sea
11/16 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
11/17 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/18 St. Maarten
(08:00 AM - 06:00 PM)
11/19 Antigua
(08:00 AM - 06:00 PM)
11/20 Martinique
(08:00 AM - 06:00 PM)
11/21 Barbados
(07:00 AM - 07:00 PM)
11/22 Day At Sea
11/23 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 16, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 16, 2025
Returns: San Juan, Puerto Rico
Sunday, November 23, 2025
Inside Outside Balcony Suite
$714
$793
$1,014
$1,314
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
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11/16 San Juan, Puerto Rico
(Depart 07:00 PM)
11/17 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/18 St. Maarten
(08:00 AM - 06:00 PM)
11/19 Antigua
(08:00 AM - 06:00 PM)
11/20 Martinique
(08:00 AM - 06:00 PM)
11/21 Barbados
(07:00 AM - 07:00 PM)
11/22 Day At Sea
11/23 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 16, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 16, 2025
Returns: San Juan, Puerto Rico
Sunday, November 30, 2025
Inside Outside Balcony Suite
$1,590
$1,783
$2,200
$2,677
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Thanksgiving! Cruise on Thanksgiving! (terms)
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11/16 San Juan, Puerto Rico
(Depart 07:00 PM)
11/17 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
11/18 St. Maarten
(08:00 AM - 06:00 PM)
11/19 Antigua
(08:00 AM - 06:00 PM)
11/20 Martinique
(08:00 AM - 06:00 PM)
11/21 Barbados
(07:00 AM - 07:00 PM)
11/22 Day At Sea
11/23 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
11/24 St. Croix, Virgin Islands
(07:00 AM - 04:00 PM)
11/25 Dominica
(09:00 AM - 07:00 PM)
11/26 St. Lucia
(08:00 AM - 06:00 PM)
11/27 Grenada
(08:00 AM - 06:00 PM)
11/28 Barbados
(07:00 AM - 07:00 PM)
11/29 Day At Sea
11/30 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 23, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 23, 2025
Returns: San Juan, Puerto Rico
Sunday, November 30, 2025
Inside Outside Balcony Suite
$972
$1,072
$1,282
$1,722
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Thanksgiving! Cruise on Thanksgiving! (terms)
View Itinerary
11/23 San Juan, Puerto Rico
(Depart 07:00 PM)
11/24 St. Croix, Virgin Islands
(07:00 AM - 04:00 PM)
11/25 Dominica
(09:00 AM - 07:00 PM)
11/26 St. Lucia
(08:00 AM - 06:00 PM)
11/27 Grenada
(08:00 AM - 06:00 PM)
11/28 Barbados
(07:00 AM - 07:00 PM)
11/29 Day At Sea
11/30 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 23, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 23, 2025
Returns: San Juan, Puerto Rico
Sunday, December 07, 2025
Inside Outside Balcony Suite
$1,580
$1,730
$2,190
$2,692
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Thanksgiving! Cruise on Thanksgiving! (terms)
View Itinerary
11/23 San Juan, Puerto Rico
(Depart 07:00 PM)
11/24 St. Croix, Virgin Islands
(07:00 AM - 04:00 PM)
11/25 Dominica
(09:00 AM - 07:00 PM)
11/26 St. Lucia
(08:00 AM - 06:00 PM)
11/27 Grenada
(08:00 AM - 06:00 PM)
11/28 Barbados
(07:00 AM - 07:00 PM)
11/29 Day At Sea
11/30 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/01 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/02 St. Maarten
(08:00 AM - 06:00 PM)
12/03 Antigua
(08:00 AM - 06:00 PM)
12/04 Dominica
(08:00 AM - 06:00 PM)
12/05 Barbados
(07:00 AM - 07:00 PM)
12/06 Day At Sea
12/07 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 30, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 30, 2025
Returns: San Juan, Puerto Rico
Sunday, December 07, 2025
Inside Outside Balcony Suite
$704
$754
$1,004
$1,204
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
11/30 San Juan, Puerto Rico
(Depart 07:00 PM)
12/01 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/02 St. Maarten
(08:00 AM - 06:00 PM)
12/03 Antigua
(08:00 AM - 06:00 PM)
12/04 Dominica
(08:00 AM - 06:00 PM)
12/05 Barbados
(07:00 AM - 07:00 PM)
12/06 Day At Sea
12/07 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess November 30, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, November 30, 2025
Returns: San Juan, Puerto Rico
Sunday, December 14, 2025
Inside Outside Balcony Suite
$1,470
$1,642
$2,170
$2,517
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
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11/30 San Juan, Puerto Rico
(Depart 07:00 PM)
12/01 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/02 St. Maarten
(08:00 AM - 06:00 PM)
12/03 Antigua
(08:00 AM - 06:00 PM)
12/04 Dominica
(08:00 AM - 06:00 PM)
12/05 Barbados
(07:00 AM - 07:00 PM)
12/06 Day At Sea
12/07 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/08 St. Croix, Virgin Islands
(08:00 AM - 06:00 PM)
12/09 St. Kitts
(07:00 AM - 05:00 PM)
12/10 St. Lucia
(09:00 AM - 07:00 PM)
12/11 St. Vincent, St. Vincent & the Grenadines
(08:00 AM - 06:00 PM)
12/12 Barbados
(07:00 AM - 07:00 PM)
12/13 Day At Sea
12/14 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 07, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 07, 2025
Returns: San Juan, Puerto Rico
Sunday, December 14, 2025
Inside Outside Balcony Suite
$805
$898
$1,205
$1,355
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
12/07 San Juan, Puerto Rico
(Depart 07:00 PM)
12/08 St. Croix, Virgin Islands
(08:00 AM - 06:00 PM)
12/09 St. Kitts
(07:00 AM - 05:00 PM)
12/10 St. Lucia
(09:00 AM - 07:00 PM)
12/11 St. Vincent, St. Vincent & the Grenadines
(08:00 AM - 06:00 PM)
12/12 Barbados
(07:00 AM - 07:00 PM)
12/13 Day At Sea
12/14 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 07, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 07, 2025
Returns: San Juan, Puerto Rico
Sunday, December 21, 2025
Inside Outside Balcony Suite
$1,470
$1,642
$2,171
$2,470
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
12/07 San Juan, Puerto Rico
(Depart 07:00 PM)
12/08 St. Croix, Virgin Islands
(08:00 AM - 06:00 PM)
12/09 St. Kitts
(07:00 AM - 05:00 PM)
12/10 St. Lucia
(09:00 AM - 07:00 PM)
12/11 St. Vincent, St. Vincent & the Grenadines
(08:00 AM - 06:00 PM)
12/12 Barbados
(07:00 AM - 07:00 PM)
12/13 Day At Sea
12/14 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/15 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/16 St. Maarten
(08:00 AM - 06:00 PM)
12/17 Antigua
(08:00 AM - 06:00 PM)
12/18 Dominica
(08:00 AM - 06:00 PM)
12/19 Barbados
(07:00 AM - 07:00 PM)
12/20 Day At Sea
12/21 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 14, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 14, 2025
Returns: San Juan, Puerto Rico
Sunday, December 21, 2025
Inside Outside Balcony Suite
$704
$754
$954
$1,154
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
12/14 San Juan, Puerto Rico
(Depart 07:00 PM)
12/15 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/16 St. Maarten
(08:00 AM - 06:00 PM)
12/17 Antigua
(08:00 AM - 06:00 PM)
12/18 Dominica
(08:00 AM - 06:00 PM)
12/19 Barbados
(07:00 AM - 07:00 PM)
12/20 Day At Sea
12/21 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 14, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 14, 2025
Returns: San Juan, Puerto Rico
Sunday, December 28, 2025
Inside Outside Balcony Suite
$1,489
$1,661
$2,139
$2,527
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Christmas! Cruise on Christmas! (terms)
View Itinerary
12/14 San Juan, Puerto Rico
(Depart 07:00 PM)
12/15 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/16 St. Maarten
(08:00 AM - 06:00 PM)
12/17 Antigua
(08:00 AM - 06:00 PM)
12/18 Dominica
(08:00 AM - 06:00 PM)
12/19 Barbados
(07:00 AM - 07:00 PM)
12/20 Day At Sea
12/21 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/22 St. Croix, Virgin Islands
(07:00 AM - 05:00 PM)
12/23 Guadeloupe (Point-a-Pitre)
(09:00 AM - 07:00 PM)
12/24 Dominica
(08:00 AM - 06:00 PM)
12/25 Grenada
(08:00 AM - 06:00 PM)
12/26 Barbados
(07:00 AM - 07:00 PM)
12/27 Day At Sea
12/28 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 21, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 21, 2025
Returns: San Juan, Puerto Rico
Sunday, December 28, 2025
Inside Outside Balcony Suite
$814
$907
$1,214
$1,514
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Christmas! Cruise on Christmas! (terms)
View Itinerary
12/21 San Juan, Puerto Rico
(Depart 07:00 PM)
12/22 St. Croix, Virgin Islands
(07:00 AM - 05:00 PM)
12/23 Guadeloupe (Point-a-Pitre)
(09:00 AM - 07:00 PM)
12/24 Dominica
(08:00 AM - 06:00 PM)
12/25 Grenada
(08:00 AM - 06:00 PM)
12/26 Barbados
(07:00 AM - 07:00 PM)
12/27 Day At Sea
12/28 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 21, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 21, 2025
Returns: San Juan, Puerto Rico
Sunday, January 04, 2026
Inside Outside Balcony Suite
$1,889
$2,110
$2,639
$2,731
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Cruise on Christmas! Cruise on Christmas! (terms)
Ring in the New Year on this Cruise! Ring in the New Year on this Cruise! (terms)
View Itinerary
12/21 San Juan, Puerto Rico
(Depart 07:00 PM)
12/22 St. Croix, Virgin Islands
(07:00 AM - 05:00 PM)
12/23 Guadeloupe (Point-a-Pitre)
(09:00 AM - 07:00 PM)
12/24 Dominica
(08:00 AM - 06:00 PM)
12/25 Grenada
(08:00 AM - 06:00 PM)
12/26 Barbados
(07:00 AM - 07:00 PM)
12/27 Day At Sea
12/28 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
12/29 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/30 St. Maarten
(08:00 AM - 06:00 PM)
12/31 Antigua
(07:00 AM - 04:00 PM)
01/01 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
01/02 Barbados
(07:00 AM - 07:00 PM)
01/03 Day At Sea
01/04 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 28, 2025 - 7 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 28, 2025
Returns: San Juan, Puerto Rico
Sunday, January 04, 2026
Inside Outside Balcony Suite
$1,265
$1,232
$1,454
$1,754
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Ring in the New Year on this Cruise! Ring in the New Year on this Cruise! (terms)
View Itinerary
12/28 San Juan, Puerto Rico
(Depart 07:00 PM)
12/29 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/30 St. Maarten
(08:00 AM - 06:00 PM)
12/31 Antigua
(07:00 AM - 04:00 PM)
01/01 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
01/02 Barbados
(07:00 AM - 07:00 PM)
01/03 Day At Sea
01/04 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess December 28, 2025 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, December 28, 2025
Returns: San Juan, Puerto Rico
Sunday, January 11, 2026
Inside Outside Balcony Suite
$1,874
$2,052
$2,540
$2,572
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
Ring in the New Year on this Cruise! Ring in the New Year on this Cruise! (terms)
View Itinerary
12/28 San Juan, Puerto Rico
(Depart 07:00 PM)
12/29 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
12/30 St. Maarten
(08:00 AM - 06:00 PM)
12/31 Antigua
(07:00 AM - 04:00 PM)
01/01 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
01/02 Barbados
(07:00 AM - 07:00 PM)
01/03 Day At Sea
01/04 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
01/05 St. Croix, Virgin Islands
(08:00 AM - 06:00 PM)
01/06 St. Kitts
(07:00 AM - 05:00 PM)
01/07 St. Lucia
(09:00 AM - 07:00 PM)
01/08 Grenada
(08:00 AM - 06:00 PM)
01/09 Barbados
(07:00 AM - 07:00 PM)
01/10 Day At Sea
01/11 San Juan, Puerto Rico
(Arrive 06:00 AM)
Princess January 04, 2026 - 14 Nights | - Caribbean
Princess
Princess, Grand Princess
Cruise Line: Princess
Ship: Grand Princess
Departs: San Juan, Puerto Rico
Sunday, January 04, 2026
Returns: San Juan, Puerto Rico
Sunday, January 18, 2026
Inside Outside Balcony Suite
$1,330
$1,512
$2,126
$2,344
AVAILABLE BONUS OFFERS INCLUDE
Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) Princess Plus Fares: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.) (terms)
Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) Princess Premier Fares: Includes Princess Unlimited Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.) (terms)
View Itinerary
01/04 San Juan, Puerto Rico
(Depart 07:00 PM)
01/05 St. Croix, Virgin Islands
(08:00 AM - 06:00 PM)
01/06 St. Kitts
(07:00 AM - 05:00 PM)
01/07 St. Lucia
(09:00 AM - 07:00 PM)
01/08 Grenada
(08:00 AM - 06:00 PM)
01/09 Barbados
(07:00 AM - 07:00 PM)
01/10 Day At Sea
01/11 San Juan, Puerto Rico
(06:00 AM - 07:00 PM)
01/12 St. Thomas, Virgin Islands
(08:00 AM - 06:00 PM)
01/13 St. Maarten
(08:00 AM - 06:00 PM)
01/14 Antigua
(07:00 AM - 04:00 PM)
01/15 St. Vincent, St. Vincent & the Grenadines
(09:00 AM - 07:00 PM)
01/16 Barbados
(07:00 AM - 07:00 PM)
01/17 Day At Sea
01/18 San Juan, Puerto Rico
(Arrive 06:00 AM)
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Search Results 1 - 25 of 78