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Departures
Duration
8 Days
28 Days
Price
$900pp
$4,449pp
Countries
Filter Results
55 Cruises (78 Cruise Departures)
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 26 October 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+4 more), Grenada, Barbados, Antigua and Barbuda, Saint Martin
Exclusive Deal
INSIDE
$2,383
OCEANVIEW
$2,645
BALCONY
$3,472
SUITE
$4,264
From (per person) 2,383
Cruise
(5)
Southern Caribbean with Barbados and Antigua
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 01 March 2026
Countries Visited: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$993
OCEANVIEW
$1,141
BALCONY
$1,647
SUITE
$1,963
From (per person) 993
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 28 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Vincent, Barbados, Saint Kitts and Nevis, Saint Lucia, Grenada
Exclusive Deal
INSIDE
$3,670
OCEANVIEW
$4,138
BALCONY
$4,571
SUITE
$5,254
From (per person) 3,670
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 08 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Kitts and Nevis, Saint Lucia, Dominica, Grenada, Barbados
Exclusive Deal
INSIDE
$2,324
OCEANVIEW
$2,627
BALCONY
$3,591
SUITE
$4,561
From (per person) 2,324
Cruise
(5)
Southern Caribbean with Barbados and Antigua Holiday
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 21 December 2025
Exclusive Deal
INSIDE
$1,557
OCEANVIEW
$1,771
BALCONY
$2,349
SUITE
$2,617
From (per person) 1,557
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 11 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+2 more), Dominica, Barbados
Exclusive Deal
INSIDE
$1,839
OCEANVIEW
$2,125
BALCONY
$3,423
SUITE
$4,146
From (per person) 1,839
Cruise
(5)
Southern Caribbean with Barbados and Antigua
From (per person) 964
Cruise
(5)
Southern Caribbean Adventurer
19 Days (18 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 29 March 2026
Countries Visited: Puerto Rico, Saint Martin, Dominica, Grenada (+9 more), Barbados, Virgin Islands, Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Deal
INSIDE
$2,643
OCEANVIEW
$2,898
BALCONY
$4,068
SUITE
$4,860
From (per person) 2,643
Cruise
(3)
Southern Caribbean with Barbados and St. Kitts
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departures: Jan 2027 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,171
OCEANVIEW
$1,327
BALCONY
$1,785
SUITE
$2,221
From (per person) 1,171
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 23 November 2025
Countries Visited: Puerto Rico, Saint Martin, Saint Lucia, Barbados (+4 more), Grenada, Dominica, Virgin Islands, Antigua and Barbuda
Exclusive Deal
INSIDE
$2,581
OCEANVIEW
$2,916
BALCONY
$3,571
SUITE
$4,462
From (per person) 2,581
Cruise
(5)
Southern Caribbean Islander
12 Days (11 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Grand Princess
Departure: 05 April 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Aruba (+5 more), Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, USA
Exclusive Deal
INSIDE
$1,491
OCEANVIEW
$1,578
BALCONY
$2,382
SUITE
$2,679
From (per person) 1,491
Cruise
(5)
Southern Caribbean with Barbados and Antigua
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 29 March 2026
Exclusive Deal
INSIDE
$1,092
OCEANVIEW
$1,269
BALCONY
$1,646
SUITE
$2,122
From (per person) 1,092
Cruise
(5)
Southern Caribbean with Barbados and Antigua Holiday
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 28 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+2 more), Saint Vincent, Barbados
Exclusive Deal
INSIDE
-
OCEANVIEW
$2,777
BALCONY
$2,874
SUITE
$3,112
From (per person) 2,777
Cruise
(5)
Southern Caribbean Adventurer From San Juan
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Oct 2025 to Mar 2027
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Deal
INSIDE
$2,354
OCEANVIEW
$2,673
BALCONY
$3,670
SUITE
$4,621
From (per person) 2,354
Cruise
(5)
Southern Caribbean with Barbados and Antigua
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 02 November 2025
Countries Visited: Puerto Rico, Barbados, Dominica, Antigua and Barbuda (+2 more), Saint Martin, Virgin Islands
Exclusive Deal
INSIDE
$1,092
OCEANVIEW
$1,230
BALCONY
$1,627
SUITE
$1,944
From (per person) 1,092
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 22 March 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+3 more), Dominica, Barbados, Grenada
Exclusive Deal
INSIDE
$1,997
OCEANVIEW
$2,293
BALCONY
$3,175
SUITE
$3,967
From (per person) 1,997
Cruise
(5)
Southern Caribbean with Barbados and St. Kitts
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 15 February 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Dominica, Saint Lucia (+2 more), Grenada, Barbados
Exclusive Deal
INSIDE
$1,290
OCEANVIEW
$1,457
BALCONY
$1,924
SUITE
$2,399
From (per person) 1,290
Cruise
(5)
Southern Caribbean with Barbados and Antigua
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 19 October 2025
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,271
OCEANVIEW
$1,394
BALCONY
$1,934
SUITE
$2,409
From (per person) 1,271
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 25 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Guadeloupe, Barbados, Saint Kitts and Nevis, Dominica
Exclusive Deal
INSIDE
$2,076
OCEANVIEW
$2,389
BALCONY
$3,492
SUITE
$4,076
From (per person) 2,076
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 01 March 2026
Countries Visited: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica (+3 more), Grenada, Barbados, Virgin Islands
Exclusive Deal
INSIDE
$1,898
OCEANVIEW
$2,165
BALCONY
-
SUITE
$3,967
From (per person) 1,898
Cruise
(5)
Southern Caribbean with Barbados and St. Kitts
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 01 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda (+2 more), Dominica, Barbados
Exclusive Deal
INSIDE
$1,191
OCEANVIEW
$1,357
BALCONY
$1,963
SUITE
$2,142
From (per person) 1,191
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 15 February 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Dominica, Saint Lucia (+5 more), Grenada, Barbados, Virgin Islands, Saint Martin, Antigua and Barbuda
Exclusive Deal
INSIDE
$2,076
OCEANVIEW
$2,379
BALCONY
$3,343
SUITE
$4,254
From (per person) 2,076
Cruise
(5)
Southern Caribbean Adventurer From San Juan
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 18 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+3 more), Dominica, Barbados, Guadeloupe
Exclusive Deal
INSIDE
$1,839
OCEANVIEW
$2,125
BALCONY
$3,185
SUITE
$4,076
From (per person) 1,839
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 07 December 2025
Countries Visited: Puerto Rico, Barbados, Saint Lucia, Antigua and Barbuda (+4 more), Virgin Islands, Saint Kitts and Nevis, Saint Martin, Dominica
Exclusive Deal
INSIDE
$2,334
OCEANVIEW
$2,622
BALCONY
$3,317
SUITE
$3,819
From (per person) 2,334
Cruise
(3)
Southern Caribbean with ABC Islands
8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Crown Princess
Departure: 28 March 2027
Exclusive Deal
INSIDE
$1,023
OCEANVIEW
$1,110
BALCONY
$1,963
SUITE
$2,300
From (per person) 1,023
Cruise
(5)
Southern Caribbean with Barbados and St. Kitts Holiday
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 23 November 2025
Exclusive Deal
INSIDE
$1,458
OCEANVIEW
$1,645
BALCONY
$1,983
SUITE
$2,557
From (per person) 1,458
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Mar 2026 to Feb 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Kitts and Nevis, Grenada
Exclusive Deal
INSIDE
$1,957
OCEANVIEW
$2,245
BALCONY
$3,175
SUITE
$4,115
From (per person) 1,957
Cruise
(3)
Southern Caribbean with Barbados and St. Lucia
8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departures: Jan 2027 to Mar 2027
Countries Visited: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+2 more), Saint Lucia, Barbados
Exclusive Deal
INSIDE
$1,023
OCEANVIEW
$1,157
BALCONY
$1,637
SUITE
$2,251
From (per person) 1,023
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 02 November 2025
Countries Visited: Puerto Rico, Barbados, Dominica, Antigua and Barbuda (+4 more), Saint Martin, Virgin Islands, Grenada, Saint Kitts and Nevis
Exclusive Deal
INSIDE
$2,324
OCEANVIEW
$2,600
BALCONY
$3,423
SUITE
$3,967
From (per person) 2,324
Cruise
(5)
Southern Caribbean Adventurer
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 04 January 2026
Countries Visited: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Deal
INSIDE
$2,037
OCEANVIEW
$2,341
BALCONY
$3,324
SUITE
-
From (per person) 2,037
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