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Departures
Duration
7 Days
23 Days
Price
$900pp
$3,452pp
Countries
Filter Results
41 Cruises (89 Cruise Departures)
Cruise
Eastern/Western Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Sep 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+2 more), Mexico, Honduras
Exclusive Deal
INSIDE
$2,157
OCEANVIEW
$2,327
BALCONY
$3,256
SUITE
$4,167
From (per person) 2,157
Cruise
Eastern Caribbean with Turks & Caicos
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Oct 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,163
OCEANVIEW
$1,247
BALCONY
$1,708
SUITE
$2,163
From (per person) 1,163
Cruise
Eastern/Western Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Jul 2026 to Sep 2026
Countries Visited: USA, Mexico, Honduras, Puerto Rico (+2 more), Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$2,394
OCEANVIEW
$2,730
BALCONY
$3,582
SUITE
$4,542
From (per person) 2,394
Cruise
Western Caribbean with Mexico
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Sep 2026
Countries Visited: USA, Mexico, Honduras
Exclusive Deal
INSIDE
$1,053
OCEANVIEW
$1,133
BALCONY
$1,607
SUITE
$1,984
From (per person) 1,053
Cruise
Eastern Caribbean with Puerto Rico
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 13 December 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands (+1 more), Bahamas
Exclusive Deal
INSIDE
$1,351
OCEANVIEW
$1,655
BALCONY
$1,592
SUITE
$2,410
From (per person) 1,351
Cruise
Eastern/Western Caribbean Adventurer From Orlando
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 16 February 2026
Exclusive Deal
INSIDE
$2,325
OCEANVIEW
-
BALCONY
$2,660
SUITE
$3,473
From (per person) 2,325
Cruise
Eastern Caribbean with St. Thomas
10 Days (9 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 20 November 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico (+2 more), Virgin Islands, Bahamas
Exclusive Deal
INSIDE
$1,332
OCEANVIEW
$1,745
BALCONY
$1,745
SUITE
$3,034
From (per person) 1,332
Cruise
Eastern Caribbean with Turks & Caicos
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 01 March 2027
Countries Visited: USA, Bahamas, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,152
OCEANVIEW
$1,580
BALCONY
$1,401
SUITE
$2,301
From (per person) 1,152
Cruise
Western Caribbean with Mexico
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 09 March 2025
Countries Visited: USA, Mexico, Honduras, Belize
Exclusive Deal
INSIDE
$1,252
OCEANVIEW
$1,473
BALCONY
-
SUITE
-
From (per person) 1,252
Cruise
Eastern/Western Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 16 August 2026
Countries Visited: USA, Mexico, Belize, Turks and Caicos Islands (+2 more), Dominican Republic, Puerto Rico
Exclusive Deal
INSIDE
$2,394
OCEANVIEW
$2,730
BALCONY
$3,582
SUITE
$4,542
From (per person) 2,394
Cruise
Panama Canal - Ocean to Ocean
17 Days (16 Nights) Orlando to Los Angeles
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 14 April 2025
Exclusive Deal
INSIDE
$2,488
OCEANVIEW
$2,737
BALCONY
$5,245
SUITE
$5,200
From (per person) 2,488
Cruise
Moroccan & Iberian Grand Adventure
23 Days (22 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 March 2026
Exclusive Deal
INSIDE
$3,276
OCEANVIEW
-
BALCONY
$3,886
SUITE
$5,097
From (per person) 3,276
Cruise
Eastern Caribbean with Turks & Caicos From Orlando
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Feb 2026 to Feb 2026
Countries Visited: USA, Bahamas, Turks and Caicos Islands
Exclusive Deal
INSIDE
$994
OCEANVIEW
$1,301
BALCONY
$1,183
SUITE
$1,538
From (per person) 994
Cruise
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Aug 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Exclusive Deal
INSIDE
$1,132
OCEANVIEW
$1,219
BALCONY
$1,687
SUITE
$2,162
From (per person) 1,132
Cruise
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Jul 2026 to Oct 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,093
OCEANVIEW
$1,165
BALCONY
$1,558
SUITE
$1,954
From (per person) 1,093
Cruise
Caribbean East/West Adventurer Holiday
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 28 December 2025
Exclusive Deal
INSIDE
$2,909
OCEANVIEW
$3,720
BALCONY
$3,586
SUITE
$4,661
From (per person) 2,909
Cruise
Caribbean East/West Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 22 February 2026
Countries Visited: USA, Mexico, Belize, Honduras (+3 more), Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$2,305
OCEANVIEW
$2,939
BALCONY
$2,774
SUITE
$3,553
From (per person) 2,305
Cruise
Western Caribbean with Mexico
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 16 August 2026
Countries Visited: USA, Mexico, Belize
Exclusive Deal
INSIDE
$1,112
OCEANVIEW
$1,203
BALCONY
$1,687
SUITE
$2,142
From (per person) 1,112
Cruise
Eastern Caribbean with Turks & Caicos From Orlando
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 05 January 2026
Countries Visited: USA, Turks and Caicos Islands, Bahamas
Exclusive Deal
INSIDE
$1,073
OCEANVIEW
$1,340
BALCONY
$1,197
SUITE
$1,637
From (per person) 1,073
Cruise
Eastern Caribbean with Turks & Caicos From Orlando
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Mar 2025 to May 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$974
OCEANVIEW
$1,159
BALCONY
$1,142
SUITE
$1,617
From (per person) 974
Cruise
Eastern/Western Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Aug 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico (+1 more), Bahamas
Exclusive Deal
INSIDE
$2,286
OCEANVIEW
$2,479
BALCONY
$3,424
SUITE
$4,345
From (per person) 2,286
Cruise
Western Caribbean with Mexico From Orlando
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 30 November 2025
Countries Visited: USA, Mexico, Honduras, Belize
Exclusive Deal
INSIDE
$1,133
OCEANVIEW
$1,563
BALCONY
$1,430
SUITE
$1,658
From (per person) 1,133
Cruise
Eastern Caribbean with Turks & Caicos
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 03 March 2025
Countries Visited: USA, Puerto Rico, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,831
OCEANVIEW
-
BALCONY
-
SUITE
-
From (per person) 1,831
Cruise
Eastern Caribbean with Turks & Caicos
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,092
OCEANVIEW
$1,283
BALCONY
$1,160
SUITE
$1,825
From (per person) 1,092
Cruise
Caribbean East/West Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 January 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+3 more), Mexico, Belize, Honduras
Exclusive Deal
INSIDE
$2,285
OCEANVIEW
$3,066
BALCONY
$2,926
SUITE
$3,671
From (per person) 2,285
Cruise
Eastern/Western Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Jun 2026
Countries Visited: USA, Mexico, Honduras, Turks and Caicos Islands (+2 more), Dominican Republic, Puerto Rico
Exclusive Deal
INSIDE
$2,324
OCEANVIEW
$2,497
BALCONY
$3,572
SUITE
$4,601
From (per person) 2,324
Cruise
Eastern Caribbean with Puerto Rico
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 February 2027
Countries Visited: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic (+1 more), Bahamas
Exclusive Deal
INSIDE
$1,559
OCEANVIEW
$1,704
BALCONY
$1,634
SUITE
$2,638
From (per person) 1,559
Cruise
Eastern Caribbean with St. Thomas
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2025 to Feb 2026
Countries Visited: USA, Virgin Islands, Sint Maarten, Puerto Rico (+1 more), Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,272
OCEANVIEW
$2,222
BALCONY
$1,602
SUITE
$2,281
From (per person) 1,272
Cruise
Eastern/Western Caribbean Adventurer From Orlando
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 25 January 2026
Exclusive Deal
INSIDE
$2,226
OCEANVIEW
-
BALCONY
$3,024
SUITE
$8,780
From (per person) 2,226
Cruise
Moroccan Passage
16 Days (15 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 March 2026
Exclusive Deal
INSIDE
$1,658
OCEANVIEW
$2,233
BALCONY
$1,995
SUITE
$2,827
From (per person) 1,658
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