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Departures
Duration
7 Days
23 Days
Price
$800pp
$3,501pp
Countries
Filter Results
36 Cruises (91 Cruise Departures)
Cruise
Eastern Caribbean with Puerto Rico
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 29 November 2026
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic (+1 more), Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,080
OCEANVIEW
$1,416
BALCONY
$1,279
SUITE
$2,456
From (per person) 1,080
Cruise
Eastern/Western Caribbean Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Oct 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands (+1 more), Bahamas
Exclusive Deal
INSIDE
$2,120
OCEANVIEW
$2,293
BALCONY
$3,150
SUITE
$3,942
From (per person) 2,120
Cruise
Eastern Caribbean with Puerto Rico
8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Oct 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,060
OCEANVIEW
$1,146
BALCONY
$1,575
SUITE
$2,016
From (per person) 1,060
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
$2,763
OCEANVIEW
$3,464
BALCONY
$3,216
SUITE
$4,486
From (per person) 2,763
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
$2,490
OCEANVIEW
$2,737
BALCONY
$5,245
SUITE
$5,519
From (per person) 2,490
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
$975
OCEANVIEW
$1,067
BALCONY
$1,294
SUITE
$1,647
From (per person) 975
Cruise
Southern Caribbean Islander
13 Days (12 Nights) Orlando to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 18 October 2026
Countries Visited: USA, Aruba, Bonaire, Curacao (+3 more), Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Deal
INSIDE
$1,692
OCEANVIEW
$1,863
BALCONY
$3,058
SUITE
$3,751
From (per person) 1,692
Cruise
Eastern Caribbean with Puerto Rico Holiday
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 27 December 2026
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic (+1 more), Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,813
OCEANVIEW
$2,935
BALCONY
$2,598
SUITE
$3,674
From (per person) 1,813
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
$1,632
OCEANVIEW
$1,711
BALCONY
-
SUITE
-
From (per person) 1,632
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
$2,105
OCEANVIEW
$2,278
BALCONY
$3,135
SUITE
$3,937
From (per person) 2,105
Cruise
Panama Canal & Pacific Coast
22 Days (21 Nights) Orlando to Vancouver
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 14 April 2025
Exclusive Deal
INSIDE
$3,220
OCEANVIEW
$3,507
BALCONY
$6,190
SUITE
$6,952
From (per person) 3,220
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
$832
OCEANVIEW
$1,130
BALCONY
$1,023
SUITE
$1,792
From (per person) 832
Cruise
Eastern Caribbean with St. Thomas
From (per person) 1,165
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
$1,104
OCEANVIEW
$1,694
BALCONY
$1,623
SUITE
$2,629
From (per person) 1,104
Cruise
Eastern Caribbean with Puerto Rico
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Jan 2027 to Feb 2027
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic (+1 more), Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,104
OCEANVIEW
$1,708
BALCONY
$1,626
SUITE
$2,362
From (per person) 1,104
Cruise
Eastern Caribbean with Turks & Caicos Holiday
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 21 December 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,372
OCEANVIEW
$2,215
BALCONY
$1,849
SUITE
$2,758
From (per person) 1,372
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
$1,222
OCEANVIEW
$1,419
BALCONY
$1,974
SUITE
$2,291
From (per person) 1,222
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
$3,476
OCEANVIEW
-
BALCONY
$4,332
SUITE
$5,575
From (per person) 3,476
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
$1,229
OCEANVIEW
$1,605
BALCONY
$1,605
SUITE
$2,803
From (per person) 1,229
Cruise
Caribbean East/West Adventurer
15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 30 November 2025
Countries Visited: USA, Mexico, Honduras, Belize (+3 more), Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$2,206
OCEANVIEW
$3,130
BALCONY
$2,986
SUITE
-
From (per person) 2,206
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
$1,063
OCEANVIEW
$1,360
BALCONY
$1,232
SUITE
$1,677
From (per person) 1,063
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
$2,126
OCEANVIEW
$2,819
BALCONY
$2,526
SUITE
$3,373
From (per person) 2,126
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
$1,095
OCEANVIEW
$1,434
BALCONY
$1,380
SUITE
$2,421
From (per person) 1,095
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
$2,116
OCEANVIEW
$2,844
BALCONY
$2,628
SUITE
$3,472
From (per person) 2,116
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
$1,134
OCEANVIEW
$1,220
BALCONY
$1,649
SUITE
$2,010
From (per person) 1,134
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
$1,105
OCEANVIEW
$1,640
BALCONY
$1,513
SUITE
$1,887
From (per person) 1,105
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
$960
OCEANVIEW
$1,413
BALCONY
$1,254
SUITE
$2,297
From (per person) 960
Cruise
Moroccan Passage
16 Days (15 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 March 2026
Exclusive Deal
INSIDE
$1,780
OCEANVIEW
$2,661
BALCONY
$2,405
SUITE
$3,206
From (per person) 1,780
Cruise
Western Caribbean with Mexico From Orlando
9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Apr 2025 to Feb 2026
Countries Visited: USA, Mexico, Belize, Honduras
Exclusive Deal
INSIDE
$1,066
OCEANVIEW
$1,255
BALCONY
$1,192
SUITE
$1,640
From (per person) 1,066
Cruise
Eastern Caribbean with Turks & Caicos
7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 17 March 2025
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,746
OCEANVIEW
$1,817
BALCONY
$2,749
SUITE
$4,404
From (per person) 1,746
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