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Princess Cruises from Orlando

Start your journey from Orlando with 40 unique Princess cruise itineraries to choose from. August and September are the most popular months to begin your cruise from Orlando and Princess have 85 trips departing this season.
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7 Days
23 Days
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$500pp
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40 Cruises (85 Cruise Departures)
7 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$569
OCEANVIEW
$727
BALCONY
$594
SUITE
$879
From (per person) 569
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 22 February 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico (+2 more), Virgin Islands, Bahamas
Bonus Instant Savings
INSIDE
$1,488
OCEANVIEW
$2,188
BALCONY
$2,108
SUITE
$2,528
From (per person) 1,488
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 28 December 2025
Countries Visited: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic (+1 more), Bahamas
Bonus Instant Savings
INSIDE
$1,199
OCEANVIEW
$1,549
BALCONY
$1,449
SUITE
$1,749
From (per person) 1,199
View Trip
13 Day Southern Caribbean Islander with Princess
Cruise

13 Days (12 Nights) Orlando to Fort Lauderdale
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 18 October 2026
Countries Visited: USA, Aruba, Curacao, Bonaire (+3 more), Dominican Republic, Turks and Caicos Islands, Bahamas
Bonus Instant Savings
INSIDE
$899
OCEANVIEW
$989
BALCONY
$1,429
SUITE
$1,929
From (per person) 899
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$1,398
OCEANVIEW
$1,558
BALCONY
$1,988
SUITE
$2,638
From (per person) 1,398
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 27 September 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+1 more), Puerto Rico
Bonus Instant Savings
INSIDE
$1,258
OCEANVIEW
$1,408
BALCONY
$1,828
SUITE
$2,578
From (per person) 1,258
View Trip
15 Day Eastern Caribbean Adventurer Holiday with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 16 February 2026
Countries Visited: USA, Bahamas, Turks and Caicos Islands, Dominican Republic (+2 more), Puerto Rico, Virgin Islands
Bonus Instant Savings
INSIDE
$1,448
OCEANVIEW
-
BALCONY
$2,156
SUITE
$2,628
From (per person) 1,448
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$1,129
OCEANVIEW
$1,569
BALCONY
$1,799
SUITE
$2,209
From (per person) 1,129
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$1,358
OCEANVIEW
$1,538
BALCONY
$1,938
SUITE
$2,488
From (per person) 1,358
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 30 November 2025
Countries Visited: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin (+3 more), Virgin Islands, Bahamas, Dominican Republic
Bonus Instant Savings
INSIDE
$1,528
OCEANVIEW
-
BALCONY
$1,875
SUITE
-
From (per person) 1,528
View Trip
8 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$639
OCEANVIEW
$729
BALCONY
$939
SUITE
$1,249
From (per person) 639
View Trip
23 Day Moroccan & Iberian Grand Adventure with Princess
Cruise

23 Days (22 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 March 2026
Countries Visited: USA, Portugal, Morocco, Spain (+2 more), England, France
Exclusive DealBonus Instant Savings
INSIDE
$2,001
OCEANVIEW
$2,416
BALCONY
$2,372
SUITE
$3,210
From (per person) 2,001
View Trip
7 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$589
OCEANVIEW
$794
BALCONY
$653
SUITE
$1,189
From (per person) 589
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

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 (+2 more), Saint Martin, Puerto Rico
Bonus Instant Savings
INSIDE
$1,378
OCEANVIEW
$1,908
BALCONY
$1,908
SUITE
$2,828
From (per person) 1,378
View Trip
15 Day Eastern Caribbean Adventurer Holiday with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 28 December 2025
Countries Visited: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic (+1 more), Bahamas
Bonus Instant Savings
INSIDE
$1,758
OCEANVIEW
$2,338
BALCONY
$2,218
SUITE
$2,798
From (per person) 1,758
View Trip
15 Day Eastern Caribbean Adventurer Holiday with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 22 December 2025
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+1 more), Puerto Rico
Bonus Instant Savings
INSIDE
$2,038
OCEANVIEW
-
BALCONY
$2,578
SUITE
$3,228
From (per person) 2,038
View Trip
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 22 February 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico (+1 more), Virgin Islands
Bonus Instant Savings
INSIDE
$919
OCEANVIEW
-
BALCONY
$1,299
SUITE
$1,599
From (per person) 919
View Trip
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 30 November 2025
Countries Visited: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin (+1 more), Virgin Islands
Bonus Instant Savings
INSIDE
$909
OCEANVIEW
-
BALCONY
$1,169
SUITE
$1,619
From (per person) 909
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$789
OCEANVIEW
$869
BALCONY
$949
SUITE
$1,369
From (per person) 789
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$839
OCEANVIEW
$1,039
BALCONY
$969
SUITE
$1,519
From (per person) 839
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$769
OCEANVIEW
$919
BALCONY
$939
SUITE
$1,339
From (per person) 769
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Aug 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+1 more), Puerto Rico
Bonus Instant Savings
INSIDE
$1,238
OCEANVIEW
$1,428
BALCONY
$1,918
SUITE
$2,588
From (per person) 1,238
View Trip
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 11 January 2026
Countries Visited: USA, Sint Maarten, Virgin Islands, Puerto Rico (+1 more), Turks and Caicos Islands
Bonus Instant Savings
INSIDE
$1,019
OCEANVIEW
$1,449
BALCONY
$1,344
SUITE
$1,649
From (per person) 1,019
View Trip
16 Day Moroccan Passage with Princess
Cruise

16 Days (15 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 March 2027
Countries Visited: USA, Bermuda, Portugal, Morocco (+2 more), Spain, England
Bonus Instant Savings
INSIDE
$1,300
OCEANVIEW
$2,299
BALCONY
$2,129
SUITE
$2,950
From (per person) 1,300
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise

15 Days (14 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 (+1 more), Bahamas
Bonus Instant Savings
INSIDE
$1,218
OCEANVIEW
$1,408
BALCONY
$1,848
SUITE
$2,508
From (per person) 1,218
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise

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
Bonus Instant Savings
INSIDE
$599
OCEANVIEW
$689
BALCONY
$869
SUITE
$1,139
From (per person) 599
View Trip
23 Day Moroccan & Iberian Grand Adventure with Princess
Cruise

23 Days (22 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 March 2027
Countries Visited: USA, Bermuda, Portugal, Morocco (+3 more), Spain, England, France
Bonus Instant Savings
INSIDE
$2,350
OCEANVIEW
$3,699
BALCONY
$3,469
SUITE
$4,600
From (per person) 2,350
View Trip
7 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 16 February 2026
Countries Visited: USA, Bahamas, Turks and Caicos Islands
Bonus Instant Savings
INSIDE
$569
OCEANVIEW
$929
BALCONY
$795
SUITE
$969
From (per person) 569
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Sep 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Bonus Instant Savings
INSIDE
$639
OCEANVIEW
$739
BALCONY
$949
SUITE
$1,129
From (per person) 639
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: Jul 2026 to Sep 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Bonus Instant Savings
INSIDE
$1,278
OCEANVIEW
$1,458
BALCONY
$1,858
SUITE
$2,448
From (per person) 1,278
View Trip
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