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Princess Cruises from Orlando

Start your journey from Orlando with 35 unique Princess cruise itineraries to choose from. August and September are the most popular months to begin your cruise from Orlando and Princess have 88 trips departing this season.
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23 Days
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35 Cruises (88 Cruise Departures)
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 29 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$686
Oceanview
$731
Balcony
$754
Suite
$1,091
From
US$686
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise
 (2)

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 01 March 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$612
Oceanview
$769
Balcony
$614
Suite
$1,088
From
US$612
Per Person
View Trip
8 Day Eastern Caribbean With Puerto Rico with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$925
Oceanview
$1,125
Balcony
$1,450
Suite
$1,650
From
US$925
Per Person
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
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$524
Oceanview
$536
Balcony
$699
Suite
$899
From
US$524
Per Person
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
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Princess Standard
Inside
$940
Oceanview
$1,185
Balcony
$2,160
Suite
-
From
US$940
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,126
Oceanview
-
Balcony
$1,551
Suite
$1,931
From
US$1,126
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos Holiday with Princess
Cruise
 (2)

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 21 December 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$839
Oceanview
$987
Balcony
$1,067
Suite
$1,404
From
US$839
Per Person
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
Visit: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$486
Oceanview
$536
Balcony
$691
Suite
$811
From
US$486
Per Person
View Trip
5 Day Turks & Caicos Getaway with Princess
Cruise

5 Days (4 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departure: 05 January 2028
Visit: USA, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$989
Oceanview
$1,349
Balcony
$2,054
Suite
$2,490
From
US$989
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 21 February 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$678
Oceanview
$898
Balcony
$933
Suite
$1,293
From
US$678
Per Person
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
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Princess Standard
Inside
$484
Oceanview
$554
Balcony
$699
Suite
$919
From
US$484
Per Person
View Trip
16 Day Moroccan Passage with Princess
Cruise
 (2)

16 Days (15 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 March 2027
Visit: USA, Bermuda, Portugal, Morocco, Spain, England
Princess Standard
Inside
$1,241
Oceanview
-
Balcony
$1,950
Suite
$2,641
From
US$1,241
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 20 September 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,030
Oceanview
-
Balcony
$1,480
Suite
$1,770
From
US$1,030
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Jan 2027 to Jan 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$774
Oceanview
$874
Balcony
$850
Suite
$1,300
From
US$774
Per Person
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
Visit: USA, Aruba, Curacao, Bonaire, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$899
Oceanview
$1,009
Balcony
$1,349
Suite
$1,679
From
US$899
Per Person
View Trip
23 Day Moroccan & Iberian Grand Adventure with Princess
Cruise
 (2)

23 Days (22 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 March 2027
Visit: USA, Bermuda, Portugal, Morocco, Spain, England, France
Princess Standard
Inside
$2,302
Oceanview
-
Balcony
$2,914
Suite
$4,133
From
US$2,302
Per Person
View Trip
23 Day Moroccan & Iberian Grand Adventure with Princess
Cruise
 (2)

23 Days (22 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 March 2026
Visit: USA, Portugal, Morocco, Spain, England, France
Princess Standard
Inside
$1,953
Oceanview
-
Balcony
$2,497
Suite
$2,903
From
US$1,953
Per Person
View Trip
16 Day Moroccan Passage with Princess
Cruise
 (2)

16 Days (15 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 March 2026
Visit: USA, Portugal, Morocco, Spain, England
Princess Standard
Inside
$842
Oceanview
-
Balcony
$1,022
Suite
$1,292
From
US$842
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 February 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas
Princess Standard
Inside
$699
Oceanview
-
Balcony
$954
Suite
$1,254
From
US$699
Per Person
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
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Bahamas
Princess Standard
Inside
$1,024
Oceanview
$1,056
Balcony
$1,424
Suite
$3,217
From
US$1,024
Per Person
View Trip
17 Day Panama Canal - Ocean To Ocean with Princess
Cruise

17 Days (16 Nights) Orlando to Los Angeles
Cruise Line: Princess
Ship: Star Princess
Departure: 07 April 2028
Visit: USA, Bahamas, Aruba, Panama, Mexico
Princess Standard
Sanctuary Collection
Inside
$2,000
Oceanview
$2,350
Balcony
$3,598
Suite
$6,489
From
US$2,000
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 13 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Princess Standard
Inside
$629
Oceanview
$750
Balcony
$722
Suite
$984
From
US$629
Per Person
View Trip
6 Day Caribbean Getaway With Grand Turk with Princess
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departures: Oct 2027 to Mar 2028
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$840
Oceanview
$1,040
Balcony
$1,325
Suite
$1,600
From
US$840
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos From Orlando with Princess
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ships: Caribbean Princess, Sky Princess
Departures: Mar 2026 to May 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$676
Oceanview
$746
Balcony
-
Suite
$2,841
From
US$676
Per Person
View Trip
10 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (2)

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 20 November 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Saint Martin, Bahamas
Princess Standard
Inside
$973
Oceanview
-
Balcony
$1,094
Suite
$1,393
From
US$973
Per Person
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
Visit: USA, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$978
Oceanview
$1,068
Balcony
$1,418
Suite
$2,158
From
US$978
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos with Princess
Cruise
 (2)

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$499
Oceanview
$674
Balcony
$649
Suite
$924
From
US$499
Per Person
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
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Princess Standard
Inside
$1,058
Oceanview
$1,158
Balcony
$1,608
Suite
$2,068
From
US$1,058
Per Person
View Trip
10 Day Eastern Caribbean With St. Thomas with Princess
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departure: 29 March 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Sanctuary Collection
Inside
$1,300
Oceanview
$1,550
Balcony
$2,050
Suite
$2,150
From
US$1,300
Per Person
View Trip
15 Day Southern Caribbean With Martinique Holiday with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departure: 22 December 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin (+5 more), Martinique, Saint Lucia, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$3,179
Oceanview
$3,541
Balcony
$4,129
Suite
$4,423
From
US$3,179
Save 51
Per Person
View Trip
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