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Princess Cruises from Orlando

Start your journey from Orlando with 38 unique Princess cruise itineraries to choose from. August and September are the most popular months to begin your cruise from Orlando and Princess have 92 trips departing this season.
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5 Days
23 Days
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38 Cruises (92 Cruise Departures)
11 Day Southern Caribbean With St. Lucia with Princess
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Virgin Islands
Princess Standard
Sanctuary Collection
Inside
$1,300
Oceanview
$1,500
Balcony
$1,950
Suite
$2,050
From
US$1,300
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
$580
Oceanview
$769
Balcony
$614
Suite
$1,011
From
US$580
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
$1,893
Oceanview
-
Balcony
$2,333
Suite
$3,013
From
US$1,893
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
9 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 February 2026
Visit: USA, Virgin Islands, Sint Maarten, Puerto Rico, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$10,208
From
US$10,208
Save 200
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
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
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
$1,000
Oceanview
$1,150
Balcony
$1,470
Suite
$1,760
From
US$1,000
Per Person
View Trip
6 Day Caribbean Getaway With Grand Turk Holiday with Princess
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departure: 23 November 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$840
Oceanview
$1,040
Balcony
$1,325
Suite
$1,700
From
US$840
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: 27 September 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico
Princess Standard
Inside
$950
Oceanview
$1,090
Balcony
$1,540
Suite
$1,840
From
US$950
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: 29 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$686
Oceanview
-
Balcony
$754
Suite
$1,091
From
US$686
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
$923
Oceanview
$1,074
Balcony
$1,094
Suite
$1,333
From
US$923
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
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, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico
Princess Standard
Inside
$978
Oceanview
$1,140
Balcony
$1,360
Suite
$1,780
From
US$978
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
$895
Balcony
$933
Suite
$1,293
From
US$678
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
$1,066
Oceanview
-
Balcony
$1,521
Suite
$1,891
From
US$1,066
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
$679
Balcony
$568
Suite
$784
From
US$499
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
15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (2)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 22 February 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Princess Standard
Inside
-
Oceanview
-
Balcony
$2,286
Suite
-
From
US$2,286
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
$864
Balcony
$954
Suite
$1,234
From
US$699
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: 25 January 2026
Visit: USA, Dominican Republic, Saint Martin, Puerto Rico, Turks and Caicos Islands
Princess Standard
Inside
$1,460
Oceanview
-
Balcony
$1,504
Suite
$2,129
From
US$1,460
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
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
$599
Oceanview
$766
Balcony
$754
Suite
$1,124
From
US$599
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
$504
Oceanview
$536
Balcony
$631
Suite
$861
From
US$504
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
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
$1,155
Balcony
$1,410
Suite
$1,720
From
US$940
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
$629
Suite
$889
From
US$484
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
$1,028
Oceanview
$1,118
Balcony
$1,348
Suite
$1,828
From
US$1,028
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
$1,402
From
US$842
Per Person
View Trip
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