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Princess Cruises from Orlando

Start your journey from Orlando with 37 unique Princess cruise itineraries to choose from. August and September are the most popular months to begin your cruise from Orlando and Princess have 91 trips departing this season.
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5 Days
23 Days
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37 Cruises (91 Cruise Departures)
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
$830
Oceanview
$1,030
Balcony
$1,300
Suite
$1,650
From
US$830
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
$991
Oceanview
$1,318
Balcony
$1,381
Suite
$1,731
From
US$991
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
$910
Oceanview
$1,150
Balcony
$1,260
Suite
$1,550
From
US$910
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
$614
Oceanview
$791
Balcony
$714
Suite
$1,124
From
US$614
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
$649
Oceanview
$669
Balcony
$1,099
Suite
$1,329
From
US$649
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
$1,191
Oceanview
-
Balcony
$1,800
Suite
$2,391
From
US$1,191
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
$474
Oceanview
$702
Balcony
$514
Suite
$754
From
US$474
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: Feb 2026 to May 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$631
Oceanview
$611
Balcony
$1,231
Suite
$1,139
From
US$611
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
$814
Oceanview
-
Balcony
$967
Suite
$1,304
From
US$814
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
$948
Oceanview
$1,098
Balcony
$1,268
Suite
$1,508
From
US$948
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
$1,950
Oceanview
$2,300
Balcony
$3,500
Suite
$6,247
From
US$1,950
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
$978
Oceanview
$1,068
Balcony
$1,198
Suite
$1,578
From
US$978
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
$2,215
Suite
-
From
US$2,215
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
$853
Oceanview
-
Balcony
$992
Suite
$1,542
From
US$853
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
$604
Oceanview
$725
Balcony
$622
Suite
$884
From
US$604
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
$560
Oceanview
$798
Balcony
$560
Suite
$1,011
From
US$560
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: 22 February 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Princess Standard
Inside
$1,049
Oceanview
$1,459
Balcony
$1,407
Suite
-
From
US$1,049
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
$661
Oceanview
-
Balcony
$654
Suite
$991
From
US$654
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
$830
Oceanview
$1,030
Balcony
$1,300
Suite
$1,550
From
US$830
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
$873
Oceanview
-
Balcony
$907
Suite
$1,033
From
US$873
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
$1,804
Oceanview
-
Balcony
$2,244
Suite
$3,024
From
US$1,804
Per Person
View Trip
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
$1,250
Oceanview
$1,450
Balcony
$1,800
Suite
$1,800
From
US$1,250
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
$900
Oceanview
$1,100
Balcony
$1,350
Suite
$1,550
From
US$900
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
$2,289
Oceanview
-
Balcony
$2,834
Suite
$3,965
From
US$2,289
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
$714
Oceanview
$894
Balcony
$924
Suite
$1,234
From
US$714
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
$703
Oceanview
$946
Balcony
$923
Suite
$1,313
From
US$703
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
$459
Oceanview
$559
Balcony
$499
Suite
$819
From
US$459
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
Departures: Nov 2027 to Mar 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Sanctuary Collection
Inside
$1,100
Oceanview
$1,400
Balcony
$1,800
Suite
$1,850
From
US$1,100
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
Inside
$3,180
Oceanview
$3,495
Balcony
$3,985
Suite
$4,181
From
US$3,180
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
$461
Oceanview
$551
Balcony
$571
Suite
$791
From
US$461
Per Person
View Trip
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