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Princess Cruises from Orlando

Start your journey from Orlando with 27 unique Princess cruise itineraries to choose from. August and September are the most popular months to begin your cruise from Orlando and Princess have 74 trips departing this season.
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23 Days
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27 Cruises (74 Cruise Departures)
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
Exclusive Savings
Inside
$2,084
Oceanview
-
Balcony
$2,521
Suite
$3,103
From
A$2,084
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
Exclusive Savings
Inside
$1,935
Oceanview
-
Balcony
$2,394
Suite
$3,312
From
A$1,935
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,841
Suite
$6,075
From
A$3,841
Per Person
View Trip
7 Day Eastern Caribbean with Turks and Caicos & Celebration Key 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
Exclusive Savings
Inside
$1,142
Oceanview
$1,215
Balcony
$1,370
Suite
$1,825
From
A$1,142
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
Exclusive Savings
Inside
$1,044
Oceanview
-
Balcony
$1,333
Suite
$1,549
From
A$1,044
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
Exclusive Savings
Inside
$1,034
Oceanview
-
Balcony
$1,405
Suite
$1,658
From
A$1,034
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
Exclusive Savings
Inside
$912
Oceanview
$1,219
Balcony
$1,368
Suite
$1,982
From
A$912
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
Exclusive Savings
Inside
$1,580
Oceanview
$1,985
Balcony
$2,282
Suite
$3,034
From
A$1,580
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
Exclusive Savings
Inside
$1,562
Oceanview
-
Balcony
$2,384
Suite
$2,879
From
A$1,562
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
Exclusive Savings
Inside
$1,393
Oceanview
$1,491
Balcony
$2,235
Suite
-
From
A$1,393
Per Person
View Trip
6 Day Caribbean Getaway with Celebration Key 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
Exclusive Savings
Inside
$1,062
Oceanview
$1,221
Balcony
$1,369
Suite
$1,824
From
A$1,062
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
Exclusive Savings
Inside
$1,463
Oceanview
$1,604
Balcony
$2,348
Suite
-
From
A$1,463
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
Exclusive Savings
Inside
$1,325
Oceanview
$1,475
Balcony
$2,186
Suite
-
From
A$1,325
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
Exclusive Savings
Inside
$1,552
Oceanview
$1,637
Balcony
$3,869
Suite
$4,978
From
A$1,552
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
Exclusive Savings
Inside
$1,492
Oceanview
$1,571
Balcony
$2,482
Suite
-
From
A$1,492
Per Person
View Trip
17 Day Panama Canal - Ocean To Ocean & Celebration Key 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
Exclusive Savings
Inside
$3,121
Oceanview
$3,655
Balcony
$5,774
Suite
$10,407
From
A$3,121
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
Exclusive Savings
Inside
$1,164
Oceanview
$1,245
Balcony
$1,937
Suite
$2,778
From
A$1,164
Per Person
View Trip
10 Day Eastern Caribbean With St. Thomas & Celebration Key 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
Exclusive Savings
Inside
$2,054
Oceanview
$2,431
Balcony
$3,341
Suite
$3,648
From
A$2,054
Per Person
View Trip
8 Day Eastern Caribbean With Puerto Rico & Celebration Key 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
Exclusive Savings
Inside
$1,276
Oceanview
$1,519
Balcony
$1,687
Suite
$2,281
From
A$1,276
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
Ship: Caribbean Princess
Departure: 11 May 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$1,060
Oceanview
$1,203
Balcony
-
Suite
$2,230
From
A$1,060
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
Exclusive Savings
Inside
$796
Oceanview
$784
Balcony
$1,123
Suite
$1,291
From
A$784
Per Person
View Trip
6 Day Caribbean Getaway with Celebration Key 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
Exclusive Savings
Inside
$1,062
Oceanview
$1,221
Balcony
$1,369
Suite
$1,824
From
A$1,062
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
Exclusive Savings
Inside
$1,394
Oceanview
$2,354
Balcony
$3,755
Suite
$5,856
From
A$1,394
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
Exclusive Savings
Inside
$795
Oceanview
$784
Balcony
$1,231
Suite
$1,469
From
A$784
Per Person
View Trip
15 Day Southern Caribbean With Martinique & Celebration Key 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
$3,112
Oceanview
$3,868
Balcony
$5,086
Suite
$7,204
From
A$3,112
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
Exclusive Savings
Inside
$1,746
Oceanview
$1,826
Balcony
$2,737
Suite
$3,489
From
A$1,746
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
Exclusive Savings
Inside
$766
Oceanview
$760
Balcony
$1,073
Suite
$1,360
From
A$760
Per Person
View Trip
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