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Princess Cruises from Orlando

Start your journey from Orlando with 34 unique Princess cruise itineraries to choose from. August is the most popular month to begin your cruise from Orlando and Princess have 82 trips departing this season.
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7 Days
16 Days
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$500pp
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34 Cruises (82 Cruise Departures)
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
Exclusive DealSpring Swing Offer
INSIDE
$958
OCEANVIEW
$1,055
BALCONY
$1,012
SUITE
$1,582
From (per person) 958
View Trip
15 Day Caribbean East/West Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2025 to Jan 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+3 more), Mexico, Belize, Honduras
Exclusive DealSpring Swing Offer
INSIDE
$1,214
OCEANVIEW
$1,818
BALCONY
$1,798
SUITE
$2,194
From (per person) 1,214
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 09 August 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+2 more), Mexico, Belize
Exclusive DealSpring Swing Offer
INSIDE
$1,264
OCEANVIEW
$1,383
BALCONY
$2,085
SUITE
$2,590
From (per person) 1,264
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: Sky Princess
Departure: 05 January 2026
Countries Visited: USA, Turks and Caicos Islands, Bahamas
Exclusive DealSpring Swing Offer
INSIDE
$596
OCEANVIEW
-
BALCONY
$699
SUITE
$923
From (per person) 596
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
Departures: Dec 2025 to Feb 2026
Countries Visited: USA, Virgin Islands, Sint Maarten, Puerto Rico (+1 more), Turks and Caicos Islands
Exclusive DealSpring Swing Offer
INSIDE
$874
OCEANVIEW
$1,656
BALCONY
$1,102
SUITE
$1,438
From (per person) 874
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
Exclusive DealSpring Swing Offer
INSIDE
$951
OCEANVIEW
$1,005
BALCONY
$1,589
SUITE
$2,134
From (per person) 951
View Trip
15 Day Eastern/Western Caribbean Adventurer From Orlando 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, Mexico (+2 more), Belize, Honduras
Exclusive DealSpring Swing Offer
INSIDE
$1,214
OCEANVIEW
-
BALCONY
$1,650
SUITE
$2,046
From (per person) 1,214
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
Exclusive DealSpring Swing Offer
INSIDE
$662
OCEANVIEW
$714
BALCONY
$1,004
SUITE
$1,285
From (per person) 662
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
Departures: Jan 2027 to Feb 2027
Countries Visited: USA, Bahamas, Puerto Rico, Dominican Republic (+1 more), Turks and Caicos Islands
Exclusive DealSpring Swing Offer
INSIDE
$790
OCEANVIEW
$1,022
BALCONY
$964
SUITE
$1,384
From (per person) 790
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
Exclusive DealSpring Swing Offer
INSIDE
$766
OCEANVIEW
$868
BALCONY
$787
SUITE
$1,409
From (per person) 766
View Trip
7 Day Eastern Caribbean with Turks & Caicos Holiday with Princess
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 21 December 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive DealSpring Swing Offer
INSIDE
$918
OCEANVIEW
$1,492
BALCONY
$1,245
SUITE
$1,858
From (per person) 918
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 16 August 2026
Countries Visited: USA, Mexico, Belize, Turks and Caicos Islands (+2 more), Dominican Republic, Puerto Rico
Exclusive DealSpring Swing Offer
INSIDE
$1,095
OCEANVIEW
$1,223
BALCONY
$1,797
SUITE
$2,372
From (per person) 1,095
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 Sep 2026
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+2 more), Mexico, Honduras
Exclusive DealSpring Swing Offer
INSIDE
$1,076
OCEANVIEW
$1,195
BALCONY
$1,769
SUITE
$2,333
From (per person) 1,076
View Trip
15 Day Caribbean East/West Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 30 November 2025
Countries Visited: USA, Mexico, Honduras, Belize (+3 more), Bahamas, Dominican Republic, Turks and Caicos Islands
Spring Swing OfferExclusive Deal
INSIDE
$1,472
OCEANVIEW
$2,006
BALCONY
$1,957
SUITE
-
From (per person) 1,472
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
Exclusive DealSpring Swing Offer
INSIDE
$1,221
OCEANVIEW
$1,974
BALCONY
$1,747
SUITE
$2,409
From (per person) 1,221
View Trip
8 Day Western Caribbean with Mexico with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departure: 16 August 2026
Countries Visited: USA, Mexico, Belize
Exclusive DealSpring Swing Offer
INSIDE
$631
OCEANVIEW
$687
BALCONY
$982
SUITE
$1,269
From (per person) 631
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 Jun 2026
Countries Visited: USA, Mexico, Honduras, Turks and Caicos Islands (+2 more), Dominican Republic, Puerto Rico
Exclusive DealSpring Swing Offer
INSIDE
$1,194
OCEANVIEW
$1,302
BALCONY
$1,956
SUITE
$2,570
From (per person) 1,194
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 Sep 2026
Countries Visited: USA, Mexico, Honduras, Puerto Rico (+2 more), Dominican Republic, Turks and Caicos Islands
Exclusive DealSpring Swing Offer
INSIDE
$1,025
OCEANVIEW
$1,124
BALCONY
$1,669
SUITE
$2,213
From (per person) 1,025
View Trip
8 Day Western Caribbean with Mexico 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, Mexico, Honduras
Exclusive DealSpring Swing Offer
INSIDE
$597
OCEANVIEW
$650
BALCONY
$943
SUITE
$1,181
From (per person) 597
View Trip
10 Day Eastern Caribbean with St. Thomas with Princess
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 20 November 2026
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico (+2 more), Virgin Islands, Bahamas
Exclusive DealSpring Swing Offer
INSIDE
$805
OCEANVIEW
$1,019
BALCONY
$1,047
SUITE
$1,785
From (per person) 805
View Trip
15 Day Caribbean East/West 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, Mexico, Belize, Honduras (+2 more), Turks and Caicos Islands, Bahamas
Spring Swing OfferExclusive Deal
INSIDE
$1,828
OCEANVIEW
$2,313
BALCONY
$2,155
SUITE
$2,818
From (per person) 1,828
View Trip
9 Day Western Caribbean with Mexico From Orlando with Princess
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2025 to Feb 2026
Countries Visited: USA, Mexico, Belize, Honduras
Exclusive DealSpring Swing Offer
INSIDE
$765
OCEANVIEW
$1,072
BALCONY
$1,042
SUITE
$1,220
From (per person) 765
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
Exclusive DealSpring Swing Offer
INSIDE
$676
OCEANVIEW
$892
BALCONY
$794
SUITE
$1,379
From (per person) 676
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: Sky Princess
Departure: 16 February 2026
Countries Visited: USA, Bahamas, Turks and Caicos Islands
Exclusive DealSpring Swing Offer
INSIDE
$587
OCEANVIEW
$854
BALCONY
$778
SUITE
$1,022
From (per person) 587
View Trip
16 Day Moroccan Passage with Princess
Cruise

16 Days (15 Nights) Orlando to London
Cruise Line: Princess
Ship: Sky Princess
Departure: 08 March 2026
Countries Visited: USA, Portugal, Morocco, Spain (+1 more), England
Exclusive DealSpring Swing Offer
INSIDE
$944
OCEANVIEW
$1,161
BALCONY
$1,030
SUITE
$1,508
From (per person) 944
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
Departures: Dec 2026 to Feb 2027
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive DealSpring Swing Offer
INSIDE
$650
OCEANVIEW
$739
BALCONY
$669
SUITE
$1,056
From (per person) 650
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
Exclusive DealSpring Swing Offer
INSIDE
$1,086
OCEANVIEW
$1,185
BALCONY
$1,719
SUITE
$2,244
From (per person) 1,086
View Trip
15 Day Caribbean East/West Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Jan 2026 to Feb 2026
Countries Visited: USA, Mexico, Belize, Honduras (+3 more), Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive DealSpring Swing Offer
INSIDE
$1,194
OCEANVIEW
-
BALCONY
$1,680
SUITE
$2,046
From (per person) 1,194
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
Exclusive DealSpring Swing Offer
INSIDE
$617
OCEANVIEW
$671
BALCONY
$908
SUITE
$1,156
From (per person) 617
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
Exclusive DealSpring Swing Offer
INSIDE
$1,165
OCEANVIEW
$1,284
BALCONY
$1,848
SUITE
$2,432
From (per person) 1,165
View Trip
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