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Puerto Rico Cruises Starting In November 2026 and 2027

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41 Cruises (177 Cruise Departures)
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$775
Oceanview
$1,174
Balcony
$1,049
Suite
$1,550
From
US$775
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$654
Oceanview
-
Balcony
$819
Suite
$1,139
From
US$654
Per Person
View Trip
16 Day Canaries To The Caribbean with Oceania Cruises
Cruise
 (1)

16 Days (15 Nights) Lisbon to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 09 November 2026
Visit: Portugal, Spain, Puerto Rico, Bahamas, USA
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$3,088
Oceanview
$3,524
Balcony
$4,616
Suite
$6,231
From
US$3,088
Save 3,910
Per Person
View Trip
9 Day Eastern Caribbean with Tortola with Princess
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 27 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Inside
$804
Oceanview
-
Balcony
$899
Suite
$1,599
From
US$804
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Bonus Onboard Credit
Exclusive Savings
Inside
$801
Oceanview
$881
Balcony
$1,398
Suite
$1,898
From
US$801
Save 455
Per Person
View Trip
8 Day Eastern Caribbean: San Juan & St. Thomas with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,644
From
US$644
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
9 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departure: 07 November 2026
Visit: USA, Saint Kitts and Nevis, Saint Martin, Puerto Rico, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$919
Oceanview
$1,078
Balcony
$1,291
Suite
$2,481
From
US$919
Save 489
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,209
Oceanview
$1,409
Balcony
$1,659
Suite
$2,487
From
US$1,209
Per Person
View Trip
16 Day Spain & Morocco Transatlantic with Celebrity Cruises
Cruise

16 Days (15 Nights) Rome to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 02 November 2026
Visit: Italy, Spain, Morocco, Saint Martin, Puerto Rico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,222
Oceanview
$1,441
Balcony
$3,273
Suite
-
From
US$1,222
Save 616
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$618
Oceanview
$728
Balcony
$1,111
Suite
$1,411
From
US$618
Save 385
Per Person
View Trip
Results: 31-41 of 41

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