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Puerto Rico Cruises Starting In August 2026 and 2027

If you're looking at joining a cruise to Puerto Rico in August 2026 or 2027, we have 18 unique cruise itineraries and 146 departures available, operated by five of the world's leading cruise lines departing in August.
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15 Days
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$32,040pp
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18 Cruises (146 Cruise Departures)
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
$1,048
Oceanview
$1,158
Balcony
$1,398
Suite
$1,908
From
US$1,048
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
$536
Oceanview
$626
Balcony
$731
Suite
$972
From
US$536
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Majestic Princess, Regal Princess, Sun Princess
Departures: Jan 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Princess Premier
Inside
$578
Oceanview
$671
Balcony
$683
Suite
$878
From
US$578
Per Person
View Trip
8 Day Eastern Caribbean with Bahamas with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Jun 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Inside
$494
Oceanview
-
Balcony
$459
Suite
$724
From
US$459
Per Person
View Trip
8 Day Eastern Caribbean with Bahamas with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: May 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$594
Oceanview
-
Balcony
$662
Suite
$1,034
From
US$594
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Icon Of The Seas
Departures: Jun 2026 to Oct 2026
Visit: USA, Virgin Islands, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,313
Oceanview
$1,392
Balcony
$1,448
Suite
$2,627
From
US$1,313
Save 841
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departures: Dec 2025 to Oct 2027
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Drinks, WiFi & Onboard Credit
Exclusive Savings
Inside
$664
Oceanview
$804
Balcony
$1,048
Suite
$1,424
From
US$664
Save 206
Per Person
View Trip
8 Day Perfect Day Cococay & East Carib with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Star Of The Seas
Departures: May 2026 to Oct 2027
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$1,331
Oceanview
$1,451
Balcony
$1,561
Suite
$3,033
From
US$1,331
Save 884
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: May 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$875
Oceanview
$1,136
Balcony
$1,238
Suite
$1,868
From
US$875
Save 626
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
$504
Oceanview
$594
Balcony
$679
Suite
$969
From
US$504
Per Person
View Trip
8 Day US Vi, St. Maarten & Perfect Day with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Jun 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,047
Oceanview
$1,073
Balcony
$1,109
Suite
$2,346
From
US$1,047
Save 722
Per Person
View Trip
11 Day Eastern Caribbean From New York To New York with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Escape
Departure: 19 August 2026
Visit: USA, Puerto Rico, Sint Maarten, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,244
Suite
$6,492
From
US$2,244
Save 55
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
Exclusive Savings
Inside
$689
Oceanview
$769
Balcony
$1,248
Suite
$1,448
From
US$689
Save 568
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
Inside
$1,064
Oceanview
$1,184
Balcony
$1,324
Suite
$1,854
From
US$1,064
Per Person
View Trip
10 Day Eastern Caribbean & Bermuda with Royal Caribbean
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departures: May 2026 to Aug 2027
Visit: USA, Bermuda, Sint Maarten, Puerto Rico, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,102
Oceanview
$1,282
Balcony
$1,622
Suite
$2,218
From
US$1,102
Save 832
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
$1,038
Oceanview
$1,230
Balcony
$1,378
Suite
$1,929
From
US$1,038
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
$1,093
Oceanview
$1,268
Balcony
$1,558
Suite
$1,978
From
US$1,093
Per Person
View Trip
9 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departures: Jun 2026 to Sep 2026
Visit: USA, Saint Kitts and Nevis, Sint Maarten, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$927
Oceanview
$1,127
Balcony
$1,118
Suite
$2,888
From
US$927
Save 821
Per Person
View Trip
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