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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 17 unique cruise itineraries and 141 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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$28,798pp
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17 Cruises (141 Cruise Departures)
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
Exclusive Savings
Inside
$1,502
Oceanview
$1,615
Balcony
$1,734
Suite
$2,910
From
US$1,502
Save 888
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: 16 August 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Princess Standard
Inside
$1,028
Oceanview
$1,228
Balcony
$1,548
Suite
$2,078
From
US$1,028
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,149
Oceanview
$1,179
Balcony
$1,424
Suite
$3,883
From
US$1,701
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: Feb 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Bonus Onboard Credit
Free Balcony Upgrade
Inside
$574
Oceanview
$734
Balcony
$914
Suite
$1,434
From
US$574
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
Exclusive Savings
Inside
$835
Oceanview
$1,085
Balcony
$1,298
Suite
$1,753
From
US$835
Save 781
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (8)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Majestic Princess, Regal Princess
Departures: Mar 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Inside
$534
Oceanview
-
Balcony
$699
Suite
$939
From
US$534
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
$494
Oceanview
$534
Balcony
$699
Suite
$859
From
US$494
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Coral Princess, Regal Princess
Departures: May 2026 to Dec 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$749
Oceanview
$1,040
Balcony
$909
Suite
$1,149
From
US$749
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
$1,261
Oceanview
$1,451
Balcony
$1,561
Suite
$3,312
From
US$1,261
Save 939
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
$486
Oceanview
$516
Balcony
$631
Suite
$811
From
US$486
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: Jun 2026 to Aug 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico
Princess Standard
Inside
$988
Oceanview
$1,560
Balcony
$1,618
Suite
-
From
US$988
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: Jun 2027 to Aug 2027
Visit: USA, Bermuda, Sint Maarten, Puerto Rico, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,271
Oceanview
$1,372
Balcony
$1,712
Suite
$2,396
From
US$1,271
Save 666
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
$689
Oceanview
$769
Balcony
$1,248
Suite
$1,423
From
US$689
Save 568
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
$1,878
Oceanview
$1,898
Balcony
$1,946
Suite
$2,499
From
US$1,878
Save 51
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
$986
Oceanview
$1,176
Balcony
$1,526
Suite
$2,126
From
US$986
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: Jun 2026 to Aug 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Bahamas
Princess Standard
Inside
$1,024
Oceanview
$1,144
Balcony
$1,484
Suite
-
From
US$1,024
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
Exclusive Savings
Inside
$1,070
Oceanview
$1,216
Balcony
$1,208
Suite
$3,403
From
US$1,070
Save 692
Per Person
View Trip
Results: 17 results

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