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Puerto Rico Cruises Starting In June 2026 and 2027

If you're looking at joining a cruise to Puerto Rico in June 2026 or 2027, we have 15 unique cruise itineraries and 128 departures available, operated by four of the world's leading cruise lines departing in June.
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8 Days
15 Days
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$28,798pp
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15 Cruises (128 Cruise Departures)
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
$747
Oceanview
$1,074
Balcony
$1,222
Suite
$2,665
From
US$747
Save 759
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
$564
Oceanview
-
Balcony
$739
Suite
$1,074
From
US$564
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
$524
Oceanview
$524
Balcony
$749
Suite
$836
From
US$524
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: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$644
Oceanview
$894
Balcony
$894
Suite
$1,434
From
US$644
Save 52
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
Departure: 20 June 2026
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,868
Oceanview
$2,128
Balcony
$2,240
Suite
$3,336
From
US$1,868
Save 892
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
$1,049
Oceanview
$1,079
Balcony
$1,268
Suite
$3,244
From
US$1,049
Save 695
Per Person
View Trip
8 Day San Juan,st Kitts & Perfect Day with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 21 June 2026
Visit: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$989
Oceanview
$1,021
Balcony
$1,289
Suite
$4,389
From
US$989
Save 645
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
Inside
$1,030
Oceanview
$1,140
Balcony
$1,567
Suite
$2,129
From
US$1,030
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
Exclusive Savings
Inside
$1,582
Oceanview
$1,734
Balcony
$1,804
Suite
$2,770
From
US$1,582
Save 923
Per Person
View Trip
10 Day Bermuda & Eastern Caribbean 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 Jul 2026
Visit: USA, Bermuda, Sint Maarten, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,575
Oceanview
$1,463
Balcony
$1,903
Suite
$2,925
From
US$1,463
Save 985
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
$1,032
Oceanview
$1,680
Balcony
$2,684
Suite
-
From
US$1,032
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
$766
Balcony
$1,248
Suite
$1,473
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
$1,040
Oceanview
$1,106
Balcony
$1,616
Suite
$3,442
From
US$1,040
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
$1,320
Oceanview
$1,522
Balcony
$1,811
Suite
$2,702
From
US$1,320
Save 666
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
$1,076
Oceanview
$1,216
Balcony
$1,198
Suite
$3,452
From
US$1,076
Save 783
Per Person
View Trip
Results: 15 results

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