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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 120 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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$400pp
$34,998pp
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15 Cruises (120 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
Departure: 20 June 2026
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,923
Oceanview
$2,502
Balcony
$2,365
Suite
$3,395
From
US$1,923
Save 951
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: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$578
Oceanview
$764
Balcony
$1,004
Suite
$1,444
From
US$578
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Apr 2026 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Princess Standard
Inside
$579
Oceanview
-
Balcony
$774
Suite
$949
From
US$579
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
$1,091
Oceanview
$1,291
Balcony
$1,324
Suite
$3,316
From
US$1,274
Save 732
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
$491
Oceanview
$509
Balcony
$776
Suite
$911
From
US$491
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
$748
Oceanview
$1,036
Balcony
$1,174
Suite
$2,283
From
US$748
Save 707
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
$1,209
Oceanview
$1,728
Balcony
$1,489
Suite
$5,347
From
US$1,209
Save 697
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
$1,577
Oceanview
$1,763
Balcony
$1,880
Suite
$2,720
From
US$1,577
Save 879
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, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Princess Standard
Inside
$1,000
Oceanview
$1,080
Balcony
-
Suite
-
From
US$1,000
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
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
$1,285
Oceanview
$1,522
Balcony
$1,717
Suite
$2,723
From
US$1,285
Save 648
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: Jun 2026 to Jul 2026
Visit: USA, Bermuda, Sint Maarten, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,548
Oceanview
$2,262
Balcony
$2,034
Suite
$2,875
From
US$1,548
Save 933
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
$1,008
Oceanview
$1,088
Balcony
$2,671
Suite
-
From
US$1,008
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
$1,051
Oceanview
$1,197
Balcony
$1,169
Suite
$3,116
From
US$1,051
Save 754
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
$986
Oceanview
$1,228
Balcony
-
Suite
-
From
US$986
Per Person
View Trip
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