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Puerto Rico Cruises Starting In May 2027 and 2028

If you're looking at joining a cruise to Puerto Rico in May 2027 or 2028, we have 3 unique cruise itineraries and 82 departures available, operated by three of the world's leading cruise lines departing in May.
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3 Cruises (82 Departures)
3 Cruises (82 Departures)
Departures
Start & End Cities
Ship Size
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Price
$800pp
$30,840pp
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8 Day San Juan, St Kitts & Puerto Plata with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 29 May 2027
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,694
Oceanview
$1,768
Balcony
$2,186
Suite
$6,930
From (Per Person)
A$1,694
Save 957
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC World America
Departures: Aug 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,002
Oceanview
$1,338
Balcony
$1,655
Suite
$2,309
From (Per Person)
A$1,002
Save 24
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,052
Oceanview
$1,092
Balcony
$1,834
Suite
$2,245
From (Per Person)
A$1,052
Save 869
Per Person
View Trip
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August September October November December January February March April May June July

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San Juan

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San Juan to San Juan

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Dominican Republic to Puerto Rico Puerto Rico to USA Puerto Rico to Dominican Republic USA to Puerto Rico

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