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Puerto Rico Cruises Starting In September 2027 and 2028

If you're looking at joining a cruise to Puerto Rico in September 2027 or 2028, we have 4 unique cruise itineraries and 88 departures available, operated by three of the world's leading cruise lines departing in September.
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4 Cruises (88 Departures)
4 Cruises (88 Departures)
Departures
Duration
8 Days
9 Days
Start & End Cities
Ship Size
Ship Features
Operators
Price
$700pp
$28,620pp
Countries
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8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ships: MSC Seaside, MSC World America
Departures: Oct 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$784
Oceanview
$962
Balcony
$1,259
Suite
$2,309
From (Per Person)
A$784
Save 16
Per Person
View Trip
9 Day Atlantic Crossing: Halifax To Bermuda & Puerto Rico with Seabourn
Cruise

9 Days (8 Nights) Halifax to Oranjestad
Operator: Seabourn
Ship: Seabourn Pursuit
Departure: 24 September 2028
Visits: Canada, Bermuda, Puerto Rico, Aruba
Exclusive Savings
Balcony
$7,070
Suite
$9,226
From (Per Person)
A$7,070
Save 128
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departures: Nov 2026 to Sep 2027
Visits: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,386
Oceanview
$1,621
Balcony
$1,658
Suite
$3,426
From (Per Person)
A$1,401
Save 815
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
$1,032
Oceanview
$1,108
Balcony
$1,689
Suite
$2,332
From (Per Person)
A$1,232
Save 857
Per Person
View Trip
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San Juan

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San Juan to Fort Lauderdale San Juan to Miami 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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