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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 5 unique cruise itineraries and 113 departures available, operated by three of the world's leading cruise lines departing in September.
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5 Cruises (113 Departures)
5 Cruises (113 Departures)
Departures
Duration
8 Days
9 Days
Start & End Cities
Ship Size
Ship Features
Operators
Price
$500pp
$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: Nov 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$636
Oceanview
$774
Balcony
$1,022
Suite
$2,309
From (Per Person)
A$636
Save 16
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: Jun 2027 to Oct 2028
Visits: USA, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,329
Oceanview
$1,454
Balcony
$1,474
Suite
$3,060
From (Per Person)
A$1,329
Save 1,117
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 Apr 2028
Visits: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,141
Oceanview
$1,235
Balcony
$961
Suite
$3,209
From (Per Person)
A$961
Save 1,534
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 Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ships: Enchantment of the Seas, Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Sep 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,047
Oceanview
$1,109
Balcony
$1,675
Suite
$2,246
From (Per Person)
A$1,047
Save 895
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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