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Puerto Rico Cruises Starting In January 2027, 2028 and 2029

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56 Cruises (200 Departures)
56 Cruises (200 Departures)
Departures
Duration
5 Days
15 Days
Countries Visited
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Price
$700pp
$28,620pp
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8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$1,014
Oceanview
$1,061
Balcony
$1,190
Suite
$1,942
From (Per Person)
A$1,014
Per Person
View Trip
8 Day Southern Caribbean From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Jan 2028
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,434
Balcony
$2,777
Suite
$4,087
From (Per Person)
A$2,121
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Nov 2027 to Jan 2028
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$1,062
Oceanview
$1,270
Balcony
$1,408
Suite
$2,081
From (Per Person)
A$1,062
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,088
Oceanview
$1,686
Balcony
$1,886
Suite
$5,280
From (Per Person)
A$1,088
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$744
Oceanview
-
Balcony
$1,110
Suite
$1,803
From (Per Person)
A$744
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departure: 29 January 2028
Visits: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,953
Oceanview
$2,166
Balcony
$2,112
Suite
$6,395
From (Per Person)
A$1,953
Save 784
Per Person
View Trip
8 Day Eastern Caribbean With Puerto Rico & Celebration Key with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Princess
Ship: Star Princess
Departures: Oct 2027 to Feb 2028
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$1,061
Oceanview
$1,141
Balcony
$1,190
Suite
$1,715
From (Per Person)
A$1,061
Per Person
View Trip
11 Day Caribbean Cruise From Jacksonville To Jacksonville with Norwegian Cruise Line
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Operator: Norwegian Cruise Line
Ship: Norwegian Dawn
Departure: 18 January 2028
Visits: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$1,970
Oceanview
$2,135
Balcony
$2,909
Suite
$3,296
From (Per Person)
A$1,970
Per Person
View Trip
12 Day Eastern Caribbean From New York To New York with Norwegian Cruise Line
Cruise

12 Days (11 Nights) New York to New York
Operator: Norwegian Cruise Line
Ship: Norwegian Bliss
Departure: 15 January 2028
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,386
Oceanview
$2,744
Balcony
$3,012
Suite
$3,503
From (Per Person)
A$2,386
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departure: 15 January 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,992
Oceanview
$2,217
Balcony
$2,326
Suite
$6,556
From (Per Person)
A$1,992
Save 803
Per Person
View Trip
6 Day Beaches of the Virgin Islands with Emerald Cruises
New ReleaseCruise

6 Days (5 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visits: Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$5,744
Balcony
$7,214
Suite
$11,012
From (Per Person)
A$5,744
Save 2,101
Per Person
View Trip
7 Day Caribbean & Perfect Day with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Legend Of The Seas
Departure: 03 January 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,058
Oceanview
$2,220
Balcony
$2,303
Suite
$6,324
From (Per Person)
A$2,058
Save 844
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
$1,505
Oceanview
$1,826
Balcony
$1,832
Suite
$5,470
From (Per Person)
A$1,505
Save 1,064
Per Person
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departures: Nov 2027 to Jan 2028
Visits: USA, Dominican Republic, Puerto Rico, Aruba, Curacao
Exclusive Savings
Inside
$1,686
Oceanview
$1,852
Balcony
$2,282
Suite
$5,482
From (Per Person)
A$1,686
Save 678
Per Person
View Trip
7 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 03 January 2028
Visits: Puerto Rico, Bonaire, Curacao, Aruba
Exclusive Savings
Inside
$1,288
Oceanview
$1,362
Balcony
$2,318
Suite
$3,867
From (Per Person)
A$1,288
Save 521
Per Person
View Trip
10 Day Seagrass & Sky with Regent Seven Seas
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 29 January 2029
Visits: USA, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,271
Suite
$9,736
From (Per Person)
A$9,271
Save 6,189
Per Person
View Trip
8 Day A Journey Of Sun-hazed Island Enchantment & Caribbean Treasures with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$7,762
From (Per Person)
A$7,762
Save 158
Per Person
View Trip
9 Day Caribbean And Antilles with MSC Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Meraviglia
Departure: 30 January 2027
Visits: USA, Bahamas, Puerto Rico, Saint Martin, Virgin Islands
Exclusive Savings
Inside
$858
Oceanview
$1,125
Balcony
$1,353
Suite
$4,541
From (Per Person)
A$858
Per Person
View Trip
10 Day Paradise Beaches from the U.S. Virgin Islands to the Bahamas with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) San Juan to Miami
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Feb 2028 to Feb 2029
Visits: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$9,733
Balcony
$12,031
Suite
$19,260
From (Per Person)
A$9,733
Save 4,173
Per Person
View Trip
7 Day Splendours of the Caribbean with Emerald Cruises
New ReleaseCruise

7 Days (6 Nights) Saint Thomas to San Juan
Operator: Emerald Cruises
Ship: Emerald Sakara
Departure: 03 January 2027
Visits: Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Exclusive Savings
Oceanview
$4,565
Balcony
$6,055
Suite
$8,377
From (Per Person)
A$4,565
Save 3,580
Per Person
View Trip
5 Day San Juan To Ft. Lauderdale with Celebrity Cruises
Cruise

5 Days (4 Nights) San Juan to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 02 January 2028
Visits: Puerto Rico, Saint Martin, USA
Exclusive Savings
Inside
$744
Oceanview
$774
Balcony
$778
Suite
$2,652
From (Per Person)
A$744
Save 533
Per Person
View Trip
11 Day Caribbean Cruise From Jacksonville to Jacksonville with Norwegian Cruise Line
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Operator: Norwegian Cruise Line
Ship: Norwegian Dawn
Departure: 28 January 2028
Visits: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$2,017
Oceanview
$2,180
Balcony
$2,954
Suite
$3,341
From (Per Person)
A$2,017
Per Person
View Trip
10 Day A Journey from From Hidden Shores to Timeless Elegance with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Suite
$8,266
From (Per Person)
A$8,266
Save 169
Per Person
View Trip
8 Day Eastern Caribbean: San Juan & St. Thomas with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Eurodam, Nieuw Statendam, Rotterdam
Departures: Nov 2026 to Mar 2028
Visits: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Fare Saver
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$923
Oceanview
$1,081
Balcony
$1,536
Suite
$2,536
From (Per Person)
A$923
Save 18
Per Person
View Trip
15 Day Festive Crossing with Oceania Cruises
Cruise

15 Days (14 Nights) Lisbon to Miami
Operator: Oceania
Ship: Oceania Aurelia
Departure: 04 January 2028
Visits: Portugal, Spain, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,517
Suite
$7,458
From (Per Person)
A$6,517
Save 2,183
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departure: 24 January 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,350
Oceanview
$1,694
Balcony
$2,305
Suite
$11,250
From (Per Person)
A$1,350
Save 470
Per Person
View Trip
Results: 31-56 of 56

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