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Puerto Rico Cruises Starting In December 2026 and 2027

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72 Cruises (213 Departures)
72 Cruises (213 Departures)
Departures
Duration
7 Days
22 Days
Countries Visited
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Price
$700pp
$28,620pp
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9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 26 December 2026
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Turks and Caicos Islands
Exclusive Savings
Inside
$3,071
Oceanview
-
Balcony
$3,764
Suite
$4,457
From (Per Person)
A$3,071
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
Ship: Rhapsody of the Seas
Departures: Dec 2027 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,135
Oceanview
$1,263
Balcony
$1,994
Suite
$2,483
From (Per Person)
A$1,360
Save 470
Per Person
View Trip
10 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

10 Days (9 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departure: 14 December 2027
Visits: USA, Puerto Rico, Virgin Islands, Saint Martin, Bahamas
Drinks On Us
Inside
$1,527
Oceanview
$2,040
Balcony
$2,424
Suite
$8,714
From (Per Person)
A$1,527
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$864
Oceanview
$1,111
Balcony
$1,139
Suite
$1,646
From (Per Person)
A$864
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Holiday with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 19 December 2026
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Bahamas
Drinks On Us
Inside
$1,699
Oceanview
$1,813
Balcony
$1,926
Suite
$5,802
From (Per Person)
A$1,699
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
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seaside
Departure: 18 December 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
$2,094
Balcony
$2,619
Suite
$7,956
From (Per Person)
A$2,094
Per Person
View Trip
8 Day Eastern Caribbean with Celebration Key Holiday with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departure: 20 December 2026
Visits: USA, Puerto Rico, Turks and Caicos Islands, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$1,222
Oceanview
$1,685
Balcony
$1,834
Suite
$3,309
From (Per Person)
A$1,222
Per Person
View Trip
10 Day A Journey of Palm - Shaded Elegance & Caribbean Cultural Fusion with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 04 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Barthelemy
Exclusive Savings
Suite
$7,262
From (Per Person)
A$7,262
Save 148
Per Person
View Trip
10 Day Caribbean Cruise From Jacksonville to Jacksonville with Norwegian Cruise Line
Cruise

10 Days (9 Nights) Jacksonville to Jacksonville
Operator: Norwegian Cruise Line
Ship: Norwegian Dawn
Departure: 09 December 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$1,883
Oceanview
$2,151
Balcony
$2,776
Suite
$3,327
From (Per Person)
A$1,883
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 21 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda
Exclusive Savings
Oceanview
$5,488
Balcony
$5,929
Suite
$11,956
From (Per Person)
A$5,488
Save 1,862
Per Person
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 27 December 2027
Visits: Puerto Rico, Virgin Islands, Bonaire, Curacao, Aruba
Exclusive Savings
Inside
$1,801
Oceanview
$1,983
Balcony
$3,291
Suite
$4,045
From (Per Person)
A$2,200
Save 590
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
10 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Jewel of the Seas
Departure: 07 December 2026
Visits: USA, Puerto Rico, Sint Maarten, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$1,615
Oceanview
$1,561
Balcony
$1,805
Suite
$6,343
From (Per Person)
A$2,232
Save 191
Per Person
View Trip
15 Day The Magnificent Atlantic with Regent Seven Seas
Cruise

15 Days (14 Nights) Barcelona to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 06 December 2027
Visits: Spain, Puerto Rico, USA
Exclusive Savings
Balcony
$9,774
Suite
$10,882
From (Per Person)
A$9,774
Save 7,536
Per Person
View Trip
9 Day A Journey Of Sparkling Skies & Bright Beginnings with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$11,618
From (Per Person)
A$11,618
Save 237
Per Person
View Trip
8 Day Eastern Caribbean: San Juan & St. Thomas with Holland America
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Holland America
Ship: Zuiderdam
Departures: Dec 2026 to Dec 2027
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
$1,002
Balcony
$1,467
Suite
$2,764
From (Per Person)
A$923
Save 15
Per Person
View Trip
8 Day West Indies Island Hopping with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departure: 27 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$7,808
Balcony
$9,817
Suite
$15,133
From (Per Person)
A$7,808
Save 3,137
Per Person
View Trip
8 Day A Journey Through Art Deco Wonders & Caribbean Adventures with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$6,453
From (Per Person)
A$6,453
Save 132
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
22 Day Iberia To New World Passage with Oceania Cruises
Cruise

22 Days (21 Nights) Barcelona to Miami
Operator: Oceania
Ship: Oceania Aurelia
Departure: 28 December 2027
Visits: Spain, Portugal, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,129
Suite
$12,613
From (Per Person)
A$11,129
Save 2,311
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC World America
Departure: 11 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Bahamas, Mexico
Exclusive Savings
Inside
$2,910
Oceanview
$3,454
Balcony
$3,811
Suite
$6,097
From (Per Person)
A$2,910
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
Departures: Nov 2027 to Dec 2027
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,666
Oceanview
$1,879
Balcony
$1,917
Suite
$3,916
From (Per Person)
A$2,022
Save 706
Per Person
View Trip
8 Day Eastern Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Explorer of the Seas
Departure: 28 December 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$3,121
Oceanview
-
Balcony
-
Suite
$9,061
From (Per Person)
A$3,838
Save 863
Per Person
View Trip
8 Day St. Maarten & Puerto Plata Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 26 December 2027
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,455
Oceanview
$2,670
Balcony
$3,112
Suite
$6,593
From (Per Person)
A$4,089
Per Person
View Trip
8 Day West Indies Island Hopping with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Dec 2027 to Nov 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$7,318
Balcony
$9,265
Suite
$14,643
From (Per Person)
A$7,318
Save 3,128
Per Person
View Trip
8 Day Perfect Day Cococay & Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas
Departures: Nov 2026 to Apr 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,122
Oceanview
$1,231
Balcony
$1,532
Suite
$3,457
From (Per Person)
A$1,122
Save 777
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 12 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Curacao, Aruba
Exclusive Savings
Inside
$1,166
Oceanview
$1,234
Balcony
$1,885
Suite
$2,476
From (Per Person)
A$1,406
Save 454
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC World America
Departure: 18 December 2027
Visits: USA, Bahamas, Mexico, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$3,484
Oceanview
$4,068
Balcony
$4,434
Suite
$6,840
From (Per Person)
A$3,484
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
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