Puerto Rico Luxury Cruises

Explore Puerto Rico on one of 67 luxury cruises, departing from Barcelona, Fort Lauderdale, Halifax, Lisbon, Malaga and more. December is the most popular month to cruise to Puerto Rico and we have over 74 departures available from eight of the world's leading cruise lines specialising in luxury cruises.
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67 Cruises (74 Departures)
67 Cruises (74 Departures)
Departures
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Duration
5 Days
22 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
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Price
$2,800pp
$28,620pp
Countries
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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
Cruise

14 Days (13 Nights) Lisbon to Miami
Operator: Regent Seven Seas
Departure: 20 November 2028
Visits: Portugal, Puerto Rico, USA
Exclusive Savings
Balcony
$9,212
Suite
$10,234
From (Per Person)
A$9,212
Save 7,948
Per Person
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
Cruise

15 Days (14 Nights) Barcelona to Miami
Operator: Regent Seven Seas
Departure: 06 December 2027
Visits: Spain, Puerto Rico, USA
Exclusive Savings
Balcony
-
Suite
$7,141
From (Per Person)
A$7,141
Save 11,369
Per Person
Cruise
 (6)

14 Days (13 Nights) Malaga to Miami
Operator: Azamara
Ships: Azamara Quest
Departures: Dec 2026 to Nov 2028
Visits: Spain, Morocco, Puerto Rico, USA
Azamara Always Included
Exclusive Savings
Inside
$3,604
Oceanview
$3,918
Balcony
$4,545
Suite
$5,946
From (Per Person)
A$3,604
Save 76
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$8,369
From (Per Person)
A$8,369
Save 171
Per Person
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
$8,472
From (Per Person)
A$8,472
Save 173
Per Person
New ReleaseCruise

8 Days (7 Nights) Miami to San Juan
Operator: Emerald Cruises
Departure: 30 November 2026
Visits: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Exclusive Savings
Oceanview
-
Balcony
$7,299
Suite
$10,254
From (Per Person)
A$7,299
Save 4,636
Per Person
Cruise

16 Days (15 Nights) Lisbon to Miami
Operator: Oceania
Departure: 01 November 2028
Visits: Portugal, Spain, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Balcony
$7,898
Suite
$10,614
From (Per Person)
A$7,898
Save 2,232
Per Person
Cruise

15 Days (14 Nights) San Juan to Barcelona
Operator: Silversea
Departure: 20 March 2029
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Spain
Exclusive Savings
Oceanview
$5,549
Balcony
$6,615
Suite
$8,709
From (Per Person)
A$5,549
Save 2,001
Per Person
Cruise

14 Days (13 Nights) Lisbon to San Juan
Operator: Silversea
Departure: 24 November 2028
Visits: Portugal, Saint Barthelemy, Virgin Islands, Puerto Rico
Exclusive Savings
Oceanview
$5,637
Balcony
$6,561
Suite
$8,631
From (Per Person)
A$5,637
Save 3,213
Per Person
Cruise

15 Days (14 Nights) Lisbon to Miami
Operator: Oceania
Departure: 04 January 2028
Visits: Portugal, Spain, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Inside
$4,334
Oceanview
$4,887
Balcony
$6,973
Suite
$7,671
From (Per Person)
A$4,334
Save 2,116
Per Person
Cruise

6 Days (5 Nights) Saint John's to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 12 November 2026
Visits: Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Suite
$4,042
From (Per Person)
A$4,042
Save 83
Per Person
Cruise

9 Days (8 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Ray
Departure: 27 December 2028
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Exclusive Savings
Balcony
$7,372
Suite
$11,287
From (Per Person)
A$7,372
Save 1,478
Per Person
New ReleaseCruise

5 Days (4 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Departure: 23 November 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$3,553
Balcony
$4,031
Suite
$4,031
From (Per Person)
A$3,553
Save 147
Per Person
New ReleaseCruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Departure: 24 November 2026
Visits: USA, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Oceanview
$6,060
Balcony
$7,971
Suite
$8,353
From (Per Person)
A$6,060
Save 1,740
Per Person
Cruise

16 Days (15 Nights) Barcelona to Miami
Operator: Oceania
Departure: 17 November 2026
Visits: Spain, Morocco, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Balcony
$7,733
Suite
-
From (Per Person)
A$7,733
Save 2,187
Per Person
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Operator: Emerald Cruises
Departure: 21 November 2026
Visits: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$6,378
Balcony
$8,392
Suite
$12,459
From (Per Person)
A$6,378
Save 2,617
Per Person
Cruise

22 Days (21 Nights) Barcelona to Miami
Operator: Oceania
Departure: 28 December 2027
Visits: Spain, Portugal, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,634
Suite
$12,885
From (Per Person)
A$11,634
Save 2,326
Per Person
Cruise

17 Days (16 Nights) Barcelona to Miami
Operator: Regent Seven Seas
Departure: 04 November 2027
Visits: Spain, Morocco, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,610
Suite
$15,879
From (Per Person)
A$15,610
Save 8,490
Per Person
New ReleaseCruise

6 Days (5 Nights) San Juan to Cartagena
Operator: Crystal
Departure: 27 November 2026
Visits: Puerto Rico, Virgin Islands, Aruba, Colombia
Exclusive Savings
Oceanview
$4,322
Balcony
$4,991
Suite
$4,895
From (Per Person)
A$4,322
Save 178
Per Person
Cruise

9 Days (8 Nights) Halifax to Oranjestad
Operator: Seabourn
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
Cruise
 (6)

10 Days (9 Nights) New York to San Juan
Operator: Azamara
Departure: 28 October 2027
Visits: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,835
Oceanview
$3,286
Balcony
$4,030
Suite
$6,902
From (Per Person)
A$2,835
Per Person
Cruise
 (1)

16 Days (15 Nights) Lisbon to Miami
Operator: Oceania
Departure: 09 November 2026
Visits: Portugal, Spain, Puerto Rico, Dominican Republic, USA
Your World Inclusions
Exclusive Savings
Oceanview
$6,432
Balcony
$7,829
From (Per Person)
A$6,432
Save 2,148
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Exclusive Savings
Suite
$5,566
From (Per Person)
A$5,566
Save 114
Per Person
Cruise
 (1)

16 Days (15 Nights) Lisbon to Miami
Operator: Silversea
Ship: Silver Nova
Departure: 03 December 2027
Visits: Portugal, Gibraltar, Saint Martin, Puerto Rico, USA
Exclusive Savings
Balcony
$7,994
Suite
$10,096
From (Per Person)
A$7,994
Save 4,556
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,566
From (Per Person)
A$5,566
Save 114
Per Person
Cruise
 (4)

16 Days (15 Nights) Barcelona to Miami
Operator: Oceania
Departure: 25 November 2026
Visits: Spain, Portugal, Puerto Rico, Dominican Republic, USA
Your World Inclusions
Exclusive Savings
Inside
$5,346
Oceanview
$7,024
Balcony
$7,305
Suite
-
From (Per Person)
A$5,346
Save 2,114
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Exclusive Savings
Suite
$6,973
From (Per Person)
A$6,973
Save 142
Per Person
Cruise
 (1)

17 Days (16 Nights) Miami to Barcelona
Operator: Explora Journeys
Ship: Explora II
Departure: 19 March 2028
Visits: USA, Puerto Rico, Antigua and Barbuda, Portugal, Spain
Exclusive Savings
Suite
$10,834
From (Per Person)
A$10,834
Save 221
Per Person
Results: 1-30 of 67

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