Puerto Rico Luxury Cruises

Explore Puerto Rico on one of 67 luxury cruises, departing from Barcelona, Bridgetown, Fort Lauderdale, Halifax, Lisbon 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

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
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
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
$9,673
From (Per Person)
A$9,673
Save 197
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

10 Days (9 Nights) Miami to Miami
Operator: Regent Seven Seas
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
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
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
$7,164
From (Per Person)
A$7,164
Save 146
Per Person
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
Exclusive Savings
Suite
$5,831
From (Per Person)
A$5,831
Save 119
Per Person
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 30 December 2027
Visits: Puerto Rico, Virgin Islands, Dominican Republic, Bahamas, USA
Exclusive Savings
Suite
$8,046
From (Per Person)
A$8,046
Save 164
Per Person
New ReleaseCruise

7 Days (6 Nights) Saint Thomas to San Juan
Operator: Emerald Cruises
Departure: 03 January 2027
Visits: Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Exclusive Savings
Oceanview
-
Balcony
$6,055
Suite
$8,377
From (Per Person)
A$6,055
Save 4,610
Per Person
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Silversea
Departure: 30 November 2026
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$7,372
Balcony
$7,621
Suite
-
From (Per Person)
A$7,372
Save 1,478
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
New ReleaseCruise

7 Days (6 Nights) San Juan to Saint Thomas
Operator: Emerald Cruises
Departure: 07 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Oceanview
-
Balcony
$5,388
Suite
$14,630
From (Per Person)
A$5,388
Save 4,597
Per Person
New ReleaseCruise

8 Days (7 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Departure: 13 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, USA
Exclusive Savings
Oceanview
$4,713
Balcony
$5,573
Suite
$5,573
From (Per Person)
A$4,713
Save 1,687
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Departure: 28 December 2027
Visits: USA, Cayman Islands, Jamaica, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$5,158
Balcony
$6,534
Suite
$6,878
From (Per Person)
A$5,158
Save 742
Per Person
Cruise

15 Days (14 Nights) Lisbon to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 27 November 2027
Visits: Portugal, Spain, Cape Verde, Saint Barthelemy, Puerto Rico
Exclusive Savings
Oceanview
$7,019
Balcony
$7,570
Suite
$12,274
From (Per Person)
A$7,019
Save 2,531
Per Person
Cruise

8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
Visits: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Exclusive Savings
Suite
$6,277
From (Per Person)
A$6,277
Save 128
Per Person
Cruise

15 Days (14 Nights) San Juan to Lisbon
Operator: Silversea
Departure: 09 March 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Spain, Portugal
Exclusive Savings
Oceanview
$5,537
Balcony
$6,517
Suite
$8,085
From (Per Person)
A$5,537
Save 113
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
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
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
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
New ReleaseCruise

10 Days (9 Nights) Miami to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Feb 2029 to Mar 2029
Visits: USA, Bahamas, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$9,884
Balcony
$12,182
Suite
$20,517
From (Per Person)
A$9,884
Save 4,161
Per Person
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
$10,579
From (Per Person)
A$10,579
Save 216
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
Results: 31-60 of 67

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