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Puerto Rico Luxury Cruises

Explore Puerto Rico on one of 51 luxury cruises, departing from Barcelona, Bridgetown, Halifax, Lisbon, Malaga and more. December is the most popular month to cruise to Puerto Rico and we have over 54 departures available from seven of the world's leading cruise lines specialising in luxury cruises.
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6 Days
23 Days
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$36,998pp
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51 Cruises (54 Cruise Departures)
8 Day A Journey From Glorious Shorelines To Nature's Allure with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$5,200
From
US$5,200
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
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,900
From
US$4,900
Per Person
View Trip
15 Day Lisbon to San Juan with Silversea
Cruise

15 Days (14 Nights) Lisbon to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 27 November 2027
Visit: Portugal, Spain, Cape Verde, Saint Barthelemy, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,500
Balcony
$5,000
Suite
$8,400
From
US$4,500
Save 2,000
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 20 December 2026
Visit: Puerto Rico, Virgin Islands, Montserrat, Saint Lucia, Martinique
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,000
Balcony
$3,700
Suite
$6,100
From
US$3,000
Save 2,000
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
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,875
From
US$7,875
Per Person
View Trip
17 Day A Grand Journey From Atlantic Exploration To Mediterranean Delights with Explora Journeys
Cruise

17 Days (16 Nights) Miami to Barcelona
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 08 March 2027
Visit: USA, Puerto Rico, Saint Martin, Portugal, Spain
Inside
-
Oceanview
-
Balcony
-
Suite
$8,165
From
US$8,165
Per Person
View Trip
21 Day Sailing Toward History with Regent Seven Seas
Cruise

21 Days (20 Nights) Rome to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 13 November 2028
Visit: Italy, Spain, Portugal, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$18,499
Suite
$20,099
From
US$18,499
Save 18,499
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 28 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,400
Balcony
$4,900
Suite
$9,500
From
US$4,400
Save 1,500
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
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands, USA
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,460
From
US$6,460
Per Person
View Trip
15 Day San Juan to Lisbon with Silversea
Cruise

15 Days (14 Nights) San Juan to Lisbon
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 09 March 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Spain, Portugal
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$4,200
Balcony
$4,500
Suite
$8,100
From
US$4,200
Save 3,000
Per Person
View Trip
10 Day A Journey Through Caribbean Delights & Wildlife Wonders with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,360
From
US$6,360
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
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visit: Puerto Rico, Virgin Islands
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$3,638
Balcony
-
Suite
$4,808
From
US$3,638
Save 1,457
Per Person
View Trip
11 Day Caribbean Splendor with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 02 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,099
Suite
$7,199
From
US$5,099
Save 5,099
Per Person
View Trip
9 Day Atlantic Crossing: Halifax To Bermuda & Puerto Rico with Seabourn
Cruise

9 Days (8 Nights) Halifax to Oranjestad
Cruise Line: Seabourn
Ship: Seabourn Pursuit
Departure: 24 September 2028
Visit: Canada, Bermuda, Puerto Rico, Aruba
Inside
-
Oceanview
-
Balcony
$3,499
Suite
$4,999
From
US$3,499
Per Person
View Trip
8 Day A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 30 December 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$5,505
From
US$5,505
Per Person
View Trip
10 Day Seagrass & Sky with Regent Seven Seas
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 29 January 2029
Visit: USA, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,399
Suite
$9,749
From
US$9,399
Save 9,399
Per Person
View Trip
14 Day Lullaby Of The Atlantic with Regent Seven Seas
Cruise

14 Days (13 Nights) Lisbon to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 20 November 2028
Visit: Portugal, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,099
Suite
$11,449
From
US$10,099
Save 10,099
Per Person
View Trip
11 Day Miami to Miami with Silversea
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 30 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,500
Balcony
$5,400
Suite
$9,400
From
US$4,500
Save 2,000
Per Person
View Trip
8 Day A Journey Through Balmy Shores & Stirring Scenery with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 April 2027
Visit: Puerto Rico, Saint Barthelemy, Montserrat, Saint Kitts and Nevis, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$5,100
From
US$5,100
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 21 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,900
Balcony
$4,500
Suite
$8,800
From
US$3,900
Save 1,500
Per Person
View Trip
7 Day Splendours of the Caribbean with Emerald Cruises
New ReleaseCruise

7 Days (6 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 07 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,552
From
US$4,552
Save 1,903
Per Person
View Trip
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