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Puerto Rico Luxury Cruises

Explore Puerto Rico on one of 47 luxury cruises, departing from Barcelona, Bridgetown, Lisbon, Malaga, Miami and more. December is the most popular month to cruise to Puerto Rico and we have over 50 departures available from six of the world's leading cruise lines specialising in luxury cruises.
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6 Days
23 Days
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47 Cruises (50 Cruise Departures)
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
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,949
Balcony
-
Suite
$5,210
From
US$3,949
Save 6,241
Per Person
View Trip
10 Day A Journey From Painted Streets To Sculpted Shores with Explora Journeys
Cruise

10 Days (9 Nights) San Juan to Lanzarote
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 March 2026
Visit: Puerto Rico, Saint Martin, Spain
Inside
-
Oceanview
-
Balcony
-
Suite
$3,885
From
US$3,885
Per Person
View Trip
15 Day The Magnificent Atlantic with Regent Seven Seas
Cruise

15 Days (14 Nights) Barcelona to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 06 December 2027
Visit: Spain, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,420
Suite
$11,302
From
US$10,420
Save 10,778
Per Person
View Trip
8 Day West Indies Island Hopping with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 20 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$5,351
Balcony
-
Suite
$7,121
From
US$5,351
Save 7,639
Per Person
View Trip
8 Day A Journey of Underwater Jewels & Captivating New Year's Eve Celebration with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$5,215
From
US$5,215
Per Person
View Trip
8 Day Caribbean escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 30 November 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,649
From
US$5,649
Save 8,041
Per Person
View Trip
14 Day Transatlantic Cruise: Malaga, San Juan & Miami with Azamara Cruises
Cruise
 (4)

14 Days (13 Nights) Malaga to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 04 December 2026
Visit: Spain, Morocco, Puerto Rico, USA
Azamara Always Included
Inside
-
Oceanview
$1,919
Balcony
$3,140
Suite
$6,235
From
US$1,919
Per Person
View Trip
17 Day Maritime Magic To Miami with Regent Seven Seas
Cruise

17 Days (16 Nights) Barcelona to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 04 November 2027
Visit: Spain, Morocco, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,140
Suite
$14,630
From
US$14,140
Save 14,658
Per Person
View Trip
8 Day Caribbean Escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Visit: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,067
From
US$5,067
Save 7,423
Per Person
View Trip
16 Day Pathway To Sunshine with Oceania Cruises
Cruise

16 Days (15 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 17 November 2026
Visit: Spain, Morocco, Puerto Rico, USA
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,103
Suite
-
From
US$5,103
Save 5,895
Per Person
View Trip
13 Day A Journey From Turquoise Shores To Volcanic Isles with Explora Journeys
Cruise

13 Days (12 Nights) Miami to Lanzarote
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 09 March 2026
Visit: USA, Puerto Rico, Saint Martin, Spain
Inside
-
Oceanview
-
Balcony
-
Suite
$5,180
From
US$5,180
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
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 11 January 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Inside
-
Oceanview
-
Balcony
-
Suite
$4,935
From
US$4,935
Per Person
View Trip
8 Day Eastern Caribbean Cruise: Barbados, Saint Kittsand Nevis & Puerto Rico with Azamara Cruises
Cruise
 (8)

8 Days (7 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 07 December 2027
Visit: Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico, USA
Azamara Always Included
Exclusive Savings
Inside
$4,729
Oceanview
$5,447
Balcony
$6,494
Suite
-
From
US$4,729
Save 130
Per Person
View Trip
12 Day A Journey Through Coastal History & the Heart of the Amazon with Explora Journeys
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visit: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$7,905
From
US$7,905
Per Person
View Trip
8 Day A Journey into Dominican Charm & Caribbean Splendour with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
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: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,200
Balcony
$4,900
Suite
$10,060
From
US$4,200
Save 1,800
Per Person
View Trip
16 Day Fall Caribbean Passage with Oceania Cruises
Cruise
 (3)

16 Days (15 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 25 November 2026
Visit: Spain, Portugal, Puerto Rico, Dominican Republic, USA
Your World Inclusions
Upgrade Your Experience
Exclusive Savings
Inside
$3,622
Oceanview
$4,544
Balcony
$4,239
Suite
$5,476
From
US$3,622
Save 3,776
Per Person
View Trip
17 Day A Journey Through Vibrant Cultures Across The Atlantic & The Mediterranean with Explora Journeys
Cruise
 (1)

17 Days (16 Nights) Miami to Barcelona
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 March 2028
Visit: USA, Puerto Rico, Antigua and Barbuda, Portugal, Spain
Inside
-
Oceanview
-
Balcony
-
Suite
$8,340
From
US$8,340
Per Person
View Trip
8 Day A Journey from Dominican Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
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
$4,085
From
US$4,085
Per Person
View Trip
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: 29 March 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,920
From
US$3,920
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
$4,800
Balcony
$5,680
Suite
$8,860
From
US$4,800
Save 1,200
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
$3,850
Balcony
$4,340
Suite
$9,180
From
US$3,850
Save 1,650
Per Person
View Trip
23 Day Flamenco To Flamingos with Oceania Cruises
Cruise
 (1)

23 Days (22 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 02 November 2026
Visit: Spain, Portugal, Puerto Rico, Bahamas, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
$5,973
Balcony
$8,398
Suite
$11,211
From
US$5,973
Save 6,225
Per Person
View Trip
8 Day A Journey Through Tropical Utopia & Rhythmic Streets with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 March 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
7 Day Splendours of the Caribbean with Emerald Cruises
New ReleaseCruise

7 Days (6 Nights) Saint Thomas to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 03 January 2027
Visit: Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,824
From
US$4,824
Save 7,166
Per Person
View Trip
8 Day A Journey of Tropical Spirits & the Colourful Beauty of the Antilles with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$4,685
From
US$4,685
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
Inside
-
Oceanview
-
Balcony
-
Suite
$5,660
From
US$5,660
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
Inside
-
Oceanview
-
Balcony
-
Suite
$6,460
From
US$6,460
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
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 04 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Barthelemy
Inside
-
Oceanview
-
Balcony
-
Suite
$4,685
From
US$4,685
Per Person
View Trip
Results: 1-30 of 47

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