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Puerto Rico Luxury Cruises

Explore Puerto Rico on one of 54 luxury cruises, departing from Barcelona, Bridgetown, Fort Lauderdale, Lisbon, Miami and more. December is the most popular month to cruise to Puerto Rico and we have over 58 departures available from six of the world's leading cruise lines specialising in luxury cruises.
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54 Cruises (58 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
Black Friday Sale
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,755
Balcony
-
Suite
$5,016
From
US$3,755
Save 6,435
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,160
Suite
$4,800
From
US$4,160
Per Person
View Trip
15 Day Felices Fiestas with Regent Seven Seas
Cruise

15 Days (14 Nights) Barcelona to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 13 December 2026
Visit: Spain, Portugal, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,545
From
US$8,545
Save 15,853
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
Black Friday Sale
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,824
From
US$4,824
Save 7,666
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
$10,122
Suite
$10,612
From
US$10,122
Save 17,476
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,495
Suite
$6,300
From
US$5,495
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,935
Suite
$5,670
From
US$4,935
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
Black Friday Sale
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,612
Balcony
-
Suite
$5,212
From
US$3,612
Save 6,378
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
Your World Inclusions
Fall Upgrade Offer
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,593
Suite
$5,757
From
US$4,593
Save 4,805
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,180
Suite
$5,950
From
US$5,180
Per Person
View Trip
14 Day A Journey Through Atlantic Breezes And Mediterranean Grace with Explora Journeys
Cruise

14 Days (13 Nights) San Juan to Barcelona
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 March 2026
Visit: Puerto Rico, Saint Martin, Spain, Gibraltar
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,200
Suite
$5,980
From
US$5,200
Per Person
View Trip
8 Day A Journey Across Oceanic Gems & The Unresistible Caribbean Charm with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,410
From
US$3,850
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,835
Suite
$4,645
From
US$3,835
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,835
Suite
$4,645
From
US$3,835
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,580
Suite
$5,265
From
US$4,580
Per Person
View Trip
9 Day San Juan to Miami with Silversea
Cruise
 (1)

9 Days (8 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 29 December 2026
Visit: Puerto Rico, Virgin Islands, Dominica, Antigua and Barbuda, USA
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,100
Suite
$10,100
From
US$6,100
Save 1,500
Per Person
View Trip
8 Day A Journey of Paradise Coves and Puerto Rican Spirits with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,690
Suite
$4,455
From
US$3,690
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: 27 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Black Friday Sale
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$5,060
Balcony
-
Suite
$6,830
From
US$5,060
Save 7,930
Per Person
View Trip
10 Day Paradise Beaches from the U.S. Virgin Islands to The Bahamas with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 10 February 2028
Visit: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Black Friday Sale
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$6,264
Balcony
-
Suite
$8,544
From
US$6,264
Save 9,226
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 Fare
Exclusive Savings
Inside
-
Oceanview
$3,900
Balcony
$4,600
Suite
$11,900
From
US$3,900
Save 3,000
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,410
From
US$3,850
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 Fare
Exclusive Savings
Inside
-
Oceanview
$4,000
Balcony
$4,600
Suite
$10,700
From
US$4,000
Save 1,500
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$7,700
Suite
$8,855
From
US$7,700
Per Person
View Trip
8 Day A Journey Through The Caribbean's Rich History & Palm-shaded Paradise with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,690
From
US$3,850
Per Person
View Trip
8 Day Caribbean Yachting Discovery with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia
Departures: Dec 2025 to Mar 2028
Visit: Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Virgin Islands, Puerto Rico
Early Payment Discount
Black Friday Sale
Exclusive Savings
Inside
-
Oceanview
$2,270
Balcony
-
Suite
$3,846
From
US$2,270
Save 18,288
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,130
Suite
$5,005
From
US$4,130
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,410
From
US$3,850
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, Antigua and Barbuda, Martinique
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,400
Balcony
$4,000
Suite
$10,700
From
US$3,400
Save 3,000
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$7,530
Suite
$8,670
From
US$7,530
Per Person
View Trip
16 Day Canaries To The Caribbean with Oceania Cruises
Cruise
 (1)

16 Days (15 Nights) Lisbon to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 09 November 2026
Visit: Portugal, Spain, Puerto Rico, Bahamas, USA
Fall Upgrade Offer
Past Guest Special
Your World Inclusions
Exclusive Savings
Inside
$3,427
Oceanview
$3,572
Balcony
$4,154
Suite
$5,367
From
US$3,427
Save 72
Per Person
View Trip
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