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Puerto Rico Luxury Cruises

Explore Puerto Rico on one of 52 luxury cruises, departing from Barcelona, Bridgetown, Lisbon, Miami, New York and more. December is the most popular month to cruise to Puerto Rico and we have over 57 departures available from six of the world's leading cruise lines specialising in luxury cruises.
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23 Days
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52 Cruises (57 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
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,919
Balcony
-
Suite
$6,180
From
US$4,919
Save 5,271
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 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
$6,696
Suite
$7,627
From
US$6,696
Save 13,902
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 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
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
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
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$5,018
Balcony
-
Suite
$6,619
From
US$5,018
Save 5,372
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
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,037
From
US$6,037
Save 6,453
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
Upgrade Your Experience
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,593
Suite
$6,824
From
US$4,593
Save 4,805
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
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 into Tropical Utopia & Art Deco Flair with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 02 March 2026
Visit: Puerto Rico, Antigua and Barbuda, Anguilla, Virgin Islands, USA
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,570
Suite
$4,095
From
US$3,570
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
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$3,258
Oceanview
$3,718
Balcony
$4,870
Suite
$6,483
From
US$3,258
Save 3,740
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
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
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$7,544
Balcony
-
Suite
$9,824
From
US$7,544
Save 7,946
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
10 Day Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen with Azamara Cruises
Cruise
 (3)

10 Days (9 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Oct 2026 to Oct 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,499
Oceanview
$1,779
Balcony
$2,304
Suite
$4,011
From
US$1,499
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
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$5,303
Balcony
-
Suite
$7,073
From
US$5,303
Save 7,687
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 Fare
Inside
-
Oceanview
$4,600
Balcony
$5,300
Suite
$8,550
From
US$4,600
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,565
Suite
$6,440
From
US$5,565
Per Person
View Trip
16 Day Fall Caribbean Passage with Oceania Cruises
Cruise
 (1)

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
$4,350
Balcony
$4,734
Suite
$6,024
From
US$3,622
Save 3,776
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 Fare
Inside
-
Oceanview
$5,500
Balcony
$6,500
Suite
$8,640
From
US$5,500
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
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
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,321
Balcony
-
Suite
$4,679
From
US$3,321
Save 5,869
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$8,325
Suite
$9,560
From
US$8,325
Per Person
View Trip
8 Day A Journey Savy New Year's Celebrations & Caribbean Conviviality with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 29 December 2025
Visit: Puerto Rico, Anguilla, Virgin Islands, Dominican Republic, USA
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
-
Suite
$9,070
From
US$9,070
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
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,320
Suite
$6,125
From
US$5,320
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 Across the Caribbean’s Colourful Heart with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
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
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