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Cruises from USA to Puerto Rico

Are you looking for a cruise from USA to Puerto Rico? December is the most popular month to cruise between USA and Puerto Rico and there are 56 departures available from ten of the world's leading cruise lines.
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48 Cruises (56 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: 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
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
17 Day An Extended Journey Through Ancient Marvels & Glittering Shores with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visit: USA, Jamaica, Guatemala, Honduras (+6 more), Belize, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$7,000
From
US$7,000
Per Person
View Trip
9 Day A Journey Of Tranquil Tropical Beauty & Rainforest Adventures with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$5,360
From
US$5,360
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
$1,459
Oceanview
$2,019
Balcony
$2,451
Suite
$4,265
From
US$1,459
Per Person
View Trip
8 Day A Journey Through the Vibrant Pulse of the Antilles with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 29 January 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,915
From
US$3,915
Per Person
View Trip
10 Day Boston To San Juan Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) Boston to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 20 October 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
$979
Oceanview
$1,029
Balcony
$1,204
Suite
$3,542
From
US$979
Save 551
Per Person
View Trip
15 Day An Extended Journey of Tropical Harmony & Natural Wonders with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands (+4 more), Dominican Republic, USA, Guadeloupe, Saint Martin
Inside
-
Oceanview
-
Balcony
-
Suite
$7,200
From
US$7,200
Per Person
View Trip
8 Day A Journey Into Timeless Marvels & Historical Tales of the West Indies with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
16 Day An Extended Journey into Island Bliss & Lively Celebrations with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA, Dominican Republic
Inside
-
Oceanview
-
Balcony
-
Suite
$12,280
From
US$12,280
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Tampa to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 April 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Saint Martin, Puerto Rico
Exclusive Savings
Inside
$621
Oceanview
$626
Balcony
$1,214
Suite
$1,745
From
US$621
Save 364
Per Person
View Trip
8 Day A Journey Through Island Charm & Cultural Treasures with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Anguilla, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
9 Day A Journey of Endless Sophistication and Island Charm with Explora Journeys
Cruise
 (1)

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 18 March 2026
Visit: USA, Virgin Islands, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$7,750
From
US$7,750
Per Person
View Trip
11 Day Tropical Passage with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 20 March 2027
Visit: USA, Virgin Islands, Dominica, Barbados (+4 more), Saint Lucia, Martinique, Antigua and Barbuda, Puerto Rico
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,977
Suite
$7,320
From
US$6,977
Save 13,221
Per Person
View Trip
13 Day NY to San Juan: Bermuda & Caribbean with Virgin Voyages
New ReleaseCruise
 (1)

13 Days (12 Nights) New York to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 October 2026
Visit: USA, Bermuda, Bahamas, Virgin Islands, Saint Martin, Puerto Rico
Limited Time Offer
Inside
$1,068
Oceanview
$1,308
Balcony
$1,428
Suite
$6,000
From
US$1,068
Per Person
View Trip
8 Day A Journey Through Beguiling Caribbean Coastlines & Lush Landscapes with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 08 November 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Virgin Islands, Saint Barthelemy, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,125
From
US$4,125
Per Person
View Trip
16 Day An Extended Journey Of Paradise Beauty And Colourful Shores with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 11 March 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Martin (+6 more), Virgin Islands, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
-
Suite
$13,800
From
US$13,800
Per Person
View Trip
9 Day Southern Caribbean Islander Holiday with Princess
Cruise
 (7)

9 Days (8 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 19 December 2026
Visit: USA, Aruba, Curacao, Antigua and Barbuda, Virgin Islands, Puerto Rico
Princess Standard
Inside
$824
Oceanview
$937
Balcony
$1,619
Suite
$2,024
From
US$824
Per Person
View Trip
17 Day An Extended Journey of Caribbean Celebrations & Tropical Idylls with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visit: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands (+4 more), Dominican Republic, USA, Saint Barthelemy, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
-
Suite
$11,160
From
US$11,160
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
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
8 Day Southern Caribbean with Curacao with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao, Puerto Rico
Princess Standard
Inside
$754
Oceanview
$874
Balcony
$1,099
Suite
$1,674
From
US$754
Per Person
View Trip
25 Day Bermuda & Eastern Caribbean Cruise: Tortola, Barbados & Saint Kitts with Azamara Cruises
Cruise
 (4)

25 Days (24 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 28 October 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+10 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
$5,711
Oceanview
$6,895
Balcony
$8,524
Suite
$13,549
From
US$5,711
Save 118
Per Person
View Trip
15 Day An Extended Journey of Secluded Isles & Coastal Havens with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands (+4 more), USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Inside
-
Oceanview
-
Balcony
-
Suite
$8,560
From
US$8,560
Per Person
View Trip
8 Day A Journey Through Secluded Isles & Caribbean Havens with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 February 2027
Visit: USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,720
From
US$4,720
Per Person
View Trip
8 Day A Journey Of Caribbean Adventure & Shimmering Tropical Harmony with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ships: Explora III, Explora I
Departures: Oct 2026 to Dec 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,745
From
US$3,745
Per Person
View Trip
8 Day A Journey Of Colourful Treasures & Idyllic Island Scenery with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,025
From
US$4,025
Per Person
View Trip
15 Day An Extended Journey Through Golden Shores & Island Grace with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Turks and Caicos Islands, USA, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
-
Balcony
-
Suite
$7,140
From
US$7,140
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 A Journey Through Iconic Caribbean Islands & Underwater Wonders with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Feb 2028 to Mar 2028
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
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
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