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Cruises from USA to Puerto Rico

Are you looking for a cruise from USA to Puerto Rico? November, February and December are the most popular months to cruise between USA and Puerto Rico and there are 45 departures available from eight of the world's leading cruise lines.
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40 Cruises (45 Cruise Departures)
6 Day Fort Lauderdale To San Juan with Royal Caribbean
Cruise

6 Days (5 Nights) Fort Lauderdale to San Juan
Cruise Line: Royal Caribbean
Ship: Radiance of the Seas
Departure: 20 April 2026
Countries Visited: USA, Saint Martin, Virgin Islands, Puerto Rico
Mutiple Deals Available
INSIDE
$482
OCEANVIEW
$605
BALCONY
$747
SUITE
$1,253
Save (per person) 242
From (per person) 482
View Trip
7 Day One-way to SJ: DR, St. Maarten & BVI with Virgin Voyages
Cruise
 (1)

7 Days (6 Nights) Miami to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 02 November 2025
Countries Visited: USA, Dominican Republic, Sint Maarten, Virgin Islands (+1 more), Puerto Rico
Swing Into Savings Best Rate
INSIDE
$894
OCEANVIEW
$1,075
BALCONY
$1,195
SUITE
$3,180
From (per person) 894
View Trip
8 Day Boston To San Juan Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Boston to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 02 November 2025
Countries Visited: USA, Bermuda, Antigua and Barbuda, Virgin Islands (+1 more), Puerto Rico
Latest OfferExclusive Solo Offer
INSIDE
$1,113
OCEANVIEW
$923
BALCONY
$1,350
SUITE
-
Save (per person) 439
From (per person) 923
View Trip
10 Day Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen with Azamara Cruises
Cruise
 (1)

10 Days (9 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Oct 2026 to Oct 2027
Countries Visited: USA, Bermuda, Saint Martin, Virgin Islands (+1 more), Puerto Rico
INSIDE
$1,359
OCEANVIEW
$1,779
BALCONY
$2,559
SUITE
$3,889
From (per person) 1,359
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: 28 February 2027
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+1 more), Puerto Rico
Explora Early Booking BenefitBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$4,095
SUITE
$5,020
From (per person) 4,095
View Trip
18 Day An Extended Journey Through Timeless Mysteries And Modern Marvels with Explora Journeys
Cruise
 (1)

18 Days (17 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 February 2026
Countries Visited: USA, Mexico, Virgin Islands, Antigua and Barbuda (+2 more), Saint Barthelemy, Puerto Rico
Explora Extended Journey SavingBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$10,165
SUITE
$10,970
From (per person) 10,165
View Trip
9 Day A Journey Of Sunny Shores & Caribbean Island Bliss with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 January 2027
Countries Visited: USA, Virgin Islands, Anguilla, Martinique (+3 more), Saint Kitts and Nevis, Saint Martin, Puerto Rico
Explora Early Booking BenefitBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$4,700
SUITE
$5,735
From (per person) 4,700
View Trip
16 Day An Extended Journey Of Idyllic Coves And Captivating Cultures with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+6 more), Puerto Rico, Grenada, Saint Vincent, Barbados, Martinique, Saint Kitts and Nevis
Explora Extended Journey SavingBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$8,360
SUITE
$9,310
From (per person) 8,360
View Trip
9 Day Southern Caribbean Islander Holiday with Princess
Cruise
 (4)

9 Days (8 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 19 December 2026
Countries Visited: USA, Turks and Caicos Islands, Aruba, Curacao (+2 more), Bonaire, Puerto Rico
Summer Swing Sale
INSIDE
$794
OCEANVIEW
$841
BALCONY
$1,099
SUITE
$1,469
From (per person) 794
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
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+1 more), Puerto Rico
Best Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$3,895
SUITE
$4,700
From (per person) 3,895
View Trip
9 Day A Journey of Endless Sophistication and Island Charm with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ships: Explora II, Explora I
Departures: Nov 2025 to Mar 2026
Countries Visited: USA, Virgin Islands, Guadeloupe, Barbados (+3 more), Martinique, Saint Kitts and Nevis, Puerto Rico
Best Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$3,760
SUITE
$4,320
From (per person) 3,760
View Trip
9 Day Ft. Lauderdale To San Juan with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to San Juan
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 31 October 2025
Countries Visited: USA, Haiti, Saint Kitts and Nevis, Saint Lucia (+3 more), Dominica, Sint Maarten, Puerto Rico
Latest OfferExclusive Solo Offer
INSIDE
$775
OCEANVIEW
$987
BALCONY
$1,207
SUITE
$4,178
Save (per person) 391
From (per person) 775
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
Countries Visited: USA, Bermuda, Bahamas, Virgin Islands (+2 more), Saint Martin, Puerto Rico
Swing Into Savings Best Rate
INSIDE
$1,548
OCEANVIEW
$1,909
BALCONY
$2,221
SUITE
$6,540
From (per person) 1,548
View Trip
28 Day Panama Canal and Caribbean Adventurer with Princess
Cruise
 (5)

28 Days (27 Nights) Los Angeles to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 15 September 2025
Countries Visited: USA, Mexico, Costa Rica, Panama (+8 more), Aruba, Turks and Caicos Islands, Dominican Republic, Bonaire, Curacao, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Summer Swing Sale
INSIDE
$2,179
OCEANVIEW
$2,549
BALCONY
-
SUITE
-
From (per person) 2,179
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
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+1 more), Puerto Rico
Explora Early Booking BenefitBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$4,095
SUITE
$5,020
From (per person) 4,095
View Trip
12 Day Southern Caribbean Islander with Princess
Cruise
 (5)

12 Days (11 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Grand Princess
Departure: 01 October 2025
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Bonaire (+5 more), Curacao, Aruba, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Summer Swing Sale
INSIDE
$779
OCEANVIEW
$969
BALCONY
$1,349
SUITE
$1,499
From (per person) 779
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
Countries Visited: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Martin (+6 more), Virgin Islands, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Explora Extended Journey SavingBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$5,487
SUITE
$6,175
From (per person) 5,487
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
Countries Visited: USA, Turks and Caicos Islands, Dominican Republic, Virgin Islands (+2 more), Saint Barthelemy, Puerto Rico
Explora Early Booking BenefitBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$3,845
SUITE
$4,700
From (per person) 3,845
View Trip
9 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (2)

9 Days (8 Nights) Miami to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Saint Martin (+2 more), Saint Barthelemy, Puerto Rico
INSIDE
$2,169
OCEANVIEW
$2,359
BALCONY
$2,819
SUITE
$4,299
From (per person) 2,169
View Trip
7 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise
 (2)

7 Days (6 Nights) Miami to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 16 November 2026
Countries Visited: USA, Haiti, Saint Martin, Virgin Islands (+1 more), Puerto Rico
Latest OfferExclusive Solo Offer
INSIDE
$686
OCEANVIEW
$751
BALCONY
$1,029
SUITE
$1,854
Save (per person) 336
From (per person) 686
View Trip
8 Day A Journey from Miami to San Juan with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 22 December 2025
Countries Visited: USA, Bahamas, Virgin Islands, Saint Martin (+1 more), Puerto Rico
Best Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$4,985
SUITE
$5,985
From (per person) 4,985
View Trip
9 Day A Journey From Miami To San Juan with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 November 2025
Countries Visited: USA, Virgin Islands, Guadeloupe, Barbados (+3 more), Dominica, Saint Martin, Puerto Rico
Best Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$4,230
SUITE
$4,860
From (per person) 4,230
View Trip
16 Day An Extended Journey To Abc Island Heritage And Flavour with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 18 March 2026
Countries Visited: USA, Virgin Islands, Guadeloupe, Barbados (+7 more), Martinique, Saint Kitts and Nevis, Puerto Rico, Bonaire, Curacao, Aruba, Saint Barthelemy
Explora Extended Journey SavingBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$7,695
SUITE
$8,415
From (per person) 7,695
View Trip
16 Day An Extended Journey Of Soulful Sophistication And Idyllic Island Charm with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 November 2025
Countries Visited: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Barthelemy (+6 more), Virgin Islands, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Explora Extended Journey SavingBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$5,600
SUITE
$9,000
From (per person) 5,600
View Trip
8 Day Yachtsman's Harbors with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 05 February 2027
Countries Visited: USA, Virgin Islands, Saint Martin, Antigua and Barbuda (+2 more), Saint Barthelemy, Puerto Rico
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
$2,999
SUITE
$4,499
Save (per person) 2,999
From (per person) 2,999
View Trip
16 Day An Extended Journey Of Caribbean Inspiration And Island Beauty with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 January 2026
Countries Visited: Puerto Rico, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+6 more), Anguilla, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Explora Extended Journey SavingBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$7,990
SUITE
$8,710
From (per person) 7,990
View Trip
16 Day A Grand Journey Through Caribbean Serenity And Tropical Treasures with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+6 more), Anguilla, USA, Dominican Republic, Dominica, Barbados, Guadeloupe
Explora Extended Journey SavingBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$7,080
SUITE
$8,200
From (per person) 7,080
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
Countries Visited: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+2 more), Saint Kitts and Nevis, Puerto Rico
Explora Early Booking BenefitBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$4,700
SUITE
$5,735
From (per person) 4,700
View Trip
9 Day A Journey Of Latin Flair, Natural Beauty & Vibrant History with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 February 2026
Countries Visited: USA, Dominican Republic, Dominica, Barbados (+3 more), Guadeloupe, Virgin Islands, Puerto Rico
Best Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$3,975
SUITE
$4,575
From (per person) 3,975
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
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+2 more), Saint Martin, Puerto Rico
Explora Early Booking BenefitBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$3,560
SUITE
$4,095
From (per person) 3,560
View Trip
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