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Cruises from USA to Puerto Rico

Are you looking for a cruise from USA to Puerto Rico? February and December are the most popular months to cruise between USA and Puerto Rico and there are 48 departures available from nine of the world's leading cruise lines.
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43 Cruises (48 Cruise Departures)
9 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (3)

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
$2,259
OCEANVIEW
$2,479
BALCONY
$2,959
SUITE
$4,679
From (per person) 2,259
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
9 Day A Journey Of Tropical Festivities & Dazzling Island Beauty with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 20 December 2026
Countries Visited: USA, Jamaica, Dominican Republic, Virgin Islands (+2 more), Saint Martin, Puerto Rico
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$5,355
SUITE
$6,535
From (per person) 5,355
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
Bonus Instant Savings
INSIDE
$2,262
OCEANVIEW
-
BALCONY
-
SUITE
-
From (per person) 2,262
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
$752
OCEANVIEW
$990
BALCONY
$1,142
SUITE
$4,178
Save (per person) 418
From (per person) 752
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$9,690
SUITE
$10,970
From (per person) 9,690
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 FareUnique Summer Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$3,975
SUITE
$4,575
From (per person) 3,975
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$4,095
SUITE
$5,020
From (per person) 4,095
View Trip
9 Day Southern Caribbean Islander Holiday with Princess
Cruise
 (6)

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
Bonus Instant Savings
INSIDE
$794
OCEANVIEW
$841
BALCONY
$1,099
SUITE
$1,469
From (per person) 794
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$8,360
SUITE
$9,310
From (per person) 8,360
View Trip
19 Day Southern Caribbean Adventurer with Princess
Cruise
 (5)

19 Days (18 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 (+8 more), Curacao, Aruba, Saint Kitts and Nevis, Virgin Islands, Puerto Rico, Dominica, Grenada, Barbados
Bonus Instant Savings
INSIDE
$1,654
OCEANVIEW
$1,984
BALCONY
$2,374
SUITE
$2,784
From (per person) 1,654
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$3,560
SUITE
$4,095
From (per person) 3,560
View Trip
19 Day An Extended Journey Through Caribbean Echoes, Balmy Breezes & Emerald Landscapes with Explora Journeys
Cruise

19 Days (18 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 February 2026
Countries Visited: USA, Dominican Republic, Dominica, Barbados (+7 more), Guadeloupe, Virgin Islands, Puerto Rico, Aruba, Curacao, Bonaire, Saint Martin
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$9,680
SUITE
$11,120
From (per person) 9,680
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
$1,000
OCEANVIEW
$1,071
BALCONY
$2,541
SUITE
-
Save (per person) 507
From (per person) 1,000
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$5,487
SUITE
$6,175
From (per person) 5,487
View Trip
11 Day Miami to San Juan with Silversea
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 10 December 2026
Countries Visited: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+4 more), Guadeloupe, Martinique, Montserrat, Puerto Rico
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$6,200
BALCONY
$7,200
SUITE
$9,400
From (per person) 6,200
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$9,000
From (per person) 9,000
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: 13 January 2026
Countries Visited: USA, Virgin Islands, Guadeloupe, Grenada (+3 more), Barbados, Montserrat, Puerto Rico
Best Available FareUnique Summer Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,455
SUITE
$4,860
From (per person) 4,455
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
Countries Visited: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$6,548
Save (per person) 6,742
From (per person) 6,548
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 FareUnique Summer Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$3,895
SUITE
$4,700
From (per person) 3,895
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
$714
OCEANVIEW
$894
BALCONY
$1,134
SUITE
$3,180
From (per person) 714
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
Bonus Instant Savings
INSIDE
$849
OCEANVIEW
$1,079
BALCONY
$1,369
SUITE
-
From (per person) 849
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
$661
OCEANVIEW
$726
BALCONY
$1,004
SUITE
$1,854
Save (per person) 361
From (per person) 661
View Trip
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
$440
OCEANVIEW
$564
BALCONY
$708
SUITE
$1,253
Save (per person) 241
From (per person) 440
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
$1,479
OCEANVIEW
$1,779
BALCONY
$2,579
SUITE
$4,089
From (per person) 1,479
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 FareUnique Summer Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,985
SUITE
$5,985
From (per person) 4,985
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$7,695
SUITE
$8,415
From (per person) 7,695
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 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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$7,080
SUITE
$8,200
From (per person) 7,080
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$7,990
SUITE
$8,710
From (per person) 7,990
View Trip
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