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Cruises from USA to Puerto Rico

Are you looking for a cruise from USA to Puerto Rico? February is the most popular month to cruise between USA and Puerto Rico and there are 31 departures available from seven of the world's leading cruise lines.
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28 Days
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31 Cruises (31 Cruise Departures)
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
Ship: Azamara Journey
Departure: 29 October 2026
Countries Visited: USA, Bermuda, Saint Martin, Virgin Islands (+1 more), Puerto Rico
INSIDE
$2,215
OCEANVIEW
$2,611
BALCONY
$3,700
SUITE
$5,620
From (per person) 2,215
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
Exclusive Deal
INSIDE
$1,509
OCEANVIEW
$1,598
BALCONY
$2,242
SUITE
$2,777
From (per person) 1,509
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
Exclusive Deal
INSIDE
$1,020
OCEANVIEW
$1,091
BALCONY
$1,727
SUITE
$6,513
Save (per person) 589
From (per person) 1,020
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
Exclusive DealSingle Savings
INSIDE
$1,092
OCEANVIEW
$1,220
BALCONY
$1,543
SUITE
$2,988
Save (per person) 621
From (per person) 1,092
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
Exclusive Deal
INSIDE
$3,783
OCEANVIEW
$4,122
BALCONY
$5,701
SUITE
$7,902
From (per person) 3,783
View Trip
9 Day Southern Caribbean Islander Holiday with Princess
Cruise
 (3)

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
Exclusive Deal
INSIDE
$1,430
OCEANVIEW
$1,503
BALCONY
$2,865
SUITE
$3,232
From (per person) 1,430
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
Exclusive Deal
INSIDE
$2,584
OCEANVIEW
$2,797
BALCONY
$3,930
SUITE
$4,861
From (per person) 2,584
View Trip
9 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (1)

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
$2,829
OCEANVIEW
$3,077
BALCONY
$4,106
SUITE
$5,185
From (per person) 2,829
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
Super Earlybird
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$6,986
Save (per person) 4,564
From (per person) 6,986
View Trip
8 Day A Journey from Miami to San Juan with Explora Journeys
Cruise

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
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,816
SUITE
$8,163
From (per person) 6,816
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
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,177
SUITE
$11,722
From (per person) 10,177
View Trip
16 Day An Extended Journey Of Idyllic Coves And Captivating Cultures with Explora Journeys
Cruise

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
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,811
SUITE
$12,707
From (per person) 10,811
View Trip
7 Day One-way to SJ: DR, St. Maarten & BVI with Virgin Voyages
Cruise

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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,711
OCEANVIEW
$1,751
BALCONY
$2,044
SUITE
$4,933
From (per person) 1,711
View Trip
16 Day An Extended Journey To Abc Island Heritage And Flavour with Explora Journeys
Cruise

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
Unique Oceans OfferExplora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$10,266
SUITE
$11,821
From (per person) 10,266
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: 29 December 2025
Countries Visited: USA, Virgin Islands, Guadeloupe, Barbados (+3 more), Martinique, Saint Kitts and Nevis, Puerto Rico
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,351
SUITE
$8,836
From (per person) 7,351
View Trip
13 Day Miami to San Juan with Silversea
Cruise

13 Days (12 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 (+6 more), Guadeloupe, Saint Lucia, Martinique, Montserrat, Antigua and Barbuda, Puerto Rico
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$9,900
BALCONY
$10,989
SUITE
$15,048
Save (per person) 2,600
From (per person) 9,900
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), Martinique, Saint Kitts and Nevis, Puerto Rico
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$6,866
SUITE
$7,905
From (per person) 6,866
View Trip
18 Day An Extended Journey Through Timeless Mysteries And Modern Marvels with Explora Journeys
Cruise

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
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$13,677
SUITE
$15,459
From (per person) 13,677
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
Exclusive DealSingle Savings
INSIDE
$1,083
OCEANVIEW
$1,203
BALCONY
$1,526
SUITE
$2,341
Save (per person) 539
From (per person) 1,083
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
Exclusive Deal
INSIDE
$926
OCEANVIEW
$1,020
BALCONY
$1,504
SUITE
$2,881
Save (per person) 570
From (per person) 926
View Trip
18 Day An Extended Journey Of Central American Jungles And Caribbean Isles with Explora Journeys
Cruise

18 Days (17 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 04 February 2025
Countries Visited: USA, Cayman Islands, Mexico, Anguilla (+4 more), Dominica, Guadeloupe, Saint Martin, Puerto Rico
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$12,484
SUITE
$14,830
From (per person) 12,484
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 (+7 more), Anguilla, USA, Dominican Republic, Dominica, Barbados, Martinique, Saint Kitts and Nevis
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,949
SUITE
$12,622
From (per person) 10,949
View Trip
8 Day A Journey of Paradise Coves and Puerto Rican Spirits with Explora Journeys
Cruise

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
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,658
SUITE
$6,772
From (per person) 5,658
View Trip
8 Day A Journey to Boho-chic Beaches on Rum-Casked Islands with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 February 2025
Countries Visited: USA, Virgin Islands, Anguilla, Guadeloupe (+2 more), Saint Martin, Puerto Rico
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,821
SUITE
$6,658
From (per person) 5,821
View Trip
16 Day An Extended Journey Of Paradise Beauty And Colourful Shores with Explora Journeys
Cruise

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
Unique Oceans OfferExplora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$10,266
SUITE
$12,073
From (per person) 10,266
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
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,742
SUITE
$6,613
From (per person) 5,742
View Trip
15 Day An Extended Journey From Mayan Mysteries To Castaway Chic with Explora Journeys
Cruise

15 Days (14 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 14 February 2025
Countries Visited: USA, Mexico, Belize, Virgin Islands (+4 more), Anguilla, Guadeloupe, Saint Martin, Puerto Rico
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$8,821
SUITE
$10,543
From (per person) 8,821
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
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$5,742
SUITE
$6,613
From (per person) 5,742
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
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,024
SUITE
$11,212
From (per person) 10,024
View Trip
16 Day An Extended Journey Through Caribbean Cinematic Paradise with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 06 January 2026
Countries Visited: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Virgin Islands (+6 more), Anguilla, USA, Guadeloupe, Grenada, Barbados, Montserrat
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$10,177
SUITE
$11,722
From (per person) 10,177
View Trip
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