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Cruises from USA to Puerto Rico

Are you looking for a cruise from USA to Puerto Rico? November and February are the most popular months to cruise between USA and Puerto Rico and there are 30 departures available from seven of the world's leading cruise lines.
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28 Days
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28 Cruises (30 Cruise Departures)
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
$3,655
OCEANVIEW
$4,042
BALCONY
$5,799
SUITE
-
From (per person) 3,655
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
Ship: Azamara Journey
Departure: 29 October 2026
Countries Visited: USA, Bermuda, Saint Martin, Virgin Islands (+1 more), Puerto Rico
INSIDE
$2,096
OCEANVIEW
$2,611
BALCONY
$3,700
SUITE
$5,620
From (per person) 2,096
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 DealExclusive Solo Offer
INSIDE
$1,072
OCEANVIEW
$1,159
BALCONY
$1,498
SUITE
$2,988
Save (per person) 609
From (per person) 1,072
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
$1,539
OCEANVIEW
$1,623
BALCONY
$2,618
SUITE
$2,945
From (per person) 1,539
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
$2,701
OCEANVIEW
$2,938
BALCONY
$3,918
SUITE
-
From (per person) 2,701
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
$1,371
OCEANVIEW
$1,514
BALCONY
$2,153
SUITE
$2,678
From (per person) 1,371
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 DealExclusive Solo Offer
INSIDE
$1,072
OCEANVIEW
$1,178
BALCONY
$1,761
SUITE
$6,513
Save (per person) 611
From (per person) 1,072
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
$2,837
OCEANVIEW
$3,050
BALCONY
$4,303
SUITE
$4,999
From (per person) 2,837
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
Up To USD $300 Bar Tab
INSIDE
$1,707
OCEANVIEW
$1,746
BALCONY
$2,039
SUITE
$4,923
From (per person) 1,707
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 DealExclusive Solo Offer
INSIDE
$1,085
OCEANVIEW
$1,204
BALCONY
$1,527
SUITE
$2,248
Save (per person) 537
From (per person) 1,085
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
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
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
$10,811
SUITE
$11,821
From (per person) 10,811
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
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
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
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
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
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
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
$10,692
SUITE
$11,722
From (per person) 10,692
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
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
Unique Oceans OfferExplora Early Booking Benefit
INSIDE
-
OCEANVIEW
-
BALCONY
$5,381
SUITE
$6,197
From (per person) 5,381
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
$11,286
SUITE
$11,959
From (per person) 11,286
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
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
$6,395
SUITE
$7,024
From (per person) 6,395
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
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
$11,509
SUITE
$12,622
From (per person) 11,509
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 DealExclusive Solo Offer
INSIDE
$1,063
OCEANVIEW
$1,218
BALCONY
$1,783
SUITE
$3,313
Save (per person) 631
From (per person) 1,063
View Trip
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