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Cruises from Miami to San Juan

Are you looking for a cruise from Miami to San Juan? December is the most popular month to cruise between Miami and San Juan and there are 31 departures available from seven of the world's leading cruise lines.
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7 Days
18 Days
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27 Cruises (31 Cruise Departures)
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
Upgrade Your Ocean OfferBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$3,525
SUITE
$4,050
From (per person) 3,525
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
$10,165
SUITE
$12,775
From (per person) 10,165
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$3,845
SUITE
$4,700
From (per person) 3,845
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$4,700
SUITE
$5,735
From (per person) 4,700
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
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
Upgrade Your Ocean OfferBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$4,985
SUITE
$5,985
From (per person) 4,985
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
$8,740
SUITE
$9,310
From (per person) 8,740
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
$2,089
OCEANVIEW
$2,259
BALCONY
$2,699
SUITE
$4,119
From (per person) 2,089
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
Upgrade Your Ocean OfferBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$7,290
SUITE
$8,415
From (per person) 7,290
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 FareUpgrade Your Ocean Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,230
SUITE
$5,940
From (per person) 4,230
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 FareUpgrade Your Ocean Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$3,895
SUITE
$4,700
From (per person) 3,895
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
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
Countries Visited: USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis (+2 more), Virgin Islands, Puerto Rico
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$4,095
SUITE
$5,020
From (per person) 4,095
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$4,700
SUITE
$5,735
From (per person) 4,700
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
$667
OCEANVIEW
$751
BALCONY
$944
SUITE
$1,814
Save (per person) 327
From (per person) 667
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
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+2 more), Saint Barthelemy, Puerto Rico
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$3,845
SUITE
$4,700
From (per person) 3,845
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 FareUpgrade Your Ocean Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$4,160
SUITE
$4,800
From (per person) 4,160
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
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$4,095
SUITE
$5,020
From (per person) 4,095
View Trip
9 Day A Journey Of Sparkling Skies & Bright Beginnings with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Countries Visited: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis (+1 more), Puerto Rico
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$5,340
SUITE
$6,125
From (per person) 5,340
View Trip
8 Day A Journey Through Stunning Scenery & Charming Caribbean Culture with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Countries Visited: USA, Dominican Republic, Saint Martin, Guadeloupe (+2 more), Saint Kitts and Nevis, Puerto Rico
Mutiple Deals Available
INSIDE
-
OCEANVIEW
-
BALCONY
$3,845
SUITE
$4,415
From (per person) 3,845
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
$5,800
BALCONY
$6,800
SUITE
$10,900
From (per person) 5,800
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 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
Upgrade Your Ocean OfferBest Available Fare
INSIDE
-
OCEANVIEW
-
BALCONY
$5,120
SUITE
$6,160
From (per person) 5,120
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 FareUpgrade Your Ocean Offer
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$5,820
From (per person) 5,820
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
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
Sail Into Deeper Savings Best Rate
INSIDE
$895
OCEANVIEW
$1,075
BALCONY
$1,195
SUITE
$3,030
From (per person) 895
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
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