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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 48 departures available from five of the world's leading cruise lines.
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39 Cruises (48 Cruise Departures)
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
Visit: USA, Virgin Islands, Guadeloupe, Grenada, Barbados, Montserrat, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,150
Suite
$5,900
From
US$5,150
Per Person
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
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,700
Suite
$6,560
From
US$5,700
Per Person
View Trip
8 Day A Journey Through Art Deco Wonders & Caribbean Adventures with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,045
Suite
$6,175
From
US$5,045
Per Person
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
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$4,824
Balcony
-
Suite
$6,425
From
US$4,824
Save 5,166
Per Person
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
Visit: USA, Virgin Islands, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,465
Suite
$5,130
From
US$4,465
Per Person
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
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,200
Suite
$5,090
From
US$4,200
Per Person
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
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,985
Suite
$5,985
From
US$4,985
Per Person
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
Visit: USA, Mexico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$10,165
Suite
$10,970
From
US$10,165
Per Person
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
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+6 more), Puerto Rico, Grenada, Saint Vincent, Barbados, Martinique, Saint Kitts and Nevis
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$8,260
Suite
$9,785
From
US$8,260
Per Person
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
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,425
Suite
$5,360
From
US$4,425
Per Person
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
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,130
Suite
$4,700
From
US$4,130
Per Person
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
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,125
Suite
$5,025
From
US$4,125
Per Person
View Trip
8 Day A Journey into Dominican Charm & Caribbean Splendour with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,785
From
US$4,180
Per Person
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
Visit: USA, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,125
Suite
$4,725
From
US$4,125
Per Person
View Trip
8 Day A Journey from Dominican Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,785
From
US$4,180
Per Person
View Trip
11 Day Tropical Passage with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 20 March 2027
Visit: USA, Virgin Islands, Dominica, Barbados (+4 more), Saint Lucia, Martinique, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,781
Suite
$7,173
From
US$6,781
Save 13,017
Per Person
View Trip
8 Day A Journey of Underwater Jewels & Captivating New Year's Eve Celebration with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,965
Suite
$6,840
From
US$5,965
Per Person
View Trip
8 Day A Journey Across Oceanic Gems & The Unresistible Caribbean Charm with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,785
From
US$4,180
Per Person
View Trip
16 Day An Extended Journey Of Cultural Treasures & Seaside Harmony with Explora Journeys
Cruise

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize (+6 more), Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$8,025
Suite
$9,260
From
US$8,025
Per Person
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
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,025
Suite
$6,150
From
US$5,025
Per Person
View Trip
8 Day A Journey Into Timeless Marvels & Historical Tales of the West Indies with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,485
From
US$3,915
Per Person
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
Visit: USA, Dominican Republic, Dominica, Barbados, Guadeloupe, Virgin Islands, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,715
Suite
$5,440
From
US$4,715
Per Person
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
Visit: USA, Dominican Republic, Dominica, Barbados (+7 more), Guadeloupe, Virgin Islands, Puerto Rico, Aruba, Curacao, Bonaire, Saint Martin
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$10,680
Suite
$11,680
From
US$10,680
Per Person
View Trip
17 Day An Extended Journey of Pearl-Blue Horizons & Maritime Grace with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$9,560
Suite
$11,585
From
US$9,560
Per Person
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
Visit: USA, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,737
Suite
$4,192
From
US$2,737
Save 2,861
Per Person
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
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+4 more), Guadeloupe, Martinique, Montserrat, Puerto Rico
All-Inclusive Fare
Inside
-
Oceanview
$5,400
Balcony
$6,400
Suite
$7,900
From
US$5,400
Per Person
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
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$3,825
Suite
$4,385
From
US$3,825
Per Person
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
Visit: USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,425
Suite
$5,360
From
US$4,425
Per Person
View Trip
8 Day A Journey of Thrilling Island Adventures & Historical Wonders with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$5,090
From
US$4,180
Per Person
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
Visit: USA, Virgin Islands, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$8,050
Suite
$9,700
From
US$8,050
Per Person
View Trip
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