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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 38 departures available from five of the world's leading cruise lines.
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30 Cruises (38 Departures)
30 Cruises (38 Departures)
Departures
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Duration
8 Days
17 Days
Ship Size
Ship Features
Operators
Price
$4,000pp
$16,240pp
Countries
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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
Operator: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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
Operator: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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
Operator: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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
Operator: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visits: USA, Anguilla, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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
Operator: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$7,521
From (Per Person)
A$7,521
Save 154
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
Operator: Explora Journeys
Ship: Explora III
Departure: 05 February 2027
Visits: USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$7,370
From (Per Person)
A$7,370
Save 150
Per Person
View Trip
10 Day Paradise Beaches from the Bahamas to the U.S. Virgin Islands with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Miami to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Feb 2029 to Mar 2029
Visits: USA, Bahamas, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$9,884
Suite
$12,182
From (Per Person)
A$9,884
Save 4,161
Per Person
View Trip
8 Day A Journey Through Iconic Caribbean Islands & Underwater Wonders with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departures: Feb 2028 to Mar 2028
Visits: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
View Trip
11 Day Tropical Passage with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to San Juan
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 20 March 2027
Visits: USA, Virgin Islands, Dominica, Barbados +4 more, Saint Lucia, Martinique, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,987
Suite
$14,124
From (Per Person)
A$13,987
Save 2,253
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
Operator: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visits: USA, Mexico, Guatemala, Belize +6 more, Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$11,613
From (Per Person)
A$11,613
Save 237
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
Operator: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$6,453
From (Per Person)
A$6,453
Save 132
Per Person
View Trip
8 Day A Journey Through Island Charm & Cultural Treasures with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visits: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Anguilla, Puerto Rico
Exclusive Savings
Suite
$5,277
From (Per Person)
A$5,277
Save 115
Per Person
View Trip
8 Day A Journey Through Beguiling Caribbean Coastlines & Lush Landscapes with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 08 November 2026
Visits: USA, Turks and Caicos Islands, Dominican Republic, Virgin Islands, Saint Barthelemy, Puerto Rico
Exclusive Savings
Suite
$6,703
From (Per Person)
A$6,703
Save 137
Per Person
View Trip
8 Day A Journey Through the Vibrant Pulse of the Antilles with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departure: 29 January 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
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
Operator: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 121
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
Operator: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visits: USA, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$6,429
From (Per Person)
A$6,429
Save 131
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
Operator: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visits: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$8,820
From (Per Person)
A$8,820
Save 180
Per Person
View Trip
9 Day A Journey Of Tropical Festivities & Dazzling Island Beauty with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 20 December 2026
Visits: USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$7,825
From (Per Person)
A$7,825
Save 160
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
Operator: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Suite
$15,469
From (Per Person)
A$15,469
Save 316
Per Person
View Trip
8 Day Yachtsman's Harbors with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to San Juan
Operator: Oceania
Ship: Oceania Allura
Departure: 05 February 2027
Visits: USA, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Your World Inclusions
Exclusive Savings
Balcony
$4,017
Suite
$5,362
From (Per Person)
A$4,017
Save 3,853
Per Person
View Trip
9 Day A Journey Through Majestic Island Paradises & Radiant Cultures with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora IV
Departure: 05 November 2027
Visits: USA, Turks and Caicos Islands, Saint Barthelemy, Guadeloupe, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$6,654
From (Per Person)
A$6,654
Save 136
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
Operator: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$10,579
From (Per Person)
A$10,579
Save 216
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
Operator: Explora Journeys
Ships: Explora III, Explora I
Departures: Oct 2026 to Dec 2026
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,439
From (Per Person)
A$5,439
Save 170
Per Person
View Trip
9 Day A Journey Of Sunny Shores & Caribbean Island Bliss with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 21 January 2027
Visits: USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$8,859
From (Per Person)
A$8,859
Save 181
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
Operator: Explora Journeys
Ship: Explora III
Departure: 29 March 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Exclusive Savings
Suite
$7,066
From (Per Person)
A$7,066
Save 144
Per Person
View Trip
17 Day An Extended Journey Through Ancient Marvels & Glittering Shores with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visits: USA, Jamaica, Guatemala, Honduras +6 more, Belize, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$13,485
From (Per Person)
A$13,485
Save 275
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
Operator: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Exclusive Savings
Suite
$6,909
From (Per Person)
A$6,909
Save 141
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
Operator: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visits: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Exclusive Savings
Suite
$6,282
From (Per Person)
A$6,282
Save 128
Per Person
View Trip
8 Day Caribbean escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Miami to San Juan
Operator: Emerald Cruises
Ship: Emerald Sakara
Departure: 30 November 2026
Visits: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Exclusive Savings
Oceanview
$5,398
Suite
$6,922
From (Per Person)
A$5,398
Save 3,597
Per Person
View Trip
11 Day Miami to San Juan with Silversea
Cruise

11 Days (10 Nights) Miami to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 10 December 2026
Visits: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis +4 more, Guadeloupe, Martinique, Montserrat, Puerto Rico
Exclusive Savings
Oceanview
-
Balcony
$5,831
Suite
$13,720
From (Per Person)
A$5,831
Save 119
Per Person
View Trip
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