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Cruises from USA to Puerto Rico

Are you looking for a cruise from USA to Puerto Rico? December is the most popular month to cruise between USA and Puerto Rico and there are 65 departures available from thirteen of the world's leading cruise lines.
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57 Cruises (65 Departures)
57 Cruises (65 Departures)
Departures
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Duration
4 Days
25 Days
Start City
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Price
$700pp
$22,085pp
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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
$10,310
From (Per Person)
A$10,310
Save 210
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
$17,013
From (Per Person)
A$17,013
Save 347
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
$10,192
From (Per Person)
A$10,192
Save 208
Per Person
View Trip
15 Day An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy +4 more, Anguilla, USA, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Suite
$21,011
From (Per Person)
A$21,011
Save 429
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 115
Per Person
View Trip
8 Day Fort Lauderdale to San Juan with Crystal Cruises
New ReleaseCruise

8 Days (7 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 22 December 2027
Visits: USA, Dominican Republic, Guadeloupe, Martinique, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$5,526
Balcony
$6,755
Suite
$7,018
From (Per Person)
A$5,526
Save 674
Per Person
View Trip
9 Day Fort Lauderdale to San Juan with Crystal Cruises
New ReleaseCruise

9 Days (8 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Symphony
Departure: 09 February 2027
Visits: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$7,235
Balcony
$9,477
Suite
$9,185
From (Per Person)
A$7,235
Save 165
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
$6,370
Suite
$11,368
From (Per Person)
A$6,370
Save 130
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
Balcony
$12,182
Suite
$20,517
From (Per Person)
A$9,884
Save 4,161
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
$9,459
Suite
$9,596
From (Per Person)
A$9,459
Save 6,861
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
$3,384
Suite
$4,519
From (Per Person)
A$3,384
Save 4,376
Per Person
View Trip
10 Day Boston To San Juan Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) Boston to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 20 October 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
$1,506
Oceanview
$1,578
Balcony
$1,825
Suite
$5,682
From (Per Person)
A$1,506
Save 977
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
$9,334
From (Per Person)
A$9,334
Save 191
Per Person
View Trip
10 Day New York to San Juan with Crystal Cruises
New ReleaseCruise

10 Days (9 Nights) New York to San Juan
Operator: Crystal
Ship: Crystal Symphony
Departure: 26 October 2026
Visits: USA, Bermuda, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$4,995
Balcony
$5,872
Suite
$6,262
From (Per Person)
A$4,995
Save 1,605
Per Person
View Trip
5 Day Fort Lauderdale to San Juan with Crystal Cruises
New ReleaseCruise

5 Days (4 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 23 November 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$3,617
Balcony
$4,105
Suite
$4,105
From (Per Person)
A$3,617
Save 83
Per Person
View Trip
8 Day Fort Lauderdale to San Juan with Crystal Cruises
New ReleaseCruise

8 Days (7 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 12 February 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Dominica, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Oceanview
$5,087
Balcony
$5,965
Suite
$6,140
From (Per Person)
A$5,087
Save 613
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 128
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
16 Day An Extended Journey Through Wild Beauty and Tropical Festivities with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis +6 more, Turks and Caicos Islands, USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Suite
$16,351
From (Per Person)
A$16,351
Save 334
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
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
$7,855
From (Per Person)
A$7,855
Save 160
Per Person
View Trip
10 Day New York City to San Juan with Crystal Cruises
New ReleaseCruise

10 Days (9 Nights) New York to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 12 October 2027
Visits: USA, Bermuda, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Exclusive Savings
Oceanview
$5,551
Balcony
$6,428
Suite
$6,779
From (Per Person)
A$5,551
Save 1,649
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
16 Day An Extended Journey into Island Bliss & Lively Celebrations with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA, Dominican Republic
Exclusive Savings
Suite
$18,409
From (Per Person)
A$18,409
Save 376
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 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
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
$11,079
From (Per Person)
A$11,079
Save 226
Per Person
View Trip
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