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Round-trip Cruises from San Juan

Are you looking for a cruise starting and ending in San Juan? December is the most popular month to join a roundtrip cruise from San Juan and we have 317 departures available from ten of the world's leading cruise lines.
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168 Cruises (317 Departures)
168 Cruises (317 Departures)
Departures
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Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
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Price
$800pp
$28,080pp
Countries
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Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departure: 18 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,198
Oceanview
$1,287
Balcony
$2,022
Suite
$2,499
From (Per Person)
A$1,198
Save 713
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visits: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Drinks On Us
Inside
$1,287
Oceanview
$1,387
Balcony
$1,487
Suite
$4,977
From (Per Person)
A$1,287
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departure: 30 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$962
Oceanview
$956
Balcony
$2,260
Suite
$2,919
From (Per Person)
A$956
Save 587
Per Person
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica +4 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda
Exclusive Savings
Inside
$1,975
Oceanview
$2,182
Balcony
$4,012
Suite
-
From (Per Person)
A$1,975
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 28 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
Drinks On Us
Inside
$1,186
Oceanview
$1,286
Balcony
$1,386
Suite
$3,780
From (Per Person)
A$1,186
Per Person
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,181
Oceanview
$2,645
Balcony
$3,270
Suite
$4,190
From (Per Person)
A$2,181
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 22 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,449
Balcony
$2,777
Suite
$4,042
From (Per Person)
A$2,121
Per Person
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Operator: Azamara
Departure: 21 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +9 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,632
Suite
$8,504
From (Per Person)
A$6,632
Save 107
Per Person
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Dominica, Saint Martin
Drinks On Us
Inside
$1,585
Oceanview
$2,041
Balcony
$2,383
Suite
$6,149
From (Per Person)
A$1,585
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departures: Dec 2027 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,135
Oceanview
$1,263
Balcony
$1,994
Suite
$2,483
From (Per Person)
A$1,135
Save 726
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departures: Feb 2028 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,214
Oceanview
$1,327
Balcony
$2,171
Suite
$2,719
From (Per Person)
A$1,214
Save 755
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 06 March 2027
Visits: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Drinks On Us
Inside
$1,585
Oceanview
$1,686
Balcony
$1,786
Suite
$5,276
From (Per Person)
A$1,585
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departure: 26 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,713
Oceanview
$1,905
Balcony
$3,065
Suite
$3,083
From (Per Person)
A$1,713
Save 951
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,517
Oceanview
$3,091
Balcony
$3,398
Suite
$4,438
From (Per Person)
A$2,517
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 25 December 2027
Visits: Puerto Rico, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$3,223
Oceanview
$3,416
Balcony
$3,923
Suite
$5,367
From (Per Person)
A$3,223
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 13 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,301
Oceanview
$2,479
Balcony
$2,970
Suite
$3,938
From (Per Person)
A$2,301
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Saint Kitts and Nevis
Just Cruise Fare
Exclusive Savings
Inside
$1,973
Oceanview
$2,018
Balcony
$2,390
Suite
$3,060
From (Per Person)
A$1,973
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Exclusive Savings
Inside
$1,407
Oceanview
$1,539
Balcony
$1,803
Suite
$2,615
From (Per Person)
A$1,407
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 14 February 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,032
Oceanview
$2,107
Balcony
$2,628
Suite
$3,357
From (Per Person)
A$2,032
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 19 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,211
Oceanview
$2,405
Balcony
$2,777
Suite
$4,087
From (Per Person)
A$2,211
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 17 January 2027
Visits: Puerto Rico, Bonaire, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,839
Oceanview
$1,884
Balcony
$2,182
Suite
$2,553
From (Per Person)
A$1,839
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,239
Oceanview
$1,498
Balcony
$1,783
Suite
$2,803
From (Per Person)
A$1,239
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Dominica, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,213
Oceanview
$1,308
Balcony
$2,356
Suite
$2,687
From (Per Person)
A$1,213
Save 708
Per Person
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Saint Lucia, Barbados, Martinique, Grenada
Exclusive Savings
Inside
$2,527
Oceanview
$2,797
Balcony
$5,477
Suite
$7,586
From (Per Person)
A$2,527
Per Person
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departure: 31 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Vincent
Exclusive Savings
Inside
$2,001
Oceanview
$2,378
Balcony
$3,878
Suite
$4,655
From (Per Person)
A$2,001
Save 1,068
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Departure: 17 October 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$1,095
Oceanview
$1,207
Balcony
$2,309
Suite
-
From (Per Person)
A$1,095
Save 655
Per Person
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departure: 21 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Martinique, Dominica, Grenada
Exclusive Savings
Inside
$2,022
Oceanview
$2,183
Balcony
$4,181
Suite
$6,081
From (Per Person)
A$2,022
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Saint Martin, Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands
Drinks On Us
Inside
$1,087
Oceanview
$1,685
Balcony
$1,885
Suite
$5,279
From (Per Person)
A$1,087
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Drinks On Us
Inside
$1,088
Oceanview
$1,686
Balcony
$1,886
Suite
$5,280
From (Per Person)
A$1,088
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 26 December 2027
Visits: Puerto Rico, Saint Martin, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Drinks On Us
Inside
$2,384
Oceanview
$2,784
Balcony
$2,984
Suite
$6,377
From (Per Person)
A$2,384
Per Person
Results: 61-90 of 168

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