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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 318 departures available from ten of the world's leading cruise lines.
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165 Cruises (318 Departures)
165 Cruises (318 Departures)
Departures
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Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
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Price
$900pp
$28,880pp
Countries
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Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking
Departures: Nov 2026 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Balcony
$5,434
Suite
$8,815
From (Per Person)
A$5,434
Save 1,397
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 27 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,151
Oceanview
$1,233
Balcony
$1,979
Suite
$2,441
From (Per Person)
A$1,151
Save 675
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,688
Oceanview
$2,911
Balcony
$3,805
Suite
$4,177
From (Per Person)
A$2,688
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 30 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$962
Oceanview
$977
Balcony
$1,959
Suite
$2,406
From (Per Person)
A$962
Save 539
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 26 December 2026
Visits: Puerto Rico, Saint Martin, Martinique, Barbados, Saint Lucia, Antigua and Barbuda
Inside
$2,992
Oceanview
$3,199
Balcony
$3,407
Suite
$7,134
From (Per Person)
A$2,992
Per Person
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Dominica, Saint Martin
Inside
$1,408
Oceanview
$1,645
Balcony
$2,237
Suite
$6,391
From (Per Person)
A$1,408
Per Person
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: 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
$2,561
Oceanview
$2,857
Balcony
$5,155
Suite
$6,838
From (Per Person)
A$2,561
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Sep 2026 to Oct 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$1,037
Oceanview
$1,094
Balcony
$1,598
Suite
$2,629
From (Per Person)
A$1,037
Save 704
Per Person
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica +4 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda
Exclusive Savings
Inside
$1,868
Oceanview
$2,464
Balcony
$3,591
Suite
$5,083
From (Per Person)
A$1,868
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 31 January 2027
Visits: Puerto Rico, Curacao, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,464
Oceanview
$2,449
Balcony
$2,747
Suite
$2,821
From (Per Person)
A$2,449
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 11 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Just Cruise Fare
Exclusive Savings
Inside
$2,077
Oceanview
$2,345
Balcony
$2,687
Suite
$3,894
From (Per Person)
A$2,077
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 16 January 2028
Visits: Puerto Rico, Saint Vincent, Saint Lucia, Barbados, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 14 March 2027
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,375
Oceanview
$2,375
Balcony
$2,777
Suite
$3,342
From (Per Person)
A$2,375
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Dominica, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,212
Oceanview
$1,307
Balcony
$2,356
Suite
$2,685
From (Per Person)
A$1,212
Save 707
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,101
Oceanview
$1,144
Balcony
$1,834
Suite
$2,319
From (Per Person)
A$1,101
Save 903
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 07 March 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$2,568
Oceanview
$2,628
Balcony
$2,970
Suite
$3,417
From (Per Person)
A$2,568
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 19 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,255
Oceanview
$2,553
Balcony
$2,925
Suite
$4,265
From (Per Person)
A$2,255
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,132
Oceanview
$1,694
Balcony
$1,964
Suite
$3,003
From (Per Person)
A$1,132
Per Person
Cruise
 (5)

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Azamara
Departure: 06 November 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique +8 more, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Exclusive Savings
Inside
$5,393
Oceanview
$6,706
Balcony
$8,251
Suite
$12,450
From (Per Person)
A$5,393
Save 366
Per Person
Cruise
 (2)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Jan 2027 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
Inside
$1,234
Oceanview
$1,500
Balcony
$1,767
Suite
$5,050
From (Per Person)
A$1,234
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 09 January 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
$2,215
Oceanview
$2,763
Balcony
$3,155
Suite
$4,610
From (Per Person)
A$2,215
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Antigua and Barbuda, Saint Martin
Inside
$1,130
Oceanview
$1,336
Balcony
$1,854
Suite
$5,696
From (Per Person)
A$1,130
Per Person
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,062
Oceanview
$1,264
Balcony
$1,686
Suite
$2,241
From (Per Person)
A$1,062
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 15 November 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,703
Oceanview
$2,747
Balcony
$2,703
Suite
$3,149
From (Per Person)
A$2,703
Per Person
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 07 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Dominica, Barbados, Saint Kitts and Nevis, Grenada
Exclusive Savings
Inside
$2,185
Oceanview
$2,677
Balcony
$3,868
Suite
$5,679
From (Per Person)
A$2,185
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 04 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,077
Oceanview
$2,301
Balcony
$2,627
Suite
$3,803
From (Per Person)
A$2,077
Per Person
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 29 January 2027
Visits: Puerto Rico, Aruba, Curacao, Bonaire, Martinique, Saint Martin
Inside
$1,882
Oceanview
$2,474
Balcony
$2,710
Suite
$6,734
From (Per Person)
A$1,882
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: 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
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 February 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,232
Oceanview
$1,440
Balcony
$1,957
Suite
$5,695
From (Per Person)
A$1,232
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 21 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,211
Oceanview
$1,473
Balcony
$1,766
Suite
$2,775
From (Per Person)
A$1,211
Per Person
Results: 1-30 of 165

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