Home > Cruises > Caribbean Cruises > Round-trip Cruises from San Juan

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 324 departures available from ten of the world's leading cruise lines.
Filter Results
169 Cruises (324 Departures)
169 Cruises (324 Departures)
Departures
Show More...
Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
Show More...
Price
$800pp
$27,360pp
Countries
Show More...
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Operator: 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
$6,316
Suite
$11,461
From (Per Person)
A$6,316
Save 1,385
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, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,088
Oceanview
$1,685
Balcony
$1,886
Suite
$5,280
From (Per Person)
A$1,088
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 14 March 2027
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,405
Oceanview
$2,479
Balcony
$2,703
Suite
$3,373
From (Per Person)
A$2,405
Per Person
Cruise
 (6)

19 Days (18 Nights) San Juan to San Juan
Operator: Azamara
Departure: 18 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy +8 more, Martinique, Saint Vincent, Trinidad and Tobago, Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$8,144
Balcony
$10,016
Suite
-
From (Per Person)
A$8,144
Save 135
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 21 March 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,643
Oceanview
$2,718
Balcony
$2,940
Suite
$3,462
From (Per Person)
A$2,643
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
$2,449
Balcony
$2,896
Suite
$3,938
From (Per Person)
A$2,301
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Antigua and Barbuda, Saint Martin
Inside
$1,088
Oceanview
$1,686
Balcony
$1,885
Suite
$5,280
From (Per Person)
A$1,088
Per Person
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 19 March 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Vincent, Dominica, Saint Martin
Inside
$1,357
Oceanview
$1,471
Balcony
$1,813
Suite
$6,144
From (Per Person)
A$1,357
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departures: Jan 2028
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,434
Balcony
$2,777
Suite
$4,087
From (Per Person)
A$2,121
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 06 February 2027
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,485
Oceanview
$1,585
Balcony
$1,686
Suite
$4,578
From (Per Person)
A$1,485
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departure: 12 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,398
Oceanview
$2,856
Balcony
$3,388
Suite
$4,893
From (Per Person)
A$2,398
Per Person
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Operator: Azamara
Departure: 05 December 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
Exclusive Savings
Inside
$5,382
Oceanview
$6,583
Balcony
$8,361
Suite
$12,932
From (Per Person)
A$5,382
Save 367
Per Person
Cruise
 (6)

16 Days (15 Nights) San Juan to San Juan
Operator: 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
Exclusive Savings
Inside
$5,673
Oceanview
$6,771
Balcony
$8,326
Suite
$12,571
From (Per Person)
A$5,673
Save 386
Per Person
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 29 January 2027
Visits: Puerto Rico, Aruba, Curacao, Bonaire, Martinique, Saint Martin
Inside
$2,269
Oceanview
$2,382
Balcony
$2,611
Suite
$6,486
From (Per Person)
A$2,269
Per Person
Cruise
 (6)

14 Days (13 Nights) San Juan to San Juan
Operator: Azamara
Departure: 05 December 2026
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
-
Oceanview
-
Balcony
-
Suite
$10,825
From (Per Person)
A$10,825
Save 194
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 31 October 2026
Visits: Puerto Rico, Curacao, Aruba, Martinique, Saint Kitts and Nevis
Inside
$1,002
Oceanview
$1,104
Balcony
$1,205
Suite
$4,678
From (Per Person)
A$1,002
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,705
Oceanview
$3,036
Balcony
$3,567
Suite
$4,755
From (Per Person)
A$2,705
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: 17 January 2027
Visits: Puerto Rico, Bonaire, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,077
Oceanview
$2,182
Balcony
$2,405
Suite
$2,747
From (Per Person)
A$2,077
Per Person
Cruise
 (2)

9 Days (8 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Scarlet Lady
Departure: 18 December 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Aruba, Curacao
Inside
$1,584
Oceanview
$2,154
Balcony
$2,496
Suite
$6,889
From (Per Person)
A$1,584
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,159
Oceanview
$1,318
Balcony
$1,506
Suite
$2,179
From (Per Person)
A$1,159
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 12 February 2028
Visits: Puerto Rico, Virgin Islands, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,434
Balcony
$2,777
Suite
$4,101
From (Per Person)
A$2,121
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Departure: 06 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +4 more, Grenada, Barbados, Saint Martin, Saint Lucia
Exclusive Savings
Inside
$2,260
Oceanview
$3,299
Balcony
$3,666
Suite
$5,517
From (Per Person)
A$2,260
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 18 March 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados, Saint Lucia
Just Cruise Fare
Exclusive Savings
Inside
$2,270
Oceanview
$2,642
Balcony
$2,896
Suite
$4,250
From (Per Person)
A$2,270
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
$4,101
From (Per Person)
A$2,121
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,197
Oceanview
$2,271
Balcony
$2,568
Suite
$2,986
From (Per Person)
A$2,197
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Departure: 16 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Exclusive Savings
Inside
$1,160
Oceanview
$1,290
Balcony
$1,526
Suite
$2,546
From (Per Person)
A$1,160
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: 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
$2,260
Oceanview
$2,717
Balcony
$2,973
Suite
$4,656
From (Per Person)
A$2,260
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Departure: 04 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,375
Balcony
$2,703
Suite
$3,803
From (Per Person)
A$2,121
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
$1,854
Oceanview
$2,238
Balcony
$3,824
Suite
-
From (Per Person)
A$1,854
Per Person
Results: 1-30 of 169

No trips found. Try adjusting the search filters.