14 Day/14 Night Cruises out of San Juan, Puerto Rico

Are you looking for 14 day cruises that leave from San Juan, PR? As of today - November 5, 2026 - there are 35 such cruise options. These cruise options are offered by just one cruise line - Princess (total of 35 sailings, 17 on Emerald Princess, 12 on Crown Princess and 6 on Caribbean Princess).

In the following table you can see all 14 day cruises that depart from San Juan sorted by departure date.
Crown Princess December 27, 2026
From
$1,938
per person
$/Day:
$139
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess December 27, 2026
Crown Princess January 3, 2027
From
$1,606
per person
$/Day:
$115
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess January 3, 2027
Crown Princess January 10, 2027
From
$1,716
per person
$/Day:
$123
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess January 10, 2027
Crown Princess January 17, 2027
From
$1,636
per person
$/Day:
$117
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess January 17, 2027
Crown Princess January 24, 2027
From
$1,522
per person
$/Day:
$109
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess January 24, 2027
Crown Princess January 31, 2027
From
$1,302
per person
$/Day:
$93
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess January 31, 2027
Crown Princess February 7, 2027
From
$1,428
per person
$/Day:
$102
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess February 7, 2027
Crown Princess February 14, 2027
From
$1,586
per person
$/Day:
$114
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess February 14, 2027
Crown Princess February 21, 2027
From
$1,352
per person
$/Day:
$97
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess February 21, 2027
Crown Princess February 28, 2027
From
$1,296
per person
$/Day:
$93
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess February 28, 2027
Crown Princess March 7, 2027
From
$2,668
per person
$/Day:
$191
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess March 7, 2027
Crown Princess March 14, 2027
From
$1,806
per person
$/Day:
$129
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Select
Crown Princess March 14, 2027
Emerald Princess November 21, 2027
From
$1,588
per person
$/Day:
$114
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess November 21, 2027
Emerald Princess November 28, 2027
From
$2,558
per person
$/Day:
$183
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess November 28, 2027
Emerald Princess December 5, 2027
From
$2,463
per person
$/Day:
$176
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess December 5, 2027
Emerald Princess December 12, 2027
From
$1,433
per person
$/Day:
$103
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess December 12, 2027
Emerald Princess December 19, 2027
From
$1,673
per person
$/Day:
$120
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess December 19, 2027
Emerald Princess December 26, 2027
From
$1,588
per person
$/Day:
$114
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess December 26, 2027
Emerald Princess January 2, 2028
From
$1,378
per person
$/Day:
$99
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess January 2, 2028
Emerald Princess January 9, 2028
From
$1,318
per person
$/Day:
$95
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess January 9, 2028
Emerald Princess January 16, 2028
From
$1,473
per person
$/Day:
$106
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess January 16, 2028
Emerald Princess January 23, 2028
From
$1,238
per person
$/Day:
$89
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess January 23, 2028
Emerald Princess January 30, 2028
From
$1,323
per person
$/Day:
$95
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess January 30, 2028
Emerald Princess February 6, 2028
From
$1,533
per person
$/Day:
$110
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
OnBoard Credit:
$150 - $300
Select
Emerald Princess February 6, 2028
Emerald Princess February 13, 2028
From
$1,703
per person
$/Day:
$122
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess February 13, 2028
Emerald Princess February 20, 2028
From
$1,558
per person
$/Day:
$112
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess February 20, 2028
Emerald Princess February 27, 2028
From
$1,993
per person
$/Day:
$143
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
OnBoard Credit:
$150 - $300
Select
Emerald Princess February 27, 2028
Emerald Princess March 5, 2028
From
$1,908
per person
$/Day:
$137
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess March 5, 2028
Emerald Princess March 12, 2028
From
$1,908
per person
$/Day:
$137
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
Select
Emerald Princess March 12, 2028
Caribbean Princess November 26, 2028
From
$1,604
per person
$/Day:
$115
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Caribbean Princess
OnBoard Credit:
$150 - $300
Select
Caribbean Princess November 26, 2028
Caribbean Princess December 3, 2028
From
$1,504
per person
$/Day:
$108
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Caribbean Princess
OnBoard Credit:
$150 - $300
Select
Caribbean Princess December 3, 2028
Caribbean Princess January 7, 2029
From
$1,704
per person
$/Day:
$122
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Caribbean Princess
OnBoard Credit:
$150 - $300
Select
Caribbean Princess January 7, 2029
Caribbean Princess January 14, 2029
From
$1,714
per person
$/Day:
$123
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Caribbean Princess
OnBoard Credit:
$150 - $300
Select
Caribbean Princess January 14, 2029
Caribbean Princess January 21, 2029
From
$1,754
per person
$/Day:
$126
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Caribbean Princess
OnBoard Credit:
$150 - $300
Select
Caribbean Princess January 21, 2029
Caribbean Princess January 28, 2029
From
$1,804
per person
$/Day:
$129
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Caribbean Princess
OnBoard Credit:
$150 - $300
Select
Caribbean Princess January 28, 2029