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 - September 7, 2026 - there are 29 such cruise options. These cruise options are offered by just one cruise line - Princess (total of 29 sailings, 17 on Emerald Princess and 12 on Crown 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
$3,146
per person
$/Day:
$225
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
$1,876
per person
$/Day:
$134
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
$1,721
per person
$/Day:
$123
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
$1,312
per person
$/Day:
$94
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
$1,162
per person
$/Day:
$83
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
$1,431
per person
$/Day:
$103
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
$1,466
per person
$/Day:
$105
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
$1,322
per person
$/Day:
$95
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
$1,456
per person
$/Day:
$104
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
$1,506
per person
$/Day:
$108
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
$1,588
per person
$/Day:
$114
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
$1,663
per person
$/Day:
$119
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
$1,508
per person
$/Day:
$108
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
$1,673
per person
$/Day:
$120
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
$1,533
per person
$/Day:
$110
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
$1,533
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 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
$1,473
per person
$/Day:
$106
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
OnBoard Credit:
$150 - $300
Select
Emerald Princess January 23, 2028
Emerald Princess January 30, 2028
From
$1,533
per person
$/Day:
$110
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
$1,853
per person
$/Day:
$133
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
OnBoard Credit:
$150 - $300
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
$2,093
per person
$/Day:
$150
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
OnBoard Credit:
$150 - $300
Select
Emerald Princess March 5, 2028
Emerald Princess March 12, 2028
From
$2,133
per person
$/Day:
$153
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Emerald Princess
OnBoard Credit:
$150 - $300
Select
Emerald Princess March 12, 2028