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 - April 1, 2025 - there are 37 such cruise options. These cruise options are offered by two cruise lines - Princess (total of 36 sailings, 24 on Grand Princess and 12 on Crown Princess) and Norwegian (NCL) (just 1 sailing on Norwegian Epic).

In the following table you can see all 14 day cruises that depart from San Juan sorted by departure date.
Grand Princess October 12, 2025
Oct. 12, 2025
From
$1,385
$/Day:
$99
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess October 12, 2025
Grand Princess October 19, 2025
Oct. 19, 2025
From
$1,484
$/Day:
$106
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess October 19, 2025
Grand Princess October 26, 2025
Oct. 26, 2025
From
$1,440
$/Day:
$103
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess October 26, 2025
Grand Princess November 2, 2025
Nov. 2, 2025
From
$1,447
$/Day:
$103
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess November 2, 2025
Grand Princess November 9, 2025
Nov. 9, 2025
From
$1,451
$/Day:
$104
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess November 9, 2025
Grand Princess November 16, 2025
Nov. 16, 2025
From
$1,627
$/Day:
$116
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess November 16, 2025
Grand Princess November 23, 2025
Nov. 23, 2025
From
$1,617
$/Day:
$116
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess November 23, 2025
Grand Princess November 30, 2025
Nov. 30, 2025
From
$1,567
$/Day:
$112
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess November 30, 2025
Grand Princess December 7, 2025
Dec. 7, 2025
From
$1,607
$/Day:
$115
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess December 7, 2025
Grand Princess December 14, 2025
Dec. 14, 2025
From
$1,730
$/Day:
$124
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess December 14, 2025
Grand Princess December 21, 2025
Dec. 21, 2025
From
$2,327
$/Day:
$166
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess December 21, 2025
Grand Princess December 28, 2025
Dec. 28, 2025
From
$1,855
$/Day:
$133
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess December 28, 2025
Grand Princess January 4, 2026
Jan. 4, 2026
From
$1,377
$/Day:
$98
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess January 4, 2026
Grand Princess January 11, 2026
Jan. 11, 2026
From
$1,440
$/Day:
$103
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess January 11, 2026
Grand Princess January 18, 2026
Jan. 18, 2026
From
$1,360
$/Day:
$97
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess January 18, 2026
Grand Princess January 25, 2026
Jan. 25, 2026
From
$1,470
$/Day:
$105
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess January 25, 2026
Grand Princess February 1, 2026
Feb. 1, 2026
From
$1,440
$/Day:
$103
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess February 1, 2026
Grand Princess February 8, 2026
Feb. 8, 2026
From
$1,484
$/Day:
$106
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess February 8, 2026
Grand Princess February 15, 2026
Feb. 15, 2026
From
$1,474
$/Day:
$105
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess February 15, 2026
Grand Princess February 22, 2026
Feb. 22, 2026
From
$1,310
$/Day:
$94
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess February 22, 2026
Grand Princess March 1, 2026
Mar. 1, 2026
From
$1,310
$/Day:
$94
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess March 1, 2026
Grand Princess March 8, 2026
Mar. 8, 2026
From
$1,430
$/Day:
$102
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess March 8, 2026
Grand Princess March 15, 2026
Mar. 15, 2026
From
$1,390
$/Day:
$99
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess March 15, 2026
Grand Princess March 22, 2026
Mar. 22, 2026
From
$1,410
$/Day:
$101
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Grand Princess
Itinerary:
San Juan Round Trip
Select
Grand Princess March 22, 2026
Norwegian Epic April 19, 2026
Apr. 19, 2026
From
$1,789
$/Day:
$128
Duration:
14 Nights
Region:
Transatlantic
Depart:
San Juan
Arrive:
Barcelona
Ship:
Norwegian Epic
Itinerary:
San Juan to Barcelona
Select
Norwegian Epic April 19, 2026
Crown Princess December 27, 2026
Dec. 27, 2026
From
$1,740
$/Day:
$124
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess December 27, 2026
Crown Princess January 3, 2027
Jan. 3, 2027
From
$1,480
$/Day:
$106
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess January 3, 2027
Crown Princess January 10, 2027
Jan. 10, 2027
From
$1,500
$/Day:
$107
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess January 10, 2027
Crown Princess January 17, 2027
Jan. 17, 2027
From
$1,540
$/Day:
$110
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess January 17, 2027
Crown Princess January 24, 2027
Jan. 24, 2027
From
$1,520
$/Day:
$109
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess January 24, 2027
Crown Princess January 31, 2027
Jan. 31, 2027
From
$1,470
$/Day:
$105
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess January 31, 2027
Crown Princess February 7, 2027
Feb. 7, 2027
From
$1,480
$/Day:
$106
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess February 7, 2027
Crown Princess February 14, 2027
Feb. 14, 2027
From
$1,500
$/Day:
$107
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess February 14, 2027
Crown Princess February 21, 2027
Feb. 21, 2027
From
$1,460
$/Day:
$104
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess February 21, 2027
Crown Princess February 28, 2027
Feb. 28, 2027
From
$1,460
$/Day:
$104
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess February 28, 2027
Crown Princess March 7, 2027
Mar. 7, 2027
From
$1,480
$/Day:
$106
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess March 7, 2027
Crown Princess March 14, 2027
Mar. 14, 2027
From
$1,540
$/Day:
$110
Duration:
14 Nights
Region:
Caribbean
Depart:
San Juan
Arrive:
San Juan
Ship:
Crown Princess
Itinerary:
San Juan Round Trip
Select
Crown Princess March 14, 2027