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 - December 11, 2025 - there are 22 such cruise options. These cruise options are offered by three cruise lines - Princess (total of 20 sailings, 12 on Crown Princess and 8 on Grand Princess), Norwegian (NCL) (just 1 sailing on Norwegian Epic) and Seabourn (just 1 sailing on Seabourn Ovation).

In the following table you can see all 14 day cruises that depart from San Juan sorted by departure date.

Jan. 11, 2026

From

$1,168

per person

$/Day:

$84

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Jan. 18, 2026

From

$1,364

per person

$/Day:

$98

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 1, 2026

From

$1,462

per person

$/Day:

$105

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 8, 2026

From

$1,466

per person

$/Day:

$105

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 15, 2026

From

$1,576

per person

$/Day:

$113

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 22, 2026

From

$1,202

per person

$/Day:

$86

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Mar. 8, 2026

From

$1,269

per person

$/Day:

$91

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Mar. 22, 2026

From

$1,382

per person

$/Day:

$99

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Apr. 19, 2026

From

$1,489

per person

$/Day:

$107

Duration:

14 Nights

Region:

Transatlantic

Depart:

San Juan

Arrive:

Barcelona

Ship:

Norwegian Epic

Select

Dec. 5, 2026

From

$7,998

per person

$/Day:

$572

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

Barbados

Ship:

Seabourn Ovation

Select

Dec. 27, 2026

From

$2,476

per person

$/Day:

$177

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 3, 2027

From

$2,486

per person

$/Day:

$178

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 10, 2027

From

$1,996

per person

$/Day:

$143

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 17, 2027

From

$1,996

per person

$/Day:

$143

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 24, 2027

From

$2,446

per person

$/Day:

$175

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 31, 2027

From

$2,046

per person

$/Day:

$147

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 7, 2027

From

$2,046

per person

$/Day:

$147

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 14, 2027

From

$2,146

per person

$/Day:

$154

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 21, 2027

From

$2,206

per person

$/Day:

$158

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 28, 2027

From

$2,588

per person

$/Day:

$185

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Mar. 7, 2027

From

$2,196

per person

$/Day:

$157

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Mar. 14, 2027

From

$2,146

per person

$/Day:

$154

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select