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 11, 2025 - there are 26 such cruise options. These cruise options are offered by three cruise lines - Princess (total of 24 sailings, 12 on Grand Princess and 12 on Crown 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.

Dec. 28, 2025

From

$1,855

per person

$/Day:

$133

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Jan. 4, 2026

From

$1,498

per person

$/Day:

$107

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Jan. 11, 2026

From

$1,460

per person

$/Day:

$105

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Jan. 18, 2026

From

$1,291

per person

$/Day:

$93

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 1, 2026

From

$1,422

per person

$/Day:

$102

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 8, 2026

From

$1,416

per person

$/Day:

$102

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 15, 2026

From

$1,316

per person

$/Day:

$94

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 22, 2026

From

$1,152

per person

$/Day:

$83

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Mar. 1, 2026

From

$1,310

per person

$/Day:

$94

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. 15, 2026

From

$1,479

per person

$/Day:

$106

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

$1,279

per person

$/Day:

$92

Duration:

14 Nights

Region:

Transatlantic

Depart:

San Juan

Arrive:

Barcelona

Ship:

Norwegian Epic

Select

Dec. 5, 2026

From

$7,999

per person

$/Day:

$572

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

Barbados

Ship:

Seabourn Ovation

Select

Dec. 27, 2026

From

$2,922

per person

$/Day:

$209

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

$1,796

per person

$/Day:

$129

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 17, 2027

From

$2,380

per person

$/Day:

$170

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

$2,219

per person

$/Day:

$159

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 7, 2027

From

$1,846

per person

$/Day:

$132

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 14, 2027

From

$2,549

per person

$/Day:

$183

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 21, 2027

From

$1,721

per person

$/Day:

$123

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

$1,741

per person

$/Day:

$125

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Mar. 14, 2027

From

$2,486

per person

$/Day:

$178

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select