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 17, 2025 - there are 38 such cruise options. These cruise options are offered by three cruise lines - Princess (total of 36 sailings, 24 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.

Oct. 12, 2025

From

$1,493

per person

$/Day:

$107

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Oct. 19, 2025

From

$1,454

per person

$/Day:

$104

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Oct. 26, 2025

From

$1,440

per person

$/Day:

$103

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Nov. 2, 2025

From

$1,460

per person

$/Day:

$104

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Nov. 9, 2025

From

$1,663

per person

$/Day:

$119

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Nov. 16, 2025

From

$1,593

per person

$/Day:

$114

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Nov. 23, 2025

From

$1,483

per person

$/Day:

$106

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Nov. 30, 2025

From

$1,333

per person

$/Day:

$95

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Dec. 7, 2025

From

$904

per person

$/Day:

$65

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Dec. 14, 2025

From

$1,730

per person

$/Day:

$124

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Dec. 21, 2025

From

$3,030

per person

$/Day:

$216

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

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

$1,393

per person

$/Day:

$100

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Jan. 11, 2026

From

$1,299

per person

$/Day:

$93

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Jan. 18, 2026

From

$1,310

per person

$/Day:

$94

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Jan. 25, 2026

From

$1,470

per person

$/Day:

$105

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 1, 2026

From

$1,339

per person

$/Day:

$96

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 8, 2026

From

$1,304

per person

$/Day:

$93

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 15, 2026

From

$1,284

per person

$/Day:

$92

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Feb. 22, 2026

From

$1,280

per person

$/Day:

$91

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Mar. 1, 2026

From

$1,439

per person

$/Day:

$103

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Mar. 8, 2026

From

$1,480

per person

$/Day:

$106

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

$1,339

per person

$/Day:

$96

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Grand Princess

Select

Apr. 19, 2026

From

$1,279

per person

$/Day:

$91

Duration:

14 Nights

Region:

Transatlantic

Depart:

San Juan

Arrive:

Barcelona

Ship:

Norwegian Epic

Select

Dec. 5, 2026

From

$8,399

per person

$/Day:

$600

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

Barbados

Ship:

Seabourn Ovation

Select

Dec. 27, 2026

From

$1,740

per person

$/Day:

$124

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 3, 2027

From

$1,721

per person

$/Day:

$123

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 10, 2027

From

$1,500

per person

$/Day:

$107

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 17, 2027

From

$1,764

per person

$/Day:

$126

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 24, 2027

From

$1,520

per person

$/Day:

$109

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Jan. 31, 2027

From

$1,731

per person

$/Day:

$124

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 7, 2027

From

$1,741

per person

$/Day:

$124

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Feb. 14, 2027

From

$1,824

per person

$/Day:

$130

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

$1,741

per person

$/Day:

$124

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Mar. 7, 2027

From

$1,741

per person

$/Day:

$124

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select

Mar. 14, 2027

From

$1,760

per person

$/Day:

$126

Duration:

14 Nights

Region:

Caribbean

Depart:

San Juan

Arrive:

San Juan

Ship:

Crown Princess

Select