14 Day/14 Night Cruises out of Port Canaveral (Orlando), Florida

Are you looking for 14 day cruises that leave from Orlando, FL? As of today - September 18, 2025 - there are 21 such cruise options. These cruise options are offered by three cruise lines - Princess (total of 19 sailings, 12 on Caribbean Princess and 7 on Sky Princess), Carnival (just 1 sailing on Carnival Freedom) and Royal Caribbean (just 1 sailing on Explorer of the Seas).

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

Nov. 30, 2025

From

$2,148

per person

$/Day:

$153

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Sky Princess

Select

Dec. 22, 2025

From

$2,038

per person

$/Day:

$146

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Sky Princess

Select

Dec. 28, 2025

From

$1,748

per person

$/Day:

$125

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Sky Princess

Select

Jan. 19, 2026

From

$1,427

per person

$/Day:

$102

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Sky Princess

Select

Jan. 25, 2026

From

$1,530

per person

$/Day:

$109

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Sky Princess

Select

Feb. 16, 2026

From

$1,478

per person

$/Day:

$106

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Sky Princess

Select

Feb. 22, 2026

From

$1,597

per person

$/Day:

$114

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Sky Princess

Select

Apr. 23, 2026

From

$920

per person

$/Day:

$66

Duration:

14 Nights

Region:

Transatlantic

Depart:

Orlando

Arrive:

Barcelona

Ship:

Explorer of the Seas

Select

May. 17, 2026

From

$1,330

per person

$/Day:

$95

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

May. 24, 2026

From

$1,350

per person

$/Day:

$96

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

May. 31, 2026

From

$1,597

per person

$/Day:

$114

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Jun. 7, 2026

From

$1,718

per person

$/Day:

$123

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Jun. 14, 2026

From

$1,558

per person

$/Day:

$111

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Jun. 21, 2026

From

$2,038

per person

$/Day:

$146

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Jun. 28, 2026

From

$1,968

per person

$/Day:

$141

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Jul. 12, 2026

From

$1,528

per person

$/Day:

$109

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Jul. 19, 2026

From

$1,418

per person

$/Day:

$101

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Aug. 9, 2026

From

$1,688

per person

$/Day:

$121

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Aug. 18, 2026

From

$824

per person

$/Day:

$59

Duration:

14 Nights

Region:

Transatlantic

Depart:

Orlando

Arrive:

Barcelona

Ship:

Carnival Freedom

Select

Aug. 23, 2026

From

$1,548

per person

$/Day:

$111

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select

Aug. 30, 2026

From

$1,428

per person

$/Day:

$102

Duration:

14 Nights

Region:

Caribbean

Depart:

Orlando

Arrive:

Orlando

Ship:

Caribbean Princess

Select