

Cruise itinerary
14-Night Caribbean Cruise from Fort Lauderdale
14 nights · Caribbean · 8 ports of call
14-night Caribbean cruise aboard Sky Princess, departing Fort Lauderdale and calling at Princess Cays, Falmouth Jamaica, Grand Cayman Island, Cozumel, Basseterre St Kitts and San Juan and 1 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Sky Princess
- Cruise line
- Princess Cruises
- Duration
- 14 nights
- Region
- Caribbean
- Departs
- Fort Lauderdale
- Returns
- Fort Lauderdale
How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact Sky Princess sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1

Fort Lauderdale
Depart 15:00
A South Florida port often called the yachting capital, fringed by canals and the long sands of Fort Lauderdale Beach. Port Everglades is among the world's busiest cruise gateways, with Las Olas Boulevard's shops and cafés minutes from the piers.
- Port Everglades
- Las Olas Boulevard
- Fort Lauderdale Beach
- Day2

Princess Cays
Arrive 09:00 · Depart 16:00
- Day3At sea
- Day4

Falmouth Jamaica
Arrive 07:00 · Depart 16:00
- Day5
Grand Cayman Island
Arrive 07:00 · Depart 15:00
- Day6

Cozumel
Arrive 10:00 · Depart 20:00
An island off Mexico's Yucatán coast in the Caribbean, a leading port for snorkelling and diving. Ships dock beside its reefs, part of the Mesoamerican system, with beach clubs, Mayan ruins and the resort strip of the Riviera Maya within reach.
- Coral reefs
- Mayan ruins
- Beach clubs
- Day7At sea
- Day8

Fort Lauderdale
Arrive 06:00 · Depart 15:00
A South Florida port often called the yachting capital, fringed by canals and the long sands of Fort Lauderdale Beach. Port Everglades is among the world's busiest cruise gateways, with Las Olas Boulevard's shops and cafés minutes from the piers.
- Port Everglades
- Las Olas Boulevard
- Fort Lauderdale Beach
- Day9At sea
- Day10At sea
- Day11

Basseterre St Kitts
Arrive 08:00 · Depart 17:00
The capital of St. Kitts, set below the green slopes of a volcanic Caribbean island. Its colonial centre circles The Circus and Independence Square, while the hilltop fortress of Brimstone Hill and a scenic railway lie out along the coast.
- Brimstone Hill Fortress
- The Circus
- Scenic railway
- Day12

San Juan
Arrive 08:00 · Depart 16:00
The capital of Puerto Rico and a major Caribbean cruise homeport. The walled colonial quarter of Old San Juan keeps blue-cobbled streets, pastel facades and two Spanish fortresses, El Morro and San Cristóbal, guarding the harbour mouth.
- Old San Juan
- El Morro
- Castillo San Cristóbal
- Day13

Puerto Plata-Amber Cove
Arrive 09:00 · Depart 16:00
A port on the north coast of the Dominican Republic, backed by the flat-topped Mount Isabel de Torres. A cable car climbs to its summit, the old town keeps a district of gingerbread Victorian houses, and amber and rum are local specialities.
- Mount Isabel cable car
- Amber Museum
- Victorian houses
- Day14At sea
- Day15

Fort Lauderdale
Arrive 06:00
A South Florida port often called the yachting capital, fringed by canals and the long sands of Fort Lauderdale Beach. Port Everglades is among the world's busiest cruise gateways, with Las Olas Boulevard's shops and cafés minutes from the piers.
- Port Everglades
- Las Olas Boulevard
- Fort Lauderdale Beach
Upcoming departures
- 28 Nov 2027
- 2 Jan 2028
- 9 Jan 2028
- 23 Jan 2028
- 30 Jan 2028
- 13 Feb 2028
- 20 Feb 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from Fort Lauderdale FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at Fort Lauderdale, Princess Cays, Falmouth Jamaica, Grand Cayman Island, Cozumel, Basseterre St Kitts, San Juan and Puerto Plata-Amber Cove.
How many days are spent at sea?
5 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from Fort Lauderdale.
How long is this cruise?
14 nights aboard Sky Princess.
When does this itinerary sail?
Upcoming departures include 28 Nov 2027, 2 Jan 2028, 9 Jan 2028 and 23 Jan 2028. A NestCruise advisor can confirm current availability.