This 14-night Princess Cruises itinerary loops out and back from Fort Lauderdale, threading 8 ports of call through 8 countries with 5 days at sea to unwind aboard Princess Cruises Sky Princess.
Why sail this route
You unpack once and let the ship do the travelling: 8 countries over 14 nights, beginning and ending in Fort Lauderdale, with a new port waiting most mornings instead of airports and hotel check-ins.
The pacing runs to 8 port days and 5 days at sea — time to enjoy the ship between stops.
Good to know
- Best for
- Immersive, slower-paced explorers
- Season
- Winter sailing
- Fly into
- Fort Lauderdale — round-trip
- Pace
- 8 port days · 5 sea days
Day-by-Day Itinerary
Hover a day to find it on the map.
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The Ship
Your home for all 14 nights aboard Princess Cruises Sky Princess — so you unpack once and wake up somewhere new each morning.
About This Cruise
The 14 Night Eastern/Western Caribbean Adventurer Holiday is a 14-night round-trip itinerary aboard Princess Cruises Sky Princess. You board and return in Fort Lauderdale, calling at 8 ports across 8 countries along the way.
In sequence the voyage takes in Florida (Fort Lauderdale), Bahamas (Princess Cays), Jamaica (Falmouth), Grand Cayman (George Town), Mexico (Cozumel), Florida (Fort Lauderdale) and 2 more, among others.
Because it's round-trip from Fort Lauderdale, you fly into and out of a single city and unpack just once. Longer hops are crossed on the 5 days at sea, keeping daylight hours for the ports. Sailing dates, cabin availability and fares vary by season — use Check Dates & Prices for live pricing, or call our team to talk through the options.