This 14-night Princess Cruises itinerary links New York City to Miami, threading 9 ports of call through 9 countries with 6 days at sea to unwind aboard Princess Cruises Regal Princess.
Why sail this route
You unpack once and let the ship do the travelling: 9 countries over 14 nights, starting in New York City and finishing in Miami, with a new port waiting most mornings instead of airports and hotel check-ins.
The pacing runs to 9 port days and 6 days at sea — time to enjoy the ship between stops.
Good to know
- Best for
- Repositioning & bucket-list cruisers
- Season
- Autumn sailing
- Route
- New York City → Miami
- Pace
- 9 port days · 6 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 Regal Princess — so you unpack once and wake up somewhere new each morning.
About This Cruise
The 14 Night Southern Caribbean Islander is a 14-night one-way itinerary aboard Princess Cruises Regal Princess. You board in New York City and disembark in Miami, calling at 9 ports across 9 countries along the way.
In sequence the voyage takes in New York (New York City), US Virgin Islands (St Thomas), St. Kitts (Basseterre), Antigua (St Johns), St Lucia (Castries), Barbados (Bridgetown) and 2 more, among others.
As a one-way sailing you'll fly into New York City and home from Miami, so it's worth checking the two gateways before you book. Longer hops are crossed on the 6 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.