14 Night Circle Caribbean Holiday Cruise aboard the Island Princess

Share

Settle in for fourteen nights of luxurious sailing through the Caribbean when you reserve your cabin on the Island Princess from Fort Lauderdale and back again.

Stopping in extremely rare stops like Kralendijk and Roseau makes this cruise particularly exciting. This route is an uncommon one for the Island. In fact, this is the only time it's going to sail it!

Offered at under $155 per day, this is a strong bargain. Our price is the total you pay, no surprises at checkout.


The Island Princess

The Island Princess, based in Vancouver and refurbished only two years ago in 2024, is a top-rated Coral class cruise ship that can house over 2,200 passengers.

The Island Princess delights guests with a spa, a casino, and a gym.

Ship class
Coral
Built
2003
Refurbished
2024
Guests
2,214
Crew
900
Length
965 ft
Island Princess
Bars & cafésCrooners

Your Itinerary

This itinerary is made up of eight days in port and five sea days. High points include visits to extremely rare cities like Kralendijk and Roseau in addition to long stops in Oranjestad and Willemstad.

Map of this cruise's route
© OpenStreetMap · © ESA WorldCover
Tue19December 19thTuesday
3:00pm
Wed20December 20thWednesday
At Sea
Thu21December 21stThursday
At Sea
Fri22December 22ndFriday
10:00am – 10:00pm
10:00am – 10:00pm
Sat23December 23rdSaturday
8:00am – 10:00pm
Sun24December 24thSunday
7:00am – 3:00pm
Mon25December 25thMonday
At Sea
Tue26December 26thTuesday
8:00am – 5:00pm
Wed27December 27thWednesday
8:00am – 5:00pm
Thu28December 28thThursday
8:00am – 5:00pm
8:00am – 5:00pm
Fri29December 29thFriday
8:00am – 5:00pm
Sat30December 30thSaturday
7:00am – 4:00pm
7:00am – 4:00pm
Sun31December 31stSunday
At Sea
Mon1January 1stMonday
At Sea
Tue2January 2ndTuesday
6:00am
Day 4Oranjestad
Day 5Willemstad
Day 6Kralendijk
Day 8Fort-de-France
Day 9Bridgetown
Day 10Roseau

Book Your Cruise

Since it was first listed on October 27th of this year, the price of this itinerary has remained right at $2,125. Right now this itinerary is at an all time low, so secure your stateroom now before it goes up.

Photos show a typical cabin in each class. Layout and decor vary by category.


Resources

Add it to your calendar

Your departure and return dates in the calendar you already use.

Add every port stop to Google Calendar

Printable CruiseSheet

One page with the route, the day-by-day schedule, typical weather and a notes box for each day.

Wifi and Cell Service

GigSky offers plans that cover internet on and off the ship at a fraction of the Princess price. For this cruise, get a 15-day plan for only $202.82. The connection works onboard and on shore.

Your plan includes 500MB per day of high speed data, plus unlimited messaging, rideshare, maps, and email.

Explore GigSky plans


Alternate Sailings

This is the only ship that sails this exact route.

No other departures of this route are on sale right now.

Show alternate dates for this cruise → Show all cruises that sail this route →

Get Weekly Cruise Deals

Weekly emails with the best deals, fully customized for you. No spam ever.

Data as of Oct 30, 2026

Let’s book your cruise

Tell us who’s sailing to see available cabins and fares.

Guests in this cabin
Ages at the time of sailing

Special fares are dependent on eligibility

Continue Booking from $2,125 Continue Booking