14 Night Circle Caribbean Cruise aboard the Island Princess

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Join the Island Princess and prepare for fourteen nights of leisurely travel through the Caribbean from Fort Lauderdale and back!

Stopping at once-in-a-lifetime cities like St. George's, Grenada and Roseau makes this cruise special. This route is an uncommon one for the Island, As it sails it only once.

At less than $100 per day for a balcony cabin, this represents an amazing bargain. We include all all meals, entertainment, port charges, and taxes in this, so that you can compare trips easily.


The Island Princess

The Island Princess, based in Vancouver and refurbished less than two years ago in 2024, is a highly-rated Coral class vessel that can house more than 2,200 cruisers.

The Island Princess is home to a spa, a gym, and a casino.

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

Your Itinerary

This sailing consists of five days at sea and eight port days. High points include a long stop in Oranjestad as well as visits to very uncommon destinations like St. George's, Grenada and Roseau.

Map of this cruise's route
© OpenStreetMap · © ESA WorldCover
Mon29November 29thMonday
3:00pm
Tue30November 30thTuesday
At Sea
Wed1December 1stWednesday
At Sea
Thu2December 2ndThursday
9:00am – 6:00pm
Fri3December 3rdFriday
8:00am – 5:00pm
Sat4December 4thSaturday
8:00am – 5:00pm
8:00am – 5:00pm
Sun5December 5thSunday
8:00am – 5:00pm
Mon6December 6thMonday
8:00am – 5:00pm
Tue7December 7thTuesday
8:00am – 5:00pm
Wed8December 8thWednesday
At Sea
Thu9December 9thThursday
8:00am – 10:00pm
8:00am – 10:00pm
Fri10December 10thFriday
7:00am – 4:00pm
Sat11December 11thSaturday
At Sea
Sun12December 12thSunday
At Sea
Mon13December 13thMonday
7:00am
Day 4Philipsburg
Day 6Roseau
Day 7Bridgetown
Day 8Castries
Day 9St. George's, Grenada
Day 11Oranjestad

Book Your Cruise

Since it was first listed on December 13th of last year, The price of this itinerary has varied between $1,189 and $1,971 for a balcony cabin, including taxes and port charges. Right now this itinerary is just $154 more expensive than the all time low of $1,189 so secure your balcony cabin 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 $181.47. 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

The Island sails this route once next year, but doesn't sail it this year. No other ship sails this exact same 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 →

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Data as of Nov 2, 2026

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Guests in this cabin
Ages at the time of sailing

Special fares are dependent on eligibility

Continue Booking from $1,343 Continue Booking