14 Night Circle Caribbean Cruise aboard the Island Princess

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Book your cabin on the Island Princess and prepare for fourteen nights of luxurious sailing around the Caribbean from Fort Lauderdale and back again!

Calling on very uncommon cities like St. George's, Grenada and Roseau makes this sailing particularly interesting. This route is a rare one for the Island. Actually, it sails it only once.

We include all all meals, entertainment, port charges, and taxes in this price, so there are no surprises. Coming in at under $75 a day, this represents an amazing value.


The Island Princess

More than 2,200 guests can comfortably cruise on this top-rated Coral class vessel, based in Vancouver and refurbished only two years ago in 2024.

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

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

Your Itinerary

This sailing is made up of eight port days and five days at sea. Highlights include a long stop in Oranjestad plus visits to extremely rare 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 a stateroom on this sailing has ranged between $1,024 and $1,836 inclusive of taxes and port fees. Today this cruise is at its minimum price, so reserve your stateroom now before it rises.

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.

Stay connected on board

A GigSky eSIM works on the ship and ashore in the ports you visit, so your phone just works without the ship's Wi‑Fi package.

Unlimited data for your 15 days $213.49 $181.47

500 MB a day at full speed, then 500 kbps; messaging, email and maps apps stay unlimited.

More plans at GigSky


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 Oct 24, 2026

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Guests in this cabin
Ages at the time of sailing

Special fares are dependent on eligibility

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