14 Night Circle Caribbean Cruise aboard the Island Princess

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Reserve your outside cabin on the Island Princess and prepare yourself for fourteen nights of exciting sailing through the Caribbean from Fort Lauderdale and back again!

Stopping at rare ports like St. George's, Grenada and Roseau makes this sailing special. This route is a special one for the Island. In fact, it sails it only once.

The price includes all meals, entertainment, taxes, and fees. No surprises! Coming in at less than $90 a day for an outside cabin, this is an incredible deal. Don't miss out-- today you can book an outside outside stateroom for the price of an inside one!

Day 7: Bridgetown
Day 8: Castries

The Island Princess

Based in Vancouver and refurbished only two years ago in 2024, over 2,200 passengers can cruise on this top-rated Sun class vessel.

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

Island Princess
Spa

Your Itinerary

This sailing spends five sea days and eight port days. High points include visits to extremely rare ports like St. George's, Grenada and Roseau as well as a long stop in Oranjestad.

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
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Print your CruiseSheet (PDF) one page with the route, schedule, weather & a notes box for each day
November 29th, 2027  - Circle Caribbean Cruise on the Princess Island
Your Route
Gym
Day 4: Philipsburg
Casino

Alternate Sailings

The Island sails this route once next year, but doesn't sail it this year. This is the only ship that sails this exact route. In the accompanying graphic you can see a visualization of when this ship sails as well as the relative price for an outside cabin.

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
2026
2027
2028
$1,239 $1,239
Sold Out

See every departure of this route →


Book Your Cruise

This graph indicates the price over time for the various types of cabin. Since being listed eight months ago, The price of this cruise has varied between $1,309 and $1,859 for an outside room, including taxes and port fees. At $70 below the previous all time low of $1,309 right now is a great time to lock in your outside stateroom.

inside
outside
balcony
suite
$1,239
$1,239
$1,319
$1,559
$88.50/day
$88.50/day
$94.21/day
$111.36/day
Book Book Book Book

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Last Updated: Aug 14, 2026

Last Modified: Aug 13, 2026

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