14 Night Circle Caribbean Holiday Cruise aboard the Island Princess

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Prepare yourself for fourteen nights of refreshing travel around the Caribbean when you book your cabin on the Island Princess from Fort Lauderdale and back.

Visiting extremely rare stops like St. George's, Grenada and Roseau makes this cruise notable. This route is an interesting one for the Island, But November is the most popular month of the year to sail it.

Book now, because the price of this cruise is rising! Secure your room before the price goes up. This price includes all all entertainment, meals, taxes, and port fees. No sneaky extra fees! At under $110 per day, this is a really good bargain.

Day 4: Philipsburg
Gym

The Island Princess

More than 2,200 travelers can cruise on this highly-rated Sun class ship, based in Vancouver and refurbished less than two years ago in 2024.

The Island Princess has a casino, a spa, and a gym.

Island Princess
Spa

Your Itinerary

This sailing is made up of five days at sea and eight port days. High points include a long stop in Oranjestad plus visits to rare ports like St. George's, Grenada and Roseau.

Mon15November 15thMonday
3:00pm
Tue16November 16thTuesday
At Sea
Wed17November 17thWednesday
At Sea
Thu18November 18thThursday
9:00am – 6:00pm
Fri19November 19thFriday
8:00am – 5:00pm
Sat20November 20thSaturday
8:00am – 5:00pm
8:00am – 5:00pm
Sun21November 21stSunday
8:00am – 5:00pm
Mon22November 22ndMonday
8:00am – 5:00pm
Tue23November 23rdTuesday
8:00am – 5:00pm
Wed24November 24thWednesday
At Sea
Thu25November 25thThursday
8:00am – 10:00pm
8:00am – 10:00pm
Fri26November 26thFriday
7:00am – 4:00pm
Sat27November 27thSaturday
At Sea
Sun28November 28thSunday
At Sea
Mon29November 29thMonday
7:00am
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Print my CruiseSheet (PDF) one page with the route, schedule, weather & a notes box for each day
November 15th, 2027  - Circle Caribbean Holiday Cruise on the Princess Island
Your Route
Day 7: Castries
Day 8: Bridgetown
Casino

Alternate Sailings

The Island sails this route once next year, but doesn't sail it this year. The same itinerary is also sailed by the Coral. In the accompanying graphic you can see a visualization of when this ship sails as well as the relative price.

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
2026
2027
2028
$1,479 $1,479
Sold Out

See every departure of this route →


Book Your Cruise

The accompanying graph shows the cost over time for all types of cabin. Since it was first listed on November 28th of last year, The cost of this cruise has fluctuated between $1,054 and $2,161 for a cabin, including taxes and port charges. This sailing has just risen in price, so reserve your room now before it goes up again.

inside
outside
balcony
suite
$1,479
$1,529
$1,539
$2,399
$105.64/day
$109.21/day
$109.93/day
$171.36/day
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Last Updated: Oct 2, 2026

Last Modified: Oct 2, 2026

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Guests in this cabin
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