14 Night Southern Caribbean Islander aboard the Regal Princess

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Reserve your cabin on the Regal Princess and settle in for fourteen nights of exotic travel through the Caribbean from New York to Miami!

Spending time in less common ports such as Castries, Grand Turk, and Basseterre makes this sailing particularly exciting. This route is an uncommon one for the Regal, As it sails it just once.

We include all entertainment, meals, port fees, and taxes in this, so there are no sneaky extra fees. This price just dropped, so book immediately to lock in your stateroom before the price moves upwards again! Coming in at less than $75 per day, this is an excellent deal.


The Regal Princess

The Regal Princess, based in the Caribbean and refurbished less than one year ago in 2025, is a highly-rated Royal class vessel that can carry comfortably more than 3,500 travelers.

Want to see the sea below you the SeaWalk glass walkway or shoot at targets at a laser shooting range? These activities are offered exclusively by Princess and are both found aboard the Regal Princess.

The Regal Princess also offers a gym, a ping pong table, a spa, and a casino.

Ship class
Royal
Built
2014
Refurbished
2025
Guests
3,560
Crew
1,350
Length
1,083 ft
Regal Princess
SeaWalk glass walkwayThe Seawalk

Your Itinerary

This sailing spends six days at sea and seven port days. Major features include a long stop in Oranjestad as well as visits to unusual ports like Castries, Grand Turk, and Basseterre.

Map of this cruise's route
© OpenStreetMap · © ESA WorldCover
Sat6November 6thSaturday
4:00pm
Sun7November 7thSunday
At Sea
Mon8November 8thMonday
At Sea
Tue9November 9thTuesday
At Sea
Wed10November 10thWednesday
9:00am – 7:00pm
9:00am – 7:00pm
Thu11November 11thThursday
8:00am – 6:00pm
Fri12November 12thFriday
7:00am – 5:00pm
Sat13November 13thSaturday
8:00am – 6:00pm
Sun14November 14thSunday
7:00am – 5:00pm
Mon15November 15thMonday
At Sea
Tue16November 16thTuesday
9:00am – 10:00pm
9:00am – 10:00pm
Wed17November 17thWednesday
At Sea
Thu18November 18thThursday
10:00am – 6:00pm
Fri19November 19thFriday
At Sea
Sat20November 20thSaturday
6:00am
6:00am
Day 5St. Thomas
Day 7St. John's, Antigua
Day 8Castries
Day 9Bridgetown
Day 11Oranjestad
Day 15Miami

Book Your Cruise

Since being listed a year or so ago, The price of a cabin on this itinerary has fluctuated between $1,110 and $2,156 including taxes and port charges. Now this itinerary is at its lowest price, so reserve your room now before it moves upwards.

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 Americas and the Caribbean, 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 Regal sails this route once next year, but doesn't sail it this year. 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 →

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Data as of Oct 24, 2026

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