14 Night Round Trip from San Juan on the Emerald Princess

Embark on the Emerald Princess and get ready for fourteen nights of luxurious travel around the Caribbean from San Juan and back again!

This sailing is notable because you will exclusively tour through extremely rare destinations such as Grenada, Basseterre, and Roseau. This route is a rare one for the Emerald, But this is the most popular time of year to sail it.

This is the total price, including entertainment, meals, port fees, and taxes. With a cost of less than $140 a day, this represents a good bargain.

Day 5: Grenada
Casino

The Emerald Princess

More than 3,000 passengers can comfortably sail on this highly-rated Crown class ship, based in the Caribbean and Alaska and refurbished just one year ago in 2025.

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

Emerald Princess
Day 9: St. Thomas

Your Itinerary

This itinerary is made up of two days at sea and eleven port days. Major features include visits to very uncommon cities like Grenada, Basseterre, and Roseau.

DatePortArriveDepart
Sun, Dec 26San Juan, Puerto Rico
Mon, Dec 27Tortola, BVI 9:00am5:00pm
Tue, Dec 28Basseterre, St. Kitts And Nevis 9:00am5:00pm
Wed, Dec 29Roseau, Dominica 9:00am5:00pm
Thu, Dec 30St. George's, Grenada 9:00am5:00pm
Fri, Dec 31Barbados 9:00am5:00pm
Sat, Jan 1At Sea
Sun, Jan 2San Juan, Puerto Rico 9:00am5:00pm
Mon, Jan 3St. Thomas, USVI 9:00am5:00pm
Tue, Jan 4Philipsburg, St. Maarten 9:00am5:00pm
Wed, Jan 5St. John's, Antigua 9:00am5:00pm
Thu, Jan 6Castries, St. Lucia 9:00am5:00pm
Fri, Jan 7Barbados 9:00am5:00pm
Sat, Jan 8At Sea
Sun, Jan 9San Juan, Puerto Rico 9:00am
December 26th, 2027 - Cruise from San Juan on the Princess Emerald
Your Route
Day 6: Barbados
Day 2: Tortola
Gym
Spa

Alternate Sailings

The Emerald sails this route two times 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.

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
2026
2027
$1,468 $1,958
Sold Out

Book Your Cruise

Since being listed five months ago, The price of a stateroom on this itinerary has varied between $1,919 and $2,063 inclusive of $0 in taxes and port fees. The accompanying graph shows the price over time for the different classes of cabin. Today this itinerary is just $39 more than the all time low of $1,919 so reserve your room now before it goes up.

inside
outside
balcony
suite
$1,958
$2,216
$2,938
$3,598
$139.86/day
$158.29/day
$209.86/day
$257.00/day
Book Book Book Book

Get Weekly Cruise Deals

Want to hear about the best deals and cruise tips every week? Sign up for our free weekly VIP Newsletter, customized exactly to your preferences!

Last Updated: Jun 3, 2026

Last Modified: Jun 3, 2026

Continue Booking from $1,958 Continue Booking