15 Night Leeward Isles Serenade Cruise aboard the Oceania Insignia

Embark on the Oceania Insignia and prepare yourself for fifteen nights of refreshing sailing through the Caribbean from Tampa and back again!

On this cruise you'll spend time in usual cities like San Juan as well as rare cities like Roseau. This route is an unusual one for the Insignia. As a matter of fact, it sails it just once.

This price just dropped, so book quickly to reserve your stateroom before the price moves upwards again! Our price is the total price, including meals, entertainment, taxes, and fees.

Day 12: Tortola
Day 7: St. Maarten

The Oceania Insignia

More than 600 people can sail on this highly-rated Renaissance class cruise ship, based in Miami and refurbished less than three years ago in 2022.

The Insignia Oceania is home to a spa, a jacuzzi, a gym, and a casino.

Oceania Insignia

Pricing Information

Since it was first listed on September 17th of last year, The cost of this sailing has varied between $4,560 and $4,999 for a cabin, including $0 in taxes and port fees. This graph shows the price over time for the various classes of cabin. Today this sailing is only $190 more than the all time low of $4,560 so reserve your stateroom now before it goes up.

inside
outside
balcony
suite
$4,750
$4,940
$5,795
$7,742
$316.67/day
$329.33/day
$386.33/day
$516.13/day
Book Book Book Book

Your Itinerary

This cruise is made up of eight days in port and six sea days. Major features include a long stop in San Juan as well as visits to extremely rare stops like Roseau.

DatePortArriveDepart
Tue, Mar 3Tampa, FL 4:00pm
Wed, Mar 4At Sea
Thu, Mar 5At Sea
Fri, Mar 6At Sea
Sat, Mar 7San Juan, Puerto Rico 8:00am10:00pm
Sun, Mar 8St. Thomas, USVI 8:00am6:00pm
Mon, Mar 9Philipsburg, St. Maarten 8:00am6:00pm
Tue, Mar 10St. John's, Antigua 8:00am6:00pm
Wed, Mar 11Roseau, Dominica 8:00am6:00pm
Thu, Mar 12Basseterre, St. Kitts And Nevis 8:00am6:00pm
Fri, Mar 13St. Thomas, USVI 8:00am6:00pm
Sat, Mar 14Tortola, BVI 8:00am6:00pm
Sun, Mar 15At Sea
Mon, Mar 16At Sea
Tue, Mar 17At Sea
Wed, Mar 18Tampa, FL 7:00am
March 3rd, 2026  - Leeward Isles Serenade Cruise on the Oceania Insignia
Your Route
Day 8: St. John's
Day 5: San Juan
Day 9: Roseau
Day 6: St. Thomas

Alternate Sailings

The Insignia sails this route once next year, but doesn't sail it this year. No other ship sails this exact same 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
2025
2026
2027
$4,750 $4,750
Sold Out

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: Jul 3, 2025

Last Modified: Jul 3, 2025

We use cookies to personalize your experience and to help us show you the best cruises. By continuing to use this site you agree to our use of cookies. Our full privacy policy is available here