Margaritaville at Sea has announced its most expansive and diverse slate of itineraries ever for Paradise in 2027, featuring new Caribbean destinations, longer voyages, and the return of some of the cruise line’s most beloved sailings from Palm Beach, Florida.
The 2027 deployment marks Paradise’s most ambitious season to date, combining authentic, culturally rich destinations, deeper access to Key West, and an exciting calendar of celebration-driven 3- and 4-night Caribbean sailings aboard the intimate, easy-to-navigate ship.

Highlights include:
- New destinations: First-ever sailings to Puerto Plata, Dominican Republic, and Grand Turk Island, Turks and Caicos
- New Bahamas options: Introduction of 3- and 4-night sailings to Bimini
- Guest-favorite return: Limited release of 2-night sailings conveniently departing on Fridays for easy weekend getaways
- More Key West departures: Including a dedicated Jimmy Buffett Day sailing (September 2, 2027)
- Festival voyages: 5-night celebration sailings featuring special programming for Fantasy Week (Key West & Mexico), Sail the Spooky Seas (Nassau, Bahamas), and Día de los Muertos (Cozumel, Mexico)
Building on growing demand for extended getaways, Paradise continues to expand availability of 4-night weekday and 3-night itineraries to Key West, Nassau, and Freeport, Grand Bahama Island in 2027.

Paradise returned to Palm Beach this January following a drydock refresh featuring enhanced dining venues, upgraded public spaces, and refined design elements that reflect Margaritaville’s relaxed, coastal aesthetic.
Beginning tomorrow, Feb. 19, guests can take advantage of a limited-time Flash Sale featuring:
- 50% off cruises
- Free stateroom upgrade
- Kids sail free on select sailings
The promotion applies to all Margaritaville at Sea sailings, including quick getaways to The Bahamas and Key West, as well as longer Caribbean itineraries.
Source: Margaritaville at Sea Press Room
Images: © Margaritaville At Sea
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