Princess Cruises Will Sail 141 Caribbean Voyages
The cruise line announced its 2028-2029 schedule featuring 49 distinct itineraries across the region.
Updated on Oct. 13, 2026 in Cruises
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Princess Cruises has scheduled 141 Caribbean departures for the 2028-2029 season. The program includes 49 distinct itineraries departing from five major ports, ranging in duration from five to 17 days.
Why it matters
The program aims to provide passengers with more time for beach outings and deeper exploration beyond the immediate port area. This includes the More Ashore program, which facilitates late-night or overnight stays in specific locations.
The 2028-2029 program spans 24 destinations across 20 islands with departures from Fort Lauderdale, Port Canaveral, San Juan, New York, and Barbados. Voyages are categorized by durations between five and 17 days.
The players
Princess Cruises
Princess Cruises is a global cruise line that operates a large fleet of ships serving destinations worldwide.
The details
The cruise line will utilize a fleet to visit 24 destinations, including beach stops at Celebration Key, Half Moon Cay, and Isla Tropicale on Roatán. Passengers can access extended stays in Aruba, Barbados, Bonaire, and Curaçao through the More Ashore initiative.
Timeline
Princess Cruises will operate these 141 sailings throughout the 2028-2029 season.
Travel Outlook
This schedule follows the trend established in the Cruise Lines International Association 2024 State of the Cruise Industry Outlook regarding the prioritization of extended port experiences. The program marks a departure from traditional high-velocity port hopping by prioritizing late-night and overnight docking schedules.
Travelers should identify which of the five departure ports is most accessible from their home location to minimize pre-cruise travel logistics. Those interested in the More Ashore program should prioritize itineraries featuring overnight stays in Aruba, Barbados, Bonaire, or Curaçao.
The takeaway
Passengers looking to maximize their time ashore should focus on itineraries offering extended stays through the More Ashore program. Early planning for the 2028-2029 season is recommended to secure preferred cabin categories across the 49 distinct route options.
Further reading
For additional information on regional sailings, visit our Cruises section.
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