Seabourn has opened bookings for its winter 2028–29 Caribbean season.  

Sailing aboard the Seabourn Ovation and Seabourn Quest between Dec. 28, 2028, and March 29, 2029, the season features 10 itineraries ranging from seven to 12 days, according to a company statement. 

The ships will visit 21 ports across 20 countries and island territories, featuring late departures in St. Maarten, Antigua, Barbados, Aruba and Curaçao, along with Southern Caribbean itineraries. 

The Ovation will sail between Bridgetown, Barbados and Philipsburg, Sint Maarten, while the Quest will offer round-trip voyages from Miami. 

“The Caribbean remains one of our most sought-after regions, and we’re delighted to return with a collection of thoughtfully designed voyages that showcase both iconic islands and lesser-known gems,” said Mark Tamis, president of Seabourn.  

“Whether guests are joining us for a week or combining itineraries for a longer escape, they’ll experience the personalized service, extraordinary cuisine and immersive destination experiences that define Seabourn.” 

The itineraries access small ports such as St. Barts, Bequia and Little Bay (Montserrat), with extended stays in select destinations. 

The company underlined its signature experience, “Caviar in the Surf” at Carambola Beach in St. Kitts, featuring champagne, caviar and a beach barbecue. 

There will also be holiday sailings, including New Year’s Day celebrations at Carambola Beach aboard both ships, as well as Christmas Eve at Carambola Beach and Christmas Day in Jost Van Dyke on select 10-day voyages. 

Beyond the destinations, onboard experiences are designed to deepen guests’ connection to the places they visit, featuring destination-inspired dining or Seabourn Conversations, paired with shore experiences showcasing the region’s culture and history. 

Featured 2028-29 Caribbean cruises include:  

• Eight-day Caribbean Yachting & Caviar in the Surf (Nov. 10, 2028) 
• Seven-day St. Barts & Caribbean Yacht Harbors (Dec. 16, 2028) 
• 14-day Southern Caribbean Yacht Harbors (Jan. 13, 2029) 
• 21-day Southern Caribbean, St. Barts & Yacht Harbors (Feb. 3, 2029) 

Guests aboard the Seabourn Quest will get to experience what is described as one of the most comprehensive interior updates in Seabourn’s history.