Holland America Line unveils 2027-28 Caribbean cruises with longer stays, private island upgrades, and historic Pan Am voyage.

Holland America Line announced its 2027-2028 Caribbean season featuring 29 itineraries and 47 departures, including more nine-day-or-longer cruises than any other line. The season offers diverse trips from quick getaways to a 28-day Pan Am Legendary Voyage tracing historic airline routes. Enhancements include the reimagined Oosterdam ship with new staterooms and upgraded private island RelaxAway, Half Moon Cay. Holiday cruises with festive programming and immersive shore excursions deepen guest experiences across the Caribbean and Panama Canal regions.