Holland America Line Unveils 29 Caribbean Itineraries and Reimagined Oosterdam
CCL•Holland America Line will offer 29 itineraries and 47 departures for its 2027–2028 Caribbean season, spanning five- to six-day getaways and extended voyages through 35 ports in 25 countries. The season debuts the reimagined Oosterdam with Solo Verandah, Bridgeview and Vista Suites, plus upgraded RelaxAway Half Moon Cay amenities.
1. Season Overview
Holland America Line’s 2027–2028 Caribbean season launches 29 itineraries across 47 departures from October 2027 through March 2028. Sailings span five- to six-day getaways and extended voyages through Eastern, Western and Southern Caribbean regions, visiting 35 ports in 25 countries and territories, and include private island calls at RelaxAway Half Moon Cay.
2. Itinerary Highlights
Itineraries include more nine-day-or-longer voyages than any other cruise line and feature a 28-day Pan Am Legendary Voyage along historic flying boat routes. Guests can traverse the Panama Canal, choose eight holiday cruises aboard Rotterdam and enjoy late-night port stays for deeper cultural immersion.
3. Reimagined Oosterdam Transformation
Beginning December 2027, the reimagined Oosterdam debuts new Solo Verandah staterooms with private balconies and dedicated workspace, premium Bridgeview Suites, and first-ever Vista Suites. The transformation also introduces the Grand Dutch Café and expanded onboard venues as part of the Evolution fleet investment.
4. RelaxAway Half Moon Cay Upgrades
RelaxAway Half Moon Cay features a new beach club with waiter service and priority tendering, an upgraded Lobster Shack and exclusive beverage tricycles. Additional enhancements include expanded cabanas and villas, new shopping outlets, and activities such as pickleball, kayaking and snorkeling with stingrays.
