Holland America Contest to Give Away 11 Free Cruises to Celebrate Historic Fleet Enhancements

Holland America Line Koningsdam cruise ship in Alaska

Fleet enhancements will bring some features and venues found on Pinnacle Class ships, such as Koningsdam, seen here in Alaska, ro 11 of the line’s older ships. (Photo by John Roberts)

Holland America Line has an exciting “Around the World in 11 Ways” campaign with an online contest that has launched alongside the cruise line's Holland America Evolution initiative, a multiyear investment to revitalize six ships in the flee. This is the largest fleet update in HAL’s 153-year history.

“Evolution” will deliver a comprehensive bow-to-stern refurbishment to the ships, happening first to Oosterdam, followed by the cruise line’s remaining Signature Class and Vista Class ships. The investment allows Holland America Line to introduce experiences and venues that are new to the fleet, add Pinnacle Class favorites like Grand Dutch Café and create new stateroom categories, all while preserving the classic ship experience that defines the brand.

To commemorate this pivotal period in Holland America Line’s history with emphasis on both nostalgic experiences and a look toward an exciting future, the cruise line is looking to hear from travelers about what makes them excited to see the world with Holland America Line.

“Around the World in 11 Ways” represents a year-long celebration of the cruise line’s 11 ships, designed to bring Holland America’s fleet transformation to life for prospective cruisers.  

With 11 ships, 11 winners and unlimited stories to tell, “Around the World in 11 Ways” celebrates different ways to see the world, as each Holland America Line ship offers a distinct experience and evokes memorable stories.

Enter Holland America’s "Around the World in 11 Ways" Contest

Participants can enter through Aug. 30, 2026. They can answer with a short written or video entry: “Why do you want to see the world with Holland America, and which ship would you want to cruise on to get there?"

Judging will begin mid-September, and 11 winners (one per ship) will be selected. The winners will be spotlighted monthly from September 2026 through 2027. One Grand Prize winner will be awarded a stateroom on Oosterdam’s inaugural cruise following its Evolution enhancements. Ten runners-up will win a cruise on the remaining 10 ships in the fleet.

With experiential travel continuing to surge, Holland America Line is excited to hear why travelers want to explore the world.

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