Holland America Line’s 2027–2028 Caribbean season offers plenty of choice, with 29 itineraries across 47 departures visiting 35 ports in 25 countries and territories throughout the Eastern, Western and Southern Caribbean, as well as the Panama Canal. Clients can choose from quick 5- and 6-day escapes or longer voyages with more time in port. Nearly every sailing also includes a visit to RelaxAway, Half Moon Cay, the line’s private island.
Sailing October 2027 to March 2028, the season includes the debut of the reimagined Oosterdam, the first ship to debut as part of Holland America Line’s Evolution investment.
Throughout the season, guests can expect shore excursions curated with The HISTORY Channel and locally focused Meet the Makers tours as well as Destination Dining and the line’s Global Fresh Fish Program, which reflect the flavors of the Caribbean.
The season includes eight holiday cruises, with clients having the option to spend the holidays aboard Rotterdam on a Dec. 22, 2027, roundtrip from Fort Lauderdale, Florida, 7-day Eastern Caribbean Holiday itinerary, sailing to Grand Turk, Turks & Caicos; RelaxAway, Half Moon Cay; Charlotte, Amalie; St. Thomas; and a late-night stay in San Juan, Puerto Rico. For a longer holiday escape, guests can sail aboard the Oosterdam on an 11-day Southern Caribbean Holiday voyage, also departing Dec. 22, roundtrip from Fort Lauderdale, with calls at RelaxAway, Half Moon Cay; George Town, Grand Cayman; and Cartagena, Colombia, along with late-night stays in Aruba and Curaçao.
For those clients who want to relive the golden age of travel, recommend the 28-day Pan Am 100th Anniversary Legendary Voyage aboard Zuiderdam, created in partnership with Pan Am. The sailing departs on Oct. 30, 2027 from Miami and traces the airline’s historic Clipper flying boat routes across the Caribbean, Mexico and Latin America, visiting 19 ports in 13 countries. Nearly half of the itinerary features destinations that were part of Pan Am’s original network.
Head North
Meanwhile, Holland America is enhancing its Norway sailings for 2027 by updating five cruises aboard Rotterdam to include calls to Flåm and Hellesylt. This expansion give travelers more access to some of Norway’s most sought-after fjord destinations, including the UNESCO World Heritage-listed Nærøyfjord and Storfjorden—the gateway to Geirangerfjord.
The itineraries are now open for booking and available on five 7-day cruises aboard Rotterdam. Three departures—May 30, June 27 and Aug. 1, 2027—combine Norway’s cities and fjord landscapes, with calls at Oslo, Kristiansand, Sandnes (Stavanger) and Flåm, plus scenic cruising through the Sognefjord and Oslofjord. On July 25 and Aug. 8, 2027, guests can explore the heart of Norway’s fjord country with visits to Eidfjord, Hellesylt, Ålesund and Bergen, alongside scenic cruising in the Hardangerfjord and Storfjorden.
