Sarah Bretz, ContributorHolland America has revealed its 2026-2027 winter Caribbean schedule. Nearly every itinerary will include a call to Half Moon Cay, the line’s private island in the Bahamas. As well, Holland America is offering more 9+ night voyages in the Caribbean for the season than any other line sailing in the region.
There will be over two dozen itineraries aboard six ships available, ranging in length from seven to 14 days. Cruises will sail roundtrip from Fort Lauderdale and Miami from October 2026 to April 2027.
Half Moon Cay
Half Moon Cay will be receiving lots of enhancements and upgrades in time for the 2026-2027 winter season. Guests will enjoy enhanced beach facilities, upgraded cabanas and villas, and new shopping venues. Refreshed dining on the island will include a refurbished food court and Lobster Shack, as well as new food trucks with menu items you can only find on the island. Other highlights include new pickleball courts and beverages delivered via Aperol Spritz tricycles or Bacardi Beach Buggies.
The destination will also offer a new beach club with priority tendering, waiter service, and exclusive food and beverage offerings. Beach club guests will have private beach access with upgraded beach furniture, as well as both indoor and outdoor seating.
Signature Pool Experience
In time for the 2026-2027 season, Holland America will also be debuting a new adults-only Signature Pool Experience on its Caribbean cruises. Available at each ship’s Sea View Pool, guests will be able to enjoy amenities including cold towels, cucumber water and lemonade, and services like sunglasses cleaning. On sea days, the space will feature live ambient music.
An Extended Vacation
Those looking for a longer cruise can choose from 11 itineraries across over 70 departures that are over nine days in length. Many explorations focus on the U.S. and British Virgin Islands, partial transits of the Panama Canal, the Great Antilles, and beyond.
Nieuw Amsterdam will offer nine-day eastern Caribbean and 12-day Caribbean voyages. Rotterdam and Zuiderdam will offer both 10-day western Caribbean and 11-day eastern and southern Caribbean sailings. Eurodam will also operate 11-day Caribbean sailings.
Week-Long Adventures
Holland America’s seven-day Caribbean cruises will be offered on Eurodam, Zuiderdam, Nieuw Amsterdam, and Nieuw Statendam. Voyages will include late-night stays in San Juan, and evening departures from St. Thomas. Nearly three dozen departures on four different itineraries will be available.
Zuiderdam, Eurodam, and Nieuw Statendam will offer western Caribbean cruises. In the eastern Caribbean, guests can choose from sailings on Eurodam, Zuiderdam, Nieuw Amsterdam, and Nieuw Statendam.
Early Booking Bonus
Starting fares for Holland America’s winter 2026-2027 Caribbean cruises with the inclusive Have It All package begin at $1,299 per person, based on double occupancy. For a limited time, when guests book their cruise with the Have It All package, the standard package amenities will be enhanced with the addition of free prepaid gratuities and upgrades to the Elite Beverage Package and Premium WiFi.
Travelers can also take advantage of Holland America’s Mariner Society Early Booking Bonus. Loyalty members can enjoy up to $400 in onboard credit per stateroom when the sailings open for booking. Guests must book these cruises by June 30, 2025 to receive the Exclusive Mariner Society Early Booking Bonus.
Comments
Are you planning to take a cruise with Holland America in the next year or two? What would be your top cruise line choice for a voyage in the Caribbean? Drop us an anchor below and let us know!
