Why Now Is the Best Time to Book Your 2026 Holiday Sailing

Image: Virgin Voyages (Photo Credit: Virgin Voyages)
Image: Virgin Voyages (Photo Credit: Virgin Voyages)
by Virgin Voyages Blog
Last updated:: 6:00 AM ET, Fri July 31, 2026

The holidays always arrive faster than expected, and for travelers who'd rather trade cooking marathons and gift-wrapping chaos for sunsets and celebrations, Virgin Voyages has a solution: book the holiday sailing now.

Holiday voyages are consistently among Virgin's most in-demand sailings each year, and the cabins that go first are the ones most sailors want. Booking early means access to the widest selection of accommodations, including sought-after Sea Terraces, plus first pick of itineraries and more runway to plan shore excursions, dining reservations and onboard celebrations.

For a limited time, sailors who book select 2026 holiday voyages will receive a free balcony upgrade, 70% off a second sailor's fare and up to $300 in onboard credit to spend on spa treatments, specialty coffee, shore things or celebratory cocktails.

The lineup includes options for every kind of holiday traveler. Christmas week sailors can choose a seven-night Eastern Caribbean and Bimini itinerary from Miami or a Southern Caribbean cruise from San Juan, both departing December 19. Shorter escapes depart just before Christmas, sailing five nights to Mexico or Grand Turk. Sailors who'd rather ring in the New Year at sea have several options too, including sailings to the Bahamas, the Western Caribbean, the Southern Caribbean and the Dominican Republic, with departures between December 26 and 30.

Onboard, festive touches (seasonal entertainment, celebratory gatherings, elevated dining) are woven into the experience without feeling forced, leaving sailors free to celebrate however suits them, whether that means a quiet cabin nap or joining fellow sailors for a toast.

Holiday sailings don't come with unlimited availability, and the earliest bookings consistently get the best selection. For travelers ready to check "holiday plans" off next year's list, now is the moment to secure a cabin and start counting down to a season spent somewhere extraordinary.


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