The holidays have a funny way of sneaking up on us. One minute it’s summer, the next you’re searching for recipes, juggling family calendars, and wondering how you’ll fit one more thing into an already packed season.
Or… you could already have your holiday plans sorted.
Our holiday sailings are designed for people who’d rather trade shopping lists for sunsets, cooking marathons for extraordinary dining, and holiday stress for the kind of memories that only happen at sea. And because these voyages are some of our most popular every year, there’s one simple truth: the earlier you book, the better.
We’re making sure of it.
For a limited time, when you book select 2026 holiday sailings, you’ll enjoy:
- A free Balcony Upgrade
- 70% off your second Sailor
- Up to $300 in onboard credit to spend once you’re on board
Think spa treatments, celebratory cocktails, specialty coffees, shore things, shopping, or whatever makes your holiday feel even more like a vacation.
It’s our way of saying thanks for planning ahead, while availability lasts.
Holiday sailings don’t stay available for long
There’s a reason so many Sailors come back year after year for the holidays.
Imagine waking up on Christmas morning to ocean views instead of oven timers. Ringing in the New Year surrounded by live music, elevated celebrations, and your favorite people. Spending your days exploring tropical ports instead of rushing between obligations.
Holiday voyages have become a tradition for many Sailors, which means the most desirable cabins and sailing dates are often the first to disappear.
Booking now gives you:
- The widest choice of cabins, including coveted Sea Terraces.
- The best selection of holiday itineraries.
- More time to plan excursions, dining, and celebrations.
- Something incredible to look forward to all year long.
Celebrate the season without the stress
Holiday magic doesn’t require endless to-do lists.
On board, festive moments are thoughtfully woven into the experience, from seasonal entertainment and celebratory gatherings to memorable meals shared with friends and family. The atmosphere feels festive without ever feeling forced, giving you the freedom to celebrate exactly how you want.
Need quiet time? Retreat to your cabin for a peaceful afternoon nap.
Feeling social? Join the celebrations and toast the season with fellow Sailors.
However you holiday, you can leave the cleanup, cooking, and planning to us.
Four unforgettable ways to spend the holidays
Whether you’re dreaming of white sand beaches or turquoise Caribbean waters, these 2026 holiday voyages offer something special. From festive five-night escapes to weeklong Caribbean celebrations, every holiday voyage is thoughtfully designed to make the season feel effortlessly extraordinary.
Eastern Caribbean & Bimini Holiday
7 nights | Departs Miami | December 19, 2026
Spend Christmas week island hopping before celebrating at our exclusive Beach Club at Bimini.
Southern Caribbean Holiday Cruise
7 nights | Departs San Juan | December 19, 2026
Escape to vibrant islands, hidden coves, and some of the Caribbean’s most spectacular beaches.
Mexico & Bimini Beach Club Holiday
5 nights | Departs Miami | December 21, 2026
A shorter holiday escape packed with sunshine, relaxation, and festive fun.
Grand Turk & Bimini Holiday Cruise
5 nights | Departs Miami | December 23, 2026
Celebrate the season with crystal-clear waters, beach days, and unforgettable holiday moments.
Can’t travel over the holidays? You can still totally sail the season with one of these sailings, which still include all the festive menus, décor, and onboard programming – on a schedule that works for you.
Bahamas & Bimini Beach Club
4 nights | Departs Miami | December 26, 2026
Keep the holiday celebrations going with sun-soaked views, white sand beaches, and a sailing right to the heart of the Bahamas.
Southern Caribbean New Year’s Cruise
7 nights | Departs San Juan | December 26, 2026
Say goodbye to 2026 and start 2027 off right with an idyllic southern Caribbean sailing and a New Year’s in San Juan.
Western Caribbean & Bimini New Year’s
7 nights | Departs Miami | December 27, 2026
Ring in the new year with crystal-blue waters, white-sand beaches, and a New Year’s celebration like no other.
Dominican Republic & Bimini New Year’s
5 nights | Departs Miami | December 30, 2026
Ring in the new year Dominican style with cascading waterfalls, Bachata beats, and an island paradise to explore.
Holiday magic doesn’t have a blackout date with us, so why not finish opening presents and then set off on the holiday adventure of your dreams? On Virgin Voyages, our sailors really can have it all.
Give yourself the gift of having the holidays already planned
The best holiday memories usually begin long before you unpack your suitcase. They start with knowing where you’ll be when the celebrations arrive. They start with having something incredible on the calendar. And they start with booking before everyone else has the same idea.
The holidays may still feel far away, but these sailings won’t stay available forever. Secure your 2026 holiday voyage today and spend next season exactly where you want to be: somewhere extraordinary.
