One of the things I love most about Disney Cruise Line is that every sailing has its own personality. No matter when you travel, you'll find the exceptional service, immersive storytelling, Broadway-style entertainment, and thoughtful details that make Disney Cruise Line so memorable.
But if you sail during one of Disney's seasonal celebrations, you'll discover an entirely new layer of magic woven throughout your vacation.
Each autumn, Disney Cruise Line transforms select sailings into Halloween on the High Seas, while later in the year, the fleet celebrates the holiday season with Very Merrytime Cruises.
Both are incredibly special experiences, and each offers festive entertainment, themed decorations, unique character encounters, and seasonal surprises.

Halloween on the High Seas
For families who love pumpkins, playful Halloween fun, and a touch of Disney mischief, Halloween on the High Seas offers a celebration that's festive without being frightening.
From the moment you step aboard, you'll notice the ship has transformed for the season. Autumn decorations fill the atrium, including the iconic Pumpkin Tree, while Halloween music and themed décor create a fun atmosphere throughout the sailing.
Highlights of Halloween on the High Seas often include:
- Mickey's Mouse-querade Party
- Character meet-and-greets in Halloween costumes
- Trick-or-treat opportunities onboard
- Halloween-themed crafts and activities
- Seasonal food and beverage offerings
- Special entertainment and themed decorations throughout the ship
Very Merrytime Cruises

If your family looks forward to holiday traditions each year, Very Merrytime Cruises bring that same festive spirit to sea.
The ships are beautifully decorated for the Christmas season, creating a warm atmosphere from the moment guests step onboard. Garland, twinkling lights, Christmas trees, and elegant holiday decorations transform the public spaces, making every stroll around the ship feel a little more magical.
Throughout the sailing, guests can enjoy seasonal entertainment, holiday-themed activities, and special visits from beloved Disney characters dressed in their festive attire.
Some of the experiences you can look forward to include:
- Mickey & Minnie's Holiday Party
- Santa Claus meet-and-greets
- Holiday storytelling and themed entertainment
- Christmas crafts and family activities
- Seasonal treats and specialty menu items
- Beautiful yuletide decorations throughout the ship

For many families, these sailings become part of their own holiday traditions and it’s a great opportunity to celebrate together while creating memories in a completely different setting.
What About Thanksgiving and New Year's Cruises?
While Halloween on the High Seas and Very Merrytime Cruises are Disney Cruise Line's two signature seasonal offerings, they're not the only sailings that celebrate special times of the year.
Thanksgiving cruises often include holiday-inspired menus, festive entertainment, family activities, and opportunities to celebrate the holiday together without worrying about cooking or hosting. It's a wonderful option for families who want to enjoy their Thanksgiving traditions while exploring beautiful destinations.
New Year's Eve sailings bring an entirely different energy onboard. Guests can look forward to festive celebrations, themed entertainment, countdown parties, and a memorable way to ring in the new year at sea.
While these holiday sailings don't feature the ship-wide seasonal transformations that define Halloween on the High Seas or Very Merrytime Cruises, they offer their own special experiences that make traveling during the holidays feel even more memorable.
Comparing the Atmosphere
Although both the Holiday and Halloween sailings include seasonal entertainment and special activities, they each create a very different feeling.
Halloween on the High Seas feels playful and full of surprises. Costumes, themed parties, pumpkins, and Disney Villains-inspired fun create an atmosphere that's festive without ever becoming too spooky.
Very Merrytime Cruises feel warm, nostalgic, and cozy. The twinkling lights, classic holiday music, elegant decorations, and festive entertainment create the feeling of celebrating Christmas at sea.
When clients ask which seasonal cruise I recommend, I usually encourage them to think less about the activities and more about the traditions their family already loves.
If your family enjoys dressing up and celebrating Halloween together, Halloween on the High Seas may be the perfect choice. If your favorite memories revolve around Christmas traditions, holiday music, festive decorations, and celebrating together as a family, Very Merrytime Cruises will be ideal.
And to add a little more fun to the holidays, if you sail out of Port Canaveral or Fort Lauderdale, you can easily add a pre- or post-stay at Walt Disney World and include Mickey's Not-So-Scary Halloween Party or Mickey's Very Merry Christmas Party!