Family fun on board; grandparents; Pirate Night; Main Deck
  • On Nov 28, 2025
    Kim from VA Asked Please note that experiences, policies, pricing and other offerings are subject to change and may have changed since the date of this answer.

    Merrytime 4 night cruise on fantasy. What events do I need to dress up for?

    Ahoy there, Kim!

    Welcome aboard planDisney! Cruise on the beautiful Fantasy. Check. A Very Merrytime sailing. Check. Stops at both, Castaway Cay and Lookout Cay. Check. It sounds like your upcoming voyage is already shining brighter than the North Mountain after Elsa lets it go. Now all that’s left is dialing in that packing list so you’re ready to set sail in just a few short days!

    Before we jump in, remember that dressing up for any theme night is completely optional—but I hear you, because sometimes getting dressed to the nines is half the joy. As always, once you’re onboard, peek at your Disney Cruise Line Navigator app to confirm the latest schedule of events, activities, and entertainment. Things can shift faster than Maui when he’s showing off his shapeshifting skills.

    Here’s what your current itinerary looks like:

    • Day 2 (Castaway Cay) – Optional Dress-Up Night: This one’s a little like choosing between Anna’s winter boots and her coronation gown—you really can’t go wrong. Because this night includes Mickey & Minnie’s Holiday Party, you’ll want to decide between classic dress-up attire or something festive and holiday-themed. Or go bold and blend the two for an elegant holiday look worthy of a royal ball at the castle.

    • Day 3 (Lookout Cay) – Pirate Night: Time to summon your inner Captain Hook—though hopefully without all the crocodile-related drama. Once you and your crew are decked out in your swashbuckling best, get ready for pirate-themed activities, a treasure-inspired dinner menu, and a high-spirited deck party topped off with fireworks lighting the sky (weather permitting, of course).

    And while Day 4 (at sea) is currently planned as cruise casual, that doesn’t mean you need to tuck away the fancy outfits. In fact, this can be the perfect night to suit up, snap some family photos, and create memories that would fit right into a storybook ending.

    I hope this helps you feel shipshape and ready for every celebration coming your way. You’ve picked an itinerary full of sparkle, spirit, and seasonal magic, and I’m thrilled for all the joy waiting just beyond the horizon.

    Sea ya real soon as the tides turn toward thankful hearts and joyful journeys,
    Dustin
thumbnail image for Dustin

Meet the Panelist: Dustin, Florida

Ahoy, me hearties! I’m Dustin—a husband, father of two, and active-duty service member living in sunny Florida. My crew and I “just keep swimming” toward our next Disney Cruise Line adventure! From “a whole new world” of ports to “hakuna matata” vibes on deck, we live for the magic at sea. Ready to see what’s “beyond the reef”? Allow me to be your guide as we sail toward your perfect Disney Cruise adventure! Learn More About Dustin

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