Couple enjoying drinks at the Bayou on the Wish
  • On Oct 9, 2025
    Dawn from FL Asked Please note that experiences, policies, pricing and other offerings are subject to change and may have changed since the date of this answer.

    Husband & I are usually with our family when we cruise Disney(this'll be our 4th)--but this time around it is just the 2 of us for our 22nd anniversary :) On Disney Wish (Nov 17-21st) & thoroughly excited~what day is Pirate Night? TYIA

    Ahoy there, Dawn!

    Welcome back to planDisney! I have to say—what an extra magical way to celebrate 22 years together! A Disney cruise for two on the enchanting Disney Wish sounds like a dream straight from the Fairy Godmother herself. Congratulations to you both!

    Your upcoming Very Merrytime sailing is going to be the perfect blend of love and holiday cheer. You’ll be surrounded by twinkling lights, festive décor, and that unmistakable Disney magic that always makes everything feel extra special. There’s just something about sipping a peppermint mocha on deck while sailing the high seas that feels straight out of a holiday movie.

    Now, when it comes to Pirate Night, you’re in luck! On your specific sailing, the current entertainment schedule shows:

    • Day 2 (Nassau) – Optional Dress-Up Night / Mickey & Minnie’s Holiday Party: This is your chance to get fancy or festive! Whether you’re donning a dapper look fit for a royal ball or cozy holiday attire worthy of a Main Street Christmas card, it’s the perfect evening to toast to 22 magical years together.

    • Day 3 (Castaway Cay) – Pirate Night: Shiver me timbers—it’s time to trade in your formalwear for pirate gear! The crew goes all out for this night of swashbuckling fun, complete with themed shows, character appearances, and, if the weather is in your favor, a fireworks display that’ll make even Captain Hook say “Yo-ho-ho!”

    Just keep in mind that entertainment schedules can shift quicker than Lightning McQueen in a race, so double-check your Disney Cruise Line Navigator app once onboard to confirm the final schedule.

    Since this sailing is extra special for you and your husband, be sure to head into the Navigator app before your cruise and add your anniversary under the “Special Requests & Special Services” tab. While nothing is guaranteed, you never know when a bit of pixie dust might float your way—perhaps in the form of a sweet surprise in your stateroom or an extra sprinkle of magic during dinner.

    I hope this helps you plan a voyage full of laughter, love, and a little holiday sparkle. Before long, you’ll be strolling hand in hand under the glow of the Wish’s grand chandelier, celebrating 22 years of adventure together—no magic mirror required to see how special that is.

    Sea ya real soon with boo-tiful nights and frightfully fun days,
    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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