Restaurant table set with wine glasses and place settings amongst other set tables
  • On Sep 28, 2026
    Jennifer from MA Asked Please note that experiences, policies, pricing and other offerings are subject to change and may have changed since the date of this answer.

    Hi. My husband and I are staying at Caribbean for our 30th anniversary. This is our first trip without kids. We will be there Memorial Day Weekend. Do you have any suggestions on something special to do on May 31st to celebrate our anniversary? Thank you.

    Welcome back to planDisney, Jennifer!

    I’m delighted you stopped by to let us help plan a magical celebration for your 30th anniversary.  There is no better place to celebrate your happily ever after than at The Most Magical Place on Earth!

    Jennifer, when I think of celebrating a special occasion at Walt Disney World Resort, the first thing that comes to mind is the delicious signature dining options available.  One of my favorite places to spend an evening outside the theme parks is Disney's BoardWalk, which is just a quick ride on the Disney Skyliner from Disney's Caribbean Beach Resort.  I recommend dinner at Flying Fish, followed by watching Luminous The Symphony of Us from the bridge by EPCOT's International Gateway.  If you're interested, you may also want to work in a visit to Disney's newest entertainment venue, Hurly-Burly!

    Additionally, I'd suggest checking out the Enchanting Extras Collection for a variety of unique experiences that will certainly add an extra pinch of pixie dust to your visit.  Among our favorites are the Magic Kingdom Dessert Parties.  You can choose from three options: a pre-party, Seats & Sweets, or a post-party.  No matter which option you choose, you can enjoy a selection of alcoholic and non-alcoholic beverages, a yummy dessert buffet, and you'll have reserved viewing for Happily Ever After!

    planDisney Pro Tip - Don't forget that as a Guest staying in the Disney Resorts Collection, you can start making reservations for dining and other select experiences 60 days before your check-in date for the entire length of your stay!

    If you'd like an afternoon full of relaxation and pampering, you may also want to check reservation availability at The Grand Floridian Spa.  As a bonus, you'll be able to spend time in the relaxation room and enjoy the other amenities before and after your service.  If you decide to book a service and find yourself at Disney's Grand Floridian Resort & Spa for the day, I recommend grabbing drinks and light bites at the Enchanted Rose.  Inspired by Beauty and the Beast, this lounge is absolutely gorgeous and full of charm!

    Jennifer, I hope this information helps as you plan an anniversary celebration that is practically perfect in every way!  If you have any other questions, please stop by to see us again here at planDisney - we're all ears!

    Cheers!
    Kristi
thumbnail image for Kristi

Meet the Panelist: Kristi, Maryland

Hi! I'm Kristi and I've been making magical memories at the Walt Disney World Resort since my first visit in 1989. While I cherished my childhood visits, my favorite memories have come sharing all of the excitement and wonder of a Disney Parks vacation with my husband and three boys. Whether you're planning a runDisney racecation, a trip with little ones, a land and sea adventure, or anything in between, I'm ready to help you make some bibbidi-bobbidi-beautiful plans for your next Disney Parks vacation! Learn More About Kristi

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