When your love story begins at Walt Disney World, it only makes sense to come full circle and celebrate your engagement in the very same magical place. Tiffany and Bryan are a vibrant, fun-loving couple whose hearts are happiest by the water. So when it came time to plan their engagement session, there was no question—Disney’s Caribbean Beach Resort was the perfect choice.

This beautiful Walt Disney World resort is not only full of vibrant Caribbean-inspired colors and lush tropical landscaping, but it also holds special meaning for Tiffany and Bryan. Their very first date was right here at Caribbean Beach Resort, where they walked the grounds, shared laughs, and started to create the story that led them to this exciting new chapter. And just to top it off with the kind of Disney magic that only this place can provide—their very first kiss happened while gliding through the sky on the Disney Skyliner.

Engagement Photography at Disney’s Caribbean Beach Resort

Shooting at Disney’s Caribbean Beach Resort for an engagement session is always a dream. The resort’s vibrant island vibes, sandy beach areas, scenic lake views, and charming pastel buildings provide the perfect mix of color, romance, and whimsy for photos. It’s a hidden gem for couples wanting Walt Disney World engagement photos without needing to step into the parks.

We began Tiffany and Bryan’s session by strolling through the resort grounds, soaking up the sunshine and capturing sweet, candid moments along the way. The energy between them is so playful—it made photographing them such a joy. Their chemistry really came alive on the sandy beach area where they kicked off their shoes and enjoyed some light-hearted moments together. This beach spot was a must—not only because it’s beautiful, but because the beach is their happy place.

A Ride Through Memory Lane on the Skyliner

Of course, no engagement session at Caribbean Beach would be complete without revisiting the Disney Skyliner, where their relationship took a romantic turn with their first kiss. We were lucky enough to time it just right and got some magical shots with the Skyliner gondolas gliding by in the background—a nod to their first unforgettable moment high above Walt Disney World.

As if the setting wasn’t already magical enough, Tiffany brought along a Disney bubble wand to add a bit of whimsy to the session. The bubbles floated through the air as they laughed and played—adding a touch of childhood joy and pure Disney fun to the photos. It was such a creative and personal touch that made the session feel even more uniquely theirs.

Why You Should Consider an Engagement Session at a Disney Resort

Whether you’re a lifelong Disney fan or just love a good tropical aesthetic, Disney’s Caribbean Beach Resort is an amazing location for engagement photography. It’s romantic, colorful, and full of quiet corners to explore without the crowds of the theme parks. Plus, it offers the perfect mix of elegance and playfulness.

If you’re thinking about engagement photos at Walt Disney World, this resort gives you all the beauty of Disney magic with the added bonus of a relaxed, beachy atmosphere. Whether it’s your first date spot, your proposal location, or just a favorite vacation destination, a Disney resort session is a wonderful way to personalize your engagement story.

Tiffany and Bryan’s session was the perfect blend of nostalgia, fun, and romance. It’s always such an honor to document love stories in places that mean the world to my couples, and I know these two will always look back on these photos with the biggest smiles.

✨ Planning your own engagement session at Walt Disney World or one of the Disney Resorts? I’d love to help capture your love story in a way that’s magical, meaningful, and completely you.