Lilly x Monogram Mary: Spring 2025’s First Collaboration

Enjoy special Lilly branding on your lifeguard hat, such as inside printed lining and Lilly pink and green pineapple embroidery. This lifeguard-style hat is sold exclusively at Monogram Mary. The chic designs of Monogram Mary may look very familiar to you from Lilly launches over the years. She’s lent her fabulous, customized touch to Lilly x Lovango, The Nantucket Hotel, our Lilly x Natalie's Juice Launch at Eau Palm Beach, and our Break the Love tennis rally in the Hamptons, so many fun celebrations. To learn more about this collaboration with our dear, dear brand friend who is the founder and heart of the brand, Brooke Shephard, read our interview below.

In your own words, share more about your founding story and vision behind Monogram Mary:

“I started this business with a simple yet powerful goal: to help people celebrate life’s big and small moments with thoughtful, personalized keepsakes. For me, monogramming is more than just adding initials to a product—it’s about creating memories that bring people back to their happiest times. I’ve always believed that the art of gift-giving is about more than the gift itself. It’s about the feeling it creates—the joy of knowing someone thought of you and took the time to make something uniquely yours. That’s why I’m passionate about crafting gifts that go beyond the ordinary. Whether it’s celebrating your engagement, surprising your best friend on their birthday, or commemorating a baby shower, Monogram Mary is here to make those moments even more special.

I’m not trying to be another big-name retailer that simply puts a name on a tote bag. My mission is to spread kindness through thoughtful gift-giving, helping people connect in meaningful ways. Every Monogram Mary product is a reflection of the love and care that goes into making life’s milestones unforgettable. Thank you for letting me be a small part of your story. I hope our keepsakes bring you as much joy as I feel creating them!” 

And how do YOU Lilly—what do you love about the brand and what it means to you?

“Lilly has been a brand I’ve admired since I was a young girl. As a creative I have always been drawn to bright happy colors and artwork. Palm Beach is a special place for my family and seeing a Lilly print always reminds me of happy times with my parents and grandparents!”

Can you tell us more about this iconic hat and how you style it?

“I love that the 'Hat of Summer' has the look of a traditional feminine sun hat but with a bit of a sporty twist. It makes sense with a sundress and a bathing suit or court side waiting for your next match. 

We’re all looking forward to our 2025 trips. Where has your “hat of the summer” traveled with you?

The hat of summer has been my companion on countless adventures from girls beach trips to kayaking and boat days with my family. It travels so well so it’s always #1 on my packing list. I can't wait to see people take the Lilly x Monogram Mary Pineapple Hat on their spring and summer adventures. 

It doesn’t need to be summer for the “Hat of Summer” to be on your packing list. Shop this limited-edition collaboration now and we can't wait to show you what else is coming this year -- stayed tuned! xx