Romantic Things to Do for Your Anniversary in Orlando
f you're planning something meaningful for your anniversary, skip the usual dinner reservations and create a day filled with connection, beauty, and unforgettable memories. Orlando offers some incredible options to help you celebrate — from intimate brunch spots to a relaxed photoshoot experience you'll treasure forever.
Here are three romantic brunch spots in downtown Orlando that pair perfectly with a couples photo session.
1. The Wellborn – Garden Oasis in the City
211 N Lucerne Cir NW, Orlando, FL
thewellbornorlando.com
Nestled in a historic downtown property, The Wellborn feels like a hidden retreat. Couples love its lush garden patio, string lights, and stylish cocktails. It’s the perfect setting for a quiet brunch before or after an anniversary session.
What to expect:
Romantic, plant-filled patio
Small plates and cocktails
Photo-worthy ambiance
This location also makes a beautiful backdrop for relaxed outdoor portraits.
2. The Stubborn Mule – Trendy, Fun, and Flavorful
100 S Eola Dr #103, Orlando, FL
thestubbornmuleorlando.com
Located in the heart of Thornton Park, The Stubborn Mule is ideal for couples who want something upscale but not too formal. Known for its creative menu and lively atmosphere, it’s a local favorite for brunch dates and celebrations.
Try:
Sweet Potato Tots
Fried Green Tomato BLT
Their signature brunch cocktails
Thornton Park’s walkable streets also offer great options for quick couple portraits nearby.
3. Maxine’s on Shine – Eclectic, Romantic, and Locally Loved
337 Shine Ave, Orlando, FL
maxinesonshine.com
Tucked away on a quiet brick-lined street just off downtown, Maxine’s on Shine is a quirky, romantic brunch spot with live music, comfort food, and a bohemian vibe. It’s been voted one of Orlando’s best date night spots — and their brunch is just as loved.
Perfect for anniversary brunch because:
Intimate and locally owned
Sunday jazz brunch with a fun, cozy vibe
Colorful décor makes every corner photo-worthy
Whether you're dining on the patio or enjoying the vintage bar inside, it’s a setting that feels celebratory and one-of-a-kind — just like your relationship.
Why Add a Photoshoot to Your Anniversary Plans?
Anniversaries are about reflecting on your relationship and creating new memories — and one of the best ways to honor that is with a couples photoshoot. Whether you choose a clean in-studio session or casual photos outdoors, it’s a way to capture your love at this moment in time.
This is especially popular for:
First anniversaries
Milestone years
“Just because” celebrations
You can schedule your session before brunch, after, or even on a different day — it’s all about making it personal to you.
Ready to Celebrate with a Photoshoot?
If you’re planning your anniversary and want something meaningful, I’d love to help. I offer clean, candid, and natural photography for couples in Orlando — either in-studio or on location.
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