Things to do in St. Augustine for couples

---

Built in the late 1600s, the Castillo is the oldest masonry fort in the continental U.S. and a centerpiece of St. Augustine’s history. Couples can walk its coquina stone walls, explore the old battlements and cannons, and take in sweeping views of Matanzas Bay. As the sun sets, the fort glows against the waterfront, making it one of the most romantic and iconic spots in the city.

The heart of the nation’s oldest city, Historic Downtown St. Augustine is where cobblestone streets, Spanish Colonial architecture, and centuries of stories come to life. Couples can explore charming boutiques, art galleries, and hidden courtyards, then stop for wine, tapas, or live music along the way. Wandering hand-in-hand here feels like stepping into a European village — full of history, beauty, and romance at every turn.

Looking to capture your connection in a bold and unforgettable way? Jess Neste is a professional boudoir photographer based in St. Augustine who specializes in creating intimate, empowering photo experiences. Whether it’s a playful couples’ session or a confidence-boosting solo shoot, her work blends artistry with comfort, making every client feel celebrated. A perfect keepsake from your Hidden Honey Homes getaway — one that lasts long after your trip.

One of the most talented and sought-after

makeup artists working on models and clients from Miami to New York to LA. Jessica is the best

of the best, known for creating looks that are glamorous, timeless, and unforgettable. She is the

perfect choice for guests preparing for a big night out in St. Augustine, 

Contact her directly to book via Instagram: @glambarbyjess

Housed in a restored 1927 ice plant, this bar and restaurant is all about craft — from farm-to-table dishes to hand-cut cocktail ice. The industrial-chic space feels both historic and modern, making it a favorite date night spot. Sip a barrel-aged cocktail, share small plates, and soak in the atmosphere where old Florida charm meets elevated mixology.

The heart of historic downtown, lined with boutiques, wine bars, cafés, and hidden courtyards. Stroll hand-in-hand, stop for a glass of wine in a tucked-away patio, and explore art galleries or chocolate shops. Street performers bring it to life, while side alleys offer quiet nooks for couples to pause and reconnect.

Step into Florida history at the country’s oldest ice plant, now transformed into St. Augustine Distillery — founded by local families, committed to craftsmanship, and deeply rooted in community. Take a guided tour and tasting any day of the week, explore their award-winning bourbon, rum, gin, and vodka, then linger in the shop for artisan gifts. Perfect for couples who enjoy sipping something local while learning about its past.

Eat like a local with The Tasting Tours — a 3-hour guided journey through St. Augustine’s historic streets, stopping at hand-picked restaurants, wine bars and cocktail dens. Every bite, sip, and story is curated to show you the flavor of the city. Perfect for couples who love good food, good drinks, and discovering hidden gems together.

Once the opulent Ponce de León Hotel built in 1888, Flagler College is a masterpiece of Spanish Renaissance architecture and one of St. Augustine’s crown jewels. Couples can take a guided tour to admire Tiffany stained-glass windows, hand-painted murals, and lavish details that feel like stepping back into the Gilded Age. The courtyard and grand lobby are stunning spots for photos — a perfect blend of history, art, and romance.

Housed in the former Alcazar Hotel built by Henry Flagler in 1888, the Lightner Museum is a treasure trove of art, antiques, and curiosities. Wander through grand ballrooms and galleries filled with everything from stained glass to Victorian-era artifacts. The central courtyard, with its koi ponds and lush gardens, makes a beautiful spot to pause together. It’s history, elegance, and romance wrapped into one experience — perfect for couples exploring St. Augustine’s timeless charm.

The oldest Catholic parish in the U.S., this cathedral is a stunning blend of Spanish Colonial and Renaissance Revival architecture. Step inside to admire soaring ceilings, vibrant stained-glass windows, and hand-painted murals that tell centuries of stories. Whether you visit for quiet reflection or to marvel at its artistry, the Basilica offers a peaceful and awe-inspiring pause in the heart of downtown.

Just a short drive from downtown, St. Augustine Beach is where wide sandy shores meet a lively coastal vibe. Perfect for sunrise walks, swimming, or lounging under an umbrella, the beach also offers a fishing pier, volleyball courts, and casual oceanfront dining. Whether you’re looking for a playful afternoon in the waves or a romantic evening stroll, this stretch of sand is a must for couples wanting the best of Florida’s coast.