A Local’s Date Night Recommendations in St. Augustine, FL

by Kevin Howard

With charming cobblestone streets, historic architecture, and breathtaking coastal views, it's no surprise that St. Augustine, FL, ranked third on the New York Travel Guide's list of the 140 most romantic small towns in America. Whether you're planning a romantic getaway, celebrating a special occasion or just want to indulge in a memorable date night, here are some local insights for creating a wonderful experience with your loved one in St. Augustine.

1. Picnic with a View:

This is a personal favorite for a date night in St. Augustine. Imagine the two of you, delicious charcuterie, and a stunning view as your backdrop. Order a beautifully crafted charcuterie box from The Perch. Their selection includes an assortment of cheeses, meats, fruits, and other locally sourced delicacies, perfect for a romantic outdoor meal. The Perch provides a culinary experience, blending local flavors with artisanal quality. Have your charcuterie picnic at Frank Butler Park West where you can enjoy a gorgeous sunset over the Intracoastal, or along the Castillo de San Marcos sea wall overlooking the historic bayfront and Bridge of Lions. It’s pretty cool dining next to a 340 year old fort with vast water views where you can often spot dolphins, manatees and other wildlife.

For an extra touch of elegance, consider enlisting the services of Saint Augustine Proposals & Picnics or A Little Serendipity. These companies specialize in creating dreamy picnic setups in St. Augustine, complete with cozy blankets, cushions, and all the romantic vibes you could ask for.

2. Fine Dining Options:

If a fine dining experience is more your style, then Collage or Llama are the places to go. Both restaurants are renowned for their exquisite cuisine and intimate atmosphere. Grab a glass of wine in the cozy courtyard at Casa de Vino 57 beforehand, then you can take a leisurely stroll down a cobblestone street to Collage or towards the bayfront and hop in a pedicab over the Bridge of Lions to Llama. Both restaurants are very popular and have limited seating, so I suggest making a reservation at least a week in advance. If you go to Collage, try the lobster ravioli. And at Llama, the Mar y Tierra is incredible!

3. Romance on the Water:

For the ultimate romantic experience in St. Augustine, opt for a tailor-made sailing voyage offered by St. Augustine Sailing. With a variety of vessels and experiences available, St. Augustine Sailing guarantees an unforgettable excursion that showcases St. Augustine’s extraordinary beauty in the best way. For added luxury, you can have a private chef prepare your meal on board.