Date Night Ideas in St. Augustine

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There’s no doubt that St. Augustine is one of the most romantic cities in the U.S. From the cobblestone streets to the rich European-influenced architecture, the Nation’s Oldest City is truly charming. It’s no surprise that St. Augustine is a hotspot for engagements, weddings, anniversary trips, and all things romance.

So, if you’re planning on taking a romantic getaway to The Ancient City, check out our top date night ideas to enjoy with your significant other.

Be Adventurous


Bluewater Adventure boats in action. / Photo credit:


For the couple who is always up for trying something new, we’ve got a couple of great options. Bluewater Adventure St. Augustine offers sunset tours on their catamaran boats. Enjoy exploring St. Augustine’s Intracoastal Waterway and see a different view of St. Augustine. You even get to drive your own boat! If you’d like a higher view of St. Augustine, check out the St. Augustine Lighthouse & Maritime Museum, the Nation’s Oldest Port. Climb the 219 steps to the observation deck for breathtaking 360-degree views of the city. While you’re there, be sure to check out the Keepers’ House, which is full of different interactive exhibits and artifacts from historic shipwrecks.

Travel Back in Time

Couples enjoy a meal at a sidewalk cafe along Aviles Street. / Photo credit:

Couples enjoy a meal at a sidewalk cafe along Aviles Street. / Photo credit:


If there’s one thing St. Augustine has an abundance of, it’s rich history. Those who live in The Ancient City take every measure to preserve the past and keep the history alive. So, if you’re interested in learning more about what makes St. Augustine one of the most historically rich cities in the country, you can take one of the many historical tours available. Depending on your mood, you can take a carriage ride, trolley ride, ghost tour, or historic walking tour. Once you’ve finished your tour and increased your knowledge of the Nation’s Oldest City, take a stroll down Aviles Street, the oldest street in the U.S., and have dinner at one of the charming sidewalk cafes.

Take a Walk on the Wild Side


Photo credit: St. Augustine Alligator Farm Zoological Park


If you’re looking to mix things up, start off at the St. Augustine Alligator Farm Zoological Park. This one-of-a-kind zoo is the perfect place to explore. As you walk through the zoo, you’ll see all kinds of wildlife in different exhibits such as the Python Cave, Lemurs of Madagascar, Birds of Africa, the Land of Crocodiles, and more. Once you’ve perused the exhibits, you can head over to Crocodile Crossing, the zoo’s zip line attraction, to see the zoo from a different angle. You and your partner can zip through the zoo as you conquer different obstacles on the Nile River Course or the Sepik River Course. And for even more of a rush, you can try out the Python Challenge, a 40-foot, controlled free fall! Once you’ve worked up an appetite at the zoo, head on over to Collage Restaurant or Llama Restaurant for some exotic cuisine!

Spend Sunset on the Beach


Sunset at Vilano Beach / Photo credit:


There’s nothing quite like watching the sunset from the beach. St. Augustine sunsets put on a spectacular show for onlookers. If you get to the beach a little while before sunset, you’ll be able to take a long walk and enjoy the view. Bring your blankets and picnic basket and have a romantic picnic or enjoy one of the many restaurants along the beach with an ocean view. Surrounding beaches in the area include St. Augustine Beach, Vilano Beach, Ponte Vedra Beach, Crescent Beach, and Butler Beach.

Go for a Sail

The Schooner Freedom sails along the bayfront. / Photo credit: Schooner Freedom Charters

The Schooner Freedom sails along the bayfront. / Photo credit: Schooner Freedom Charters


What’s more classic and romantic than enjoying a sunset sail on the waters of St. Augustine? Schooner Freedom Charters offers sunset, moonlight, and full moon sails. Surprise your significant other with an elegant sail that truly allows you to see St. Augustine from a different viewpoint. Bring a picnic or snacks, sit back, and relax as your captain guides you through our beautiful coastal waters. Unwind while listening to live music and watch for dolphins, sea turtles, manatees, and more. This is sure to be a date night you won’t soon forget.

Keep It Classic

Onlookers enjoy a screening of The Oscars. / Photo credit: Corazon Cinema and Cafe


What could be more timeless than the traditional dinner and a movie date night? There’s a reason this is a go-to date. You get to enjoy a great meal and each other’s company and then be entertained by a film for the rest of the night. The Corazon Cinema and Cafe is in a restored building in downtown St. Augustine. It houses 3 screening rooms and a cafe. The Corazon specializes in showing independent films, classic films, and documentaries. They also have open mic nights and other special events. They have a quaint cafe that serves up homemade food with the freshest ingredients from a movie-themed menu. And with the Corazon’s unique theater seating, you can even eat during the movie if you wish! And better yet, the staff will happily serve you at your seat during the film. So, sit back, relax, and enjoy a classic evening.


Natalie McElwee
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