St. Augustine is the perfect blend of history, charm, and scenic beauty, so there are plenty of options for a memorable date. Whether you’re into history, art, or just enjoying a beautiful day together, here are some great date ideas:
Stroll Through Historic Downtown
- Why it’s great: St. Augustine is the oldest city in the U.S., and its cobblestone streets and historic buildings make for a charming, romantic walk. You can explore local shops, cafes, and street musicians, and end with a visit to one of the local ice cream parlors or coffee shops.
- Bonus: Stop by Aviles Street, the oldest street in the U.S., for a more intimate, less crowded experience.
Castillo de San Marcos
- Why it’s great: Visit this historic fort for a slice of history, beautiful waterfront views, and a chance to walk around the scenic grounds. It’s particularly romantic at sunset when the light hits the water and the fort walls. Check out our blog post on Castillo de San Marcos for more information.
- Bonus: Check out the free cannon firing demonstrations if you time it right.
Sunset Boat Cruise
- Why it’s great: There are many options for boat tours, whether it’s a sailing excursion, a private boat rental, or a guided tour. Seeing the sunset from the water is an unforgettable experience.
- Bonus: Some tours offer champagne or wine, which adds to the romance.
St. Augustine Lighthouse & Maritime Museum
- Why it’s great: Climb to the top of the lighthouse for breathtaking panoramic views of the city and the ocean. It’s a great way to add a little adventure to your date.
- Bonus: Visit the museum afterward for a more laid-back exploration.
The Fountain of Youth Archaeological Park
- Why it’s great: This historic attraction is famous for its connection to the legend of Ponce de León and his quest for the “Fountain of Youth.” It’s a fun, quirky place to learn a little history together and enjoy some lighthearted moments.
- Bonus: You can take a sip from the “Fountain of Youth” as part of the experience, making for a fun, symbolic moment to share.
Dinner at a Romantic Restaurant
- Why it’s great: St. Augustine has many cozy, intimate dining spots. For a romantic dinner, consider Collage, known for its fine dining and artistic decor, or The Raintree for a historic home-turned-restaurant vibe with upscale cuisine.
- Bonus: Try O.C. White’s Seafood & Spirits for a more casual, but still charming, seafood experience by the water.
Ghost Tour
- Why it’s great: St. Augustine is known for its haunted history, and a ghost tour can be a fun and slightly spooky way to explore the city at night. Holding hands and sharing eerie stories can definitely be an adventure to remember. Check out our detailed post on some of our favorite ghost tours!
- Bonus: There are different types of tours—some include a walking tour of haunted spots, while others focus on ghost-hunting with high-tech gear.
Relax at Anastasia State Park
- Why it’s great: If you’re looking for something more low-key, spend the day at Anastasia State Park. You can enjoy a picnic on the beach, rent kayaks, or just walk along the shore and enjoy the natural beauty of the area.
- Bonus: Bring a blanket and some wine for a sunset picnic.
Take a Trolley Tour
- Why it’s great: Hop on a Red Train Trolley Tour for a fun and informative way to see the city’s highlights. It’s a great option if you both enjoy learning about history while taking in the scenic views of the city.
- Bonus: Trolley tours often pass by the major attractions, so you can decide to stop off and explore them more in-depth later.
Go Wine Tasting
- Why it’s great: San Sebastian Winery offers tours and tastings, and the laid-back atmosphere makes it perfect for a cozy date. You can enjoy a few glasses of local wine while learning about the wine-making process.
- Bonus: Many wineries offer complimentary tastings, so it’s a fun and affordable option.
The Colonial Quarter
- Why it’s great: This living history museum transports you back to the 16th and 17th centuries. Walking through the old town is romantic, and you can explore the historic buildings, try blacksmithing, and even shoot a musket together.
- Bonus: There are often live demonstrations or performances, making it a fun interactive experience.
Horse and Carriage Ride
- Why it’s great: A classic carriage ride through the historic streets is as romantic as it gets. It’s a nice way to take in the charm of the city while hearing interesting facts from the guide.
- Bonus: Many tours are available at sunset or night, offering a different vibe.
Explore the Lightner Museum
- Why it’s great: If you both enjoy art and history, the Lightner Museum is an elegant choice. It’s housed in the beautiful former Alcazar Hotel and is home to a variety of historical and artistic collections.
- Bonus: The museum also has a lovely café where you can grab a light bite afterward.
Take a Sunset Kayak or Paddleboard Tour
- Why it’s great: Paddle through the waterways and enjoy the serene beauty of the St. Augustine coastline. There are plenty of rental spots offering guided tours, so you can get a more personal experience.
- Bonus: Some tours also include wildlife sightings, like dolphins or manatees, adding extra excitement to your adventure.
With so many options, whether you’re in the mood for history, adventure, or just a relaxing day by the water, St. Augustine offers something special for every kind of date.