Romantic Restaurants in St. Augustine + Things To Do

Living in St Augustine has been an incredible experience. As a historical, beautiful, and charming town, there are plenty of things to do with family and friends, but especially for a great date night. The romantic restaurants in St Augustine are plentiful, as are the memorable experiences. We have had a great time exploring new (to us) places to eat in St Augustine and mixing it up with some fun adventures as well. Don’t save the date nights for Valentine’s Day, special occasions and birthdays; Downtown St Augustine is beautiful all year round and is perfect for an unforgettable experience at any time. 

St Augustine Romantic Date Flagler

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St. Augustine, with its cobblestone streets and historic charm, is one of the most romantic cities in Florida. Whether you’re visiting for a weekend getaway or a local looking for the perfect date spot, here’s a roundup of some of the most romantic restaurants and great things to do in the city. Each option offers a unique atmosphere, delightful cuisine, and a dining experience perfect for setting the mood.

St Augustine Restuarant List

Each restaurant offers something unique, so it’s important to consider which one will be the perfect place for your specific experience. For example, I love anything outdoors with bistro lights above us, which could be tucked away in a garden or along a bustling street, either way I am happy. But, you may want something more secluded, or maybe you are in the mood for a specific style cuisine, this list includes options for everyone.

Some restaurants are in the historic district, off of or near St George Street, while others are a bit outside of the heart of St Augustine. 

Collage Restaurant

  • Cuisine: Global Fine Dining
  • Vibe: Intimate and cozy, perfect for special occasions or a quiet night with your partner. The restaurant is small, with candlelit tables and a warm, inviting atmosphere. The artwork and rustic touches give it a personal, romantic feel.
  • Cost: $$$$ (Entrees $30-$60)
  • Location: 60 Hypolita St, St. Augustine, FL 32084
  • Details: Known for its seasonal menu, Collage serves innovative dishes from around the world, incorporating fresh, local ingredients. Popular menu items include the beef tenderloin, lobster ravioli, and a variety of seafood options.

The Raintree Restaurant

  • Cuisine: Steak and seafood with a Southern twist
  • Vibe: Housed in a Victorian mansion, The Raintree offers a nostalgic, old-world charm with outdoor seating in a garden setting. The ambiance is quiet and relaxed, ideal for a leisurely romantic dinner. Definitely try to eat outside if you can! 
  • Cost: $$$ (Entrees $25-$45)
  • Location: 102 San Marco Ave, St. Augustine, FL 32084
  • Details: The menu offers diverse selections, including steaks, seafood, and crepes. Their signature desserts and extensive wine list make it a top choice for dessert dates, too.
St Augustine Romantic Date Bridge of Lions

Michael’s Tasting Room

  • Cuisine: Spanish-inspired, Seafood
  • Vibe: Upscale, contemporary, yet intimate. With exposed brick walls and a refined decor, Michael’s offers a sleek and romantic setting for couples looking for something modern. The service is top-notch, enhancing the fine dining experience.
  • Cost: $$$$ (Entrees $30-$50)
  • Location: 25 Cuna St, St. Augustine, FL 32084
  • Details: The menu highlights locally sourced seafood and fresh ingredients, with standout dishes like the fresh catch of the day, grilled octopus, and Iberian-inspired dishes. The wine and craft cocktail list is extensive, making it a great spot for wine lovers.

The Floridian

  • Cuisine: Southern Comfort, Farm-to-Table
  • Vibe: Relaxed and quirky, The Floridian offers a more casual romantic setting. Its rustic decor and laid-back vibe make it a cozy spot for couples who prefer a fun, yet intimate dinner. I am a big fan of the vibe! 
  • Cost: $$ (Entrees $15-$30)
  • Location: 72 Spanish St, St. Augustine, FL 32084
  • Details: The Floridian focuses on fresh, local ingredients, serving up Southern-inspired comfort food with a modern twist. Vegetarian and vegan options are also plentiful here, and their seasonal menus offer a fresh experience with every visit.

Casa de Vino 57

  • Cuisine: Wine Bar with Small Plates
  • Vibe: Romantic and intimate, this wine bar is perfect for a low-key date night. Set in a historic building, the candlelit atmosphere and cozy indoor and outdoor seating make it ideal for couples.
  • Cost: $$-$$$ (Small plates $10-$20)
  • Location: 57 Treasury St, St. Augustine, FL 32084 (right in the middle of historic downtown!)
  • Details: Casa de Vino 57 offers an extensive wine selection paired with small plates such as artisanal cheeses, charcuterie, and tapas-style dishes. It’s a great option for a more casual evening centered around good wine and conversation. They often have special events so be sure to check their calendar in advance.  

Ice Plant

  • Cuisine: Farm-to-Table, American
  • Vibe: Housed in a historic ice factory, The Ice Plant features a unique and trendy vibe, with a focus on craft cocktails and artisanal food. The industrial-chic decor makes it a stylish, yet relaxed option for a fun date night.
  • Cost: $$-$$$ (Entrees $15-$30)
  • Location: 110 Riberia St, St. Augustine, FL 32084
  • Details: The Ice Plant is famous for its craft cocktails, but the food is equally noteworthy. The menu focuses on local ingredients, offering seasonal dishes like braised short ribs, fresh seafood, and house-made sausages. The vibes are vibing here, it’s a very cool concept building and a stunning design. 

Llama Restaurant

  • Cuisine: Peruvian
  • Vibe: Intimate and vibrant, Llama is a hidden gem in St. Augustine. The small, colorful dining space is perfect for a cozy and exotic date night, with friendly staff and an inviting ambiance.
  • Cost: $$$ (Entrees $25-$40)
  • Location: 415 Anastasia Blvd, St. Augustine, FL 32080
  • Details: Llama serves authentic Peruvian dishes with a modern twist. Menu highlights include ceviche, lomo saltado, and causa, all expertly crafted with fresh, high-quality ingredients. A great place for something different with an amazing full dining experience when you visit Llama!

Columbia Restaurant

  • Cuisine: Spanish and Cuban
  • Vibe: Elegant and classic, Columbia is an institution with over a century of history. Its rich decor and mosaic tiles make for an old-world romantic ambiance. The inside is beautiful and it’s in a great location. 
  • Cost: $$-$$$ (Entrees $15-$35)
  • Location: 98 St George St, St. Augustine, FL 32084
  • Details: Famous for its paella, 1905 Salad, and authentic Cuban sandwich, Columbia is perfect for a lively, romantic evening with Spanish flair.
St Augustine Romantic Date Walk the Fort Historic City

Catch 27

  • Cuisine: Fresh Seafood, American
  • Vibe: Laid-back and intimate, Catch 27 focuses on fresh, local seafood in a warm, cozy setting. The outdoor patio is perfect for a relaxed, romantic dinner under the stars.
  • Cost: $$$ (Entrees $25-$40)
  • Location: 40 Charlotte St, St. Augustine, FL 32084
  • Details: Come for the delicious local seafood and stay for the romantic outdoor patio with bistro lights while sipping a delicious cocktail. 

Old City House Inn & Restaurant

  • Cuisine: Continental Fine Dining
  • Vibe: Housed in a historic inn, this restaurant offers an intimate and romantic atmosphere with classic decor and personalized service. The outdoor patio is also a charming option for couples.
  • Cost: $$$ (Entrees $25-$45)
  • Location: 115 Cordova St, St. Augustine, FL 32084
  • Details: Known for its elegant presentations and refined flavors, Old City House is a great spot for anniversaries or a romantic getaway dinner. You could also reserve a room in the beautiful Inn! 

Harry’s Seafood Bar & Grille

  • Cuisine: New Orleans-style, Seafood
  • Vibe: Lively with a bit of Southern charm, Harry’s outdoor courtyard offers a casual yet romantic vibe, especially with live music in the evenings.
  • Cost: $$-$$$ (Entrees $15-$30)
  • Location: 46 Avenida Menendez, St. Augustine, FL 32084

Lotus Noodle Bar

  • Cuisine: Asian Fusion, Noodles
  • Vibe: Casual and cozy, with a vibrant and modern ambiance. Perfect for couples looking for a more laid-back, intimate dining experience. If Asian fusion is one of your favorite types of restaurants, you will absolutely love the delicious meal options from Lotus! 
  • Cost: $$ (Entrees $10-$20)
  • Location: 170 San Marco Ave, St. Augustine, FL 32084

The Conch House

  • Cuisine: Caribbean, Seafood
  • Vibe: Tropical and relaxed, The Conch House offers waterfront dining with tiki huts over the water. It’s a fun, laid-back spot that still manages to feel romantic, especially with its coastal views. Perfect for a sunset dinner! 
  • Cost: $$ (Entrees $15-$30)
  • Location: 57 Comares Ave, St. Augustine, FL 32080

The Drunken Horse

  • Cuisine: French, Small Plates
  • Vibe: Cozy and charming, this wine bar and bistro is perfect for an intimate evening. The rustic decor and dim lighting create a relaxing, romantic atmosphere. Truly one of my favorite spots for sharing a bottle of wine in the ancient city. 
  • Cost: $$-$$$ (Small plates $10-$20)
  • Location: 56 St George St, St. Augustine, FL 32084

Sangrias Wine and Tapas Bar

  • Cuisine: Spanish, Tapas
  • Vibe: Romantic and lively, Sangrias offers a second-story view over St. George Street with live music. The combination of tapas and wine makes for a perfect date night. It doesn’t get closer to the action within the oldest city than Sangrias. 
  • Cost: $$ (Small plates $10-$20)
  • Location: 35 Hypolita St, St. Augustine, FL 32084

Chex L’amor

  • Cuisine: French Bistro
  • Vibe: Intimate and quaint, this French bistro offers a charming setting for couples looking for a quiet, cozy meal. With a tagline like “bites, bubbles and jazz at the house of love” you now this is going to be a beautiful place for a romantic evening. 
  • Cost: $$$ (Entrees $20-$35)
  • Location: 122 Marine St, St. Augustine, FL 32084

San Sebastian Winery – La Cocina at the Cellar Upstairs

  • Cuisine: Wine Bar and Small Plates
  • Vibe: Set in an old railway building, San Sebastian offers a rooftop bar with stunning views of the St. Augustine skyline. The atmosphere is both lively and romantic, especially at sunset. It is a great stop after enjoying free tasting tours with views of beautiful St Augustine marinas. 
  • Cost: $$ (Small plates $10-$20, wine flights available)
  • Location: 157 King St, St. Augustine, FL 32084

River & Fort

  • Cuisine: New American, Seafood
  • Vibe: Sophisticated yet approachable, River & Fort offers one of the best views in St. Augustine with rooftop dining overlooking the Matanzas River and Castillo de San Marcos. The multi-level restaurant offers different dining experiences, including a chic, candlelit rooftop perfect for a romantic sunset dinner.
  • Cost: $$$ (Entrees $25-$50)
  • Location: 12 Avenida Menendez, St. Augustine, FL 32084
  • Details: The menu is a modern twist on classic American dishes with a focus on fresh seafood and locally sourced ingredients. Popular choices include the lobster roll, fresh oysters, and grilled steak, paired with signature cocktails or wine.
St Augustine Walk the Fort

Romantic Things To Do In St Augustine 

I understand that you can’t always plan a romantic date night around meal time, so why not plan a date day at one of the beautiful, fun and romantic places within the city? 

​Explore Historic Landmarks

We don’t get to explore the area enough so it’s always fun to squeeze in one of the local experiences. You can do anything from take a sunset walk across the Bridge of Lions, or climb the St Augustine Lighthouse and walk through the Lightner Museum. Another local favorite is walking around the beautiful waterfront of the historic city. Even wandering the historic streets with an ice cream could be the perfect way to spend quality time together. 

Go To The Beach

This will always win for me. I love going to the beach with our family, but being able to go with just my husband, read a book, float around, and soak up the ocean views without needing to keep an eye on kids is really nice every now and then. Vilano Beach is one of our favorites for beach days. There is good food in the area as well! 

St Augustine Romantic Date Sailing

Take a Sunset Cruise

There are amazing options for a sunset cruise, or really a boat ride at any point of the day. Try a wine-tasting cruise or a cruise on the Fury with an open bar and snacks. Find out about all of the best boat tour options here. 

Take an Old Town Trolley Tour

The Trolley tour is so much fun and takes you to great spots in the city. This is another option that is wonderful with the family but can be a great time for a day date! 

Whether you want to stay in the heart of historic St Augustine or if you want to explore the surrounding areas, there are plenty of options for a romantic escape. The St. Augustine culinary scene is as rich as its history, offering a variety of romantic dining spots and fine wine perfect for any date night. If you’re in the mood for fine dining, casual comfort food, or just a glass of wine and small plates, this charming city has something to satisfy every couple’s palate and style. And there are activities for everyone and across any amount of time. 

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