Winter in St. Augustine tastes like magic. Cobblestone streets, historic charm, and the salty tang of the coast set the stage—but the real star is the food. From seafood fresh off the dock to decadent desserts that steam in the chilly air, this city knows how to feed your soul as much as your appetite. Winter crowds are thinner, tables are cozier, and every bite feels deliberate.
Pull up a chair, unwrap flavors that warm from the first bite, and discover the 13 standout St. Augustine spots locals—and visitors—can’t get enough of.
The Floridian
The Floridian captures the essence of Southern comfort with a modern twist. Nestled in historic downtown, it offers a warm ambiance perfect for chilly nights. Known for its vegetable-forward dishes, this restaurant is a haven for vegetarians and those with dietary restrictions.
Farm-focused menus highlight the best of local produce, ensuring each visit offers something new. The rotating seasonal plates provide a delightful surprise with every bite.
Its proximity to the Castillo, combined with thoughtful service, makes The Floridian a go-to spot after a day of exploration. Reservations are recommended for winter weekends.
Collage Restaurant
Collage Restaurant is where refined dining meets intimate atmosphere. Tucked in St. Augustine’s historic district, it offers multi-course meals that celebrate local flavors. The chef’s tasting menu, featuring local seafood and produce, is a winter highlight.
Exquisite wine pairings elevate the dining experience, making it ideal for special celebrations or romantic nights. Each dish is meticulously plated, reflecting the restaurant’s commitment to quality.
Polished yet inviting, Collage is perfect for a quiet evening after strolling through the historic streets. Reservations are advisable to secure your spot.
Columbia Restaurant
Columbia Restaurant is a slice of history with a flavorful twist. Established with deep roots in Spanish-Cuban cuisine, its time-honored recipes are a winter delight. The opulent decor, filled with intricate tiles, sets a festive tone.
Signature dishes like the classic paella and 1905 salad are perfect for sharing among friends. Large portions and rich flavors create a celebratory dining experience.
Located on St. George Street, Columbia is a landmark destination, inviting warmth and hospitality after a day of touring. Reservations for larger groups are recommended.
O.C. White’s Seafood & Spirits
O.C. White’s blends scenic views with flavorful Southern seafood. Set in the 1790 Worth House, its historic charm enhances the dining experience. The cozy rooms and tropical courtyard provide a welcoming escape on winter evenings.
Diners can enjoy homemade blue crab cakes, coconut shrimp, and daily fresh-fish specials. Live music adds a lively touch to the evening, creating a relaxed atmosphere.
Perfect after a day exploring nearby museums or forts, O.C. White’s offers free parking for diners. Reservations are recommended, especially during busy periods.
Harry’s Seafood Bar & Grille
Harry’s Seafood brings the spirit of New Orleans to St. Augustine. Known for its Cajun-Creole dishes, it offers a vibrant dining experience right in the historic district. The energetic ambiance is complemented by live music and balcony seating.
Indulge in jambalaya, shrimp Creole, and po’boys, all paired with a lively bar program. Generous portions and bold flavors make for a satisfying meal.
Harry’s is also a prime spot for enjoying the Nights of Lights. Reservations are suggested during holiday seasons and winter weekends for the best experience.
The Reef
The Reef offers a casual coastal dining experience with stunning ocean views. Situated on A1A, it’s a relaxing spot to enjoy brisk winter evenings. Fresh fish sandwiches and seafood platters highlight the menu, with seasonal specials adding variety.
Visitors can enjoy sunsets over the beach, occasionally accompanied by live music. The family-friendly atmosphere ensures everyone feels welcome.
Ideal after a winter beach walk, The Reef provides generous portions and casual service. Bringing a sweater is advised for ocean breezes, and reservations are not necessary.
Raintree Restaurant
Raintree Restaurant combines Victorian charm with classic American and seafood dishes. Located on San Marco Avenue, its lamp-lit dining rooms offer a cozy setting for winter dates.
Signature seafood entrees and steaks are complemented by brick-oven desserts, adding a sweet finish to any meal. The attentive service ensures a memorable experience.
Known for its nostalgic ambiance, Raintree is a staple for locals seeking comforting food on chilly nights. Reservations are recommended for weekends to enjoy its warm, intimate atmosphere.
Cap’s on the Water
Cap’s on the Water offers a taste of Old Florida with its riverside setting. Known for its fresh seafood and dockside views, it’s a delightful spot even on cool winter days.
The relaxed atmosphere is perfect for enjoying seafood platters or fried baskets while taking in the scenic panoramas. Friendly service and an Old-Florida vibe enhance the dining experience.
After a fort tour, it’s a great place to unwind with sunset dining. Outdoor seating is limited in colder weather, so plan accordingly.
Michael’s (Viva Hospitality)
Michael’s is a sophisticated choice for a quieter winter night by Vilano Beach. This contemporary restaurant specializes in creative seafood dishes and elevated cocktails.
Its ocean-adjacent location offers a serene setting, perfect for enjoying seasonal seafood entrees or shareable small plates. The refined yet relaxed ambiance makes it inviting for any occasion.
With attentive service and a fine-dining feel, Michael’s is an excellent choice for those seeking a unique culinary experience. Reservations are recommended, especially on weekends.
Salt Life Food Shack
Salt Life Food Shack is a beachside favorite known for its fresh seafood and sushi. Located across from the pier, it offers a laid-back vibe without the summer crowds.
Guests can enjoy fish tacos, seafood bowls, and rotating sushi specials on the lively patio. The rooftop bar provides ocean glimpses, adding to the beach atmosphere.
Live music nights enhance the dining experience, making it a fun spot for brisk walks along the pier. Walk-ins are welcome, as reservations are not accepted.
Catch 27
Catch 27 is a hidden gem in St. Augustine’s historic district, focusing on hyper-local seafood and produce. Its intimate setting is perfect for a thoughtful winter dinner.
The short, focused menu changes frequently, showcasing daily seafood specials and creative small plates. Local fishermen and farmers drive the offerings, ensuring freshness.
Ideal for date nights, Catch 27 offers inventive flavors in a cozy downtown setting. Reservations are advisable as the restaurant can fill up quickly, especially during winter.
Ice Plant Bar & Restaurant
Ice Plant Bar & Restaurant combines history and flavor in a unique setting. Housed in a restored ice factory, it offers craft cocktails paired with farm-forward fare.
The moody, candlelit rooms provide an atmospheric dining experience, perfect for cool winter nights. Inventive small plates and house-pressed cocktails are menu highlights.
Ideal for those seeking a creative dining experience, the Ice Plant is known for expertly mixed drinks and seasonal ingredients. Dinner reservations are recommended, especially on busy dates.
Blue Hen Cafe
Blue Hen Cafe is a charming spot for breakfast or lunch, beloved for its homemade comfort food. Located on King Street, it’s a perfect start to a chilly winter day.
Known for its biscuits, creative scrambles, and signature mimosas, the cafe offers farm-fresh ingredients and friendly counter service. The rotating lunch specials provide variety for regular visits.
Arrive early on weekends to snag a seat, as the quaint space fills up quickly. It’s an excellent choice before exploring museums or the Nights of Lights.