Located inside the magnificent 1888 Casa Monica Hotel, this elegant restaurant allows guests to dine within one of St. Augustine's most iconic Gilded Age landmarks. Originally known as the Cordova Hotel after Henry Flagler acquired the property, the building has welcomed distinguished travelers for more than a century. Today, guests can enjoy refined coastal cuisine surrounded by Moorish-inspired architecture, rich history, and timeless elegance.
Historic Hotel π¨ Gilded Age β¨
Historic dining is one of St. Augustine's signature experiences.
Rather than choosing a single destination, spend an evening exploring.
πΈ Begin with cocktails overlooking the bay.
ποΈ Wander the brick-lined streets of the Historic District.
π½οΈ Enjoy dinner in a beautifully restored historic building or candlelit courtyard.
π°πΆπ»πΆ Finish with dessert, live music, a ghost tour, or a leisurely walk down Saint George Street.
It's one of the best ways to experience the charm, romance, and timeless character of America's oldest city.
Dine in former Gilded Age hotels.
Dine in former Gilded Age hotels.
Dine in former Gilded Age hotels.
Collage
π 60 Hypolita Street, St. Augustine, FL 32084
π§± Old City Setting π€οΈ Historic Street π· Fine Dining
β (904) 829-0055
π https://collagestaug.com
π²π²π²π²
Nestled in the heart of the Historic District, Collage is one of St. Augustine's premier fine dining restaurants. Set within a charming historic building, it offers an intimate atmosphere featuring expertly prepared steaks, fresh seafood, and globally inspired cuisine.
Harry's Seafood Bar & Grille
π 46 Avenida Menendez, St. Augustine, FL 32084
π Bayfront History ποΈ Near Plaza πΈ Cocktails & History π¦ͺ Fresh Oysters
β (904) 824-7765
π https://hookedonharrys.com
π²π²
Located along the bayfront just steps from the Plaza, Harry's blends New Orleans-inspired cuisine with one of downtown's liveliest courtyards. Enjoy Cajun-Creole favorites, handcrafted cocktails, and live music in a vibrant historic setting.
Meehan's Irish Pub
π 20 Avenida Menendez, St. Augustine, FL 32084
π Bayfront History πΈ Cocktails & History π¦ͺ Fresh Oysters
β (904) 810-1923
π https://meehansirishpub.com
π²π²
Overlooking Matanzas Bay, Meehan's combines classic Irish hospitality with fresh local seafood. Relax with a pint on the waterfront, enjoy oysters upstairs, or soak in the lively atmosphere from the outdoor courtyard.
River & Fort
π 12 Avenida Menendez, St. Augustine, FL 32084
π Bayfront History πΈ Rooftop Cocktails π Rooftop Views ποΈ History Next Door (Overlooking Castillo de San Marcos) π¦ͺ Fresh Oysters
β (904) 481-8396
π https://riverandfort.com
π²π²π²
One of St. Augustine's newest dining destinations, River & Fort offers panoramic rooftop views overlooking Matanzas Bay and the Castillo de San Marcos. Whether stopping in for sunset cocktails or an elegant dinner, it's one of the city's premier rooftop experiences.
Historic dining is about more than the meal-it's about immersing yourself in the atmosphere that makes St. Augustine unlike anywhere else.
π‘INSIDER TIP
Unlike many historic cities, St. Augustine's dining district is remarkably walkable. Park once and spend the evening exploring historic landmarks, charming courtyards, rooftop bars, and unforgettable restaurantsβall within just a few blocks.
Founded in 1565, St. Augustine is the oldest continuously occupied European-established city in the continental United States. St. Augustine.
The city's historic district contains centuries-old Spanish Colonial, British Colonial, and Gilded Age architecture. Many restaurants occupy restored homes, former hotels, inns, merchant buildings, and historic landmarks.
In most cities, dinner is simply a meal. In St. Augustine, it can be a journey through 460 years of history. From former grand hotels and historic inns to hidden courtyards and centuries-old streets, dining here is as much about the setting as it is the food. Pair dinner with a ghost tour, carriage ride, or evening stroll along Saint George Street.
β Historic Dining Experiences Visitors Love
Columbia Restaurant
3.7 β’ Spanish Restaurant
π€οΈ Historic Street (St. George Street) πΈ Cocktails
π 98 St. George Street, St. Augustine, FL 32084
β (904) 824-3341
π columbiarestaurant.com
π²π²βπ²π²π²
Located on historic St. George Street, Columbia Restaurant brings more than a century of Florida tradition to America's oldest city. Famous for Spanish-Cuban cuisine, hand-painted tiles, and old-world ambiance, it's one of downtown's most iconic dining experiences.
CafΓ© Alcazar
4.2 β’ Restaurant
Historic Hotel π¨ Gilded Age β¨Landmark ποΈ Cocktails πΈ
π 25 Granada Street, St. Augustine, FL 32084
β (904) 825-9948
π thealcazarcafe.com
π²π²
Located inside the former Alcazar Hotel, guests dine in the space that was once Henry Flagler's magnificent indoor swimming pool-one of the most unique restaurant settings anywhere in Florida.
The Drunken Horse
4.7 β’ Restaurant
πΏ Courtyard π§± Old City π€οΈ Historic Street (Charlotte Street) πΈ Cocktails
π 56 Charlotte Street, St. Augustine, FL 32084
β (904) 679-5858
π drunkenhorsewinebars.com
π²π²βπ²π²π²
Nestled inside a charming historic property just off the main streets, this intimate French-inspired wine bar combines European cuisine, a romantic courtyard, and one of downtown's most inviting historic settings.
Forgotten Tonic
4.1 β’ American Restaurant
Courtyard πΏOld City π§± Historic Street (America's Oldest Street) πΈ Cocktails
π 6 Aviles Street, St. Augustine, FL 32084
β (904) 827-9055 (verify before printing)
π Forgotten Tonic
π²π²βπ²π²π²
Set within one of St. Augustine's oldest streets, Forgotten Tonic is celebrated for its lush courtyard, craft cocktails, and creative coastal cuisine served in a beautifully restored historic setting.
Casa Reina Taqueria & Tequila
4.0 β’ Restaurant
π Bayfront (Plaza & Bridge of Lions) ποΈ Landmark πΈ Cocktails π Rooftop
π 1 Anderson Circle, St. Augustine, FL 32084
β (904) 209-5704 (verify before printing)
π Casa Reina
π²π²
Perched beside the Plaza de la ConstituciΓ³n, Casa Reina pairs vibrant Mexican-inspired cuisine with rooftop views overlooking one of the city's most historic gathering places.
Collage
π 60 Hypolita Street, St. Augustine, FL 32084
π§± Old City Setting π€οΈ Historic Street π· Fine Dining
β (904) 829-0055
π https://collagestaug.com
π²π²π²π²
Nestled in the heart of the Historic District, Collage is one of St. Augustine's premier fine dining restaurants. Set within a charming historic building, it offers an intimate atmosphere featuring expertly prepared steaks, fresh seafood, and globally inspired cuisine.
Harry's Seafood Bar & Grille
π 46 Avenida Menendez, St. Augustine, FL 32084
π Bayfront History ποΈ Near Plaza πΈ Cocktails & History π¦ͺ Fresh Oysters
β (904) 824-7765
π https://hookedonharrys.com
π²π²
Located along the bayfront just steps from the Plaza, Harry's blends New Orleans-inspired cuisine with one of downtown's liveliest courtyards. Enjoy Cajun-Creole favorites, handcrafted cocktails, and live music in a vibrant historic setting.
Meehan's Irish Pub
π 20 Avenida Menendez, St. Augustine, FL 32084
π Bayfront History πΈ Cocktails & History π¦ͺ Fresh Oysters
β (904) 810-1923
π https://meehansirishpub.com
π²π²
Overlooking Matanzas Bay, Meehan's combines classic Irish hospitality with fresh local seafood. Relax with a pint on the waterfront, enjoy oysters upstairs, or soak in the lively atmosphere from the outdoor courtyard.
River & Fort
π 12 Avenida Menendez, St. Augustine, FL 32084
π Bayfront History πΈ Rooftop Cocktails π Rooftop Views ποΈ History Next Door (Overlooking Castillo de San Marcos) π¦ͺ Fresh Oysters
β (904) 481-8396
π https://riverandfort.com
π²π²π²
One of St. Augustine's newest dining destinations, River & Fort offers panoramic rooftop views overlooking Matanzas Bay and the Castillo de San Marcos. Whether stopping in for sunset cocktails or an elegant dinner, it's one of the city's premier rooftop experiences.
Historic dining is about more than the meal-it's about immersing yourself in the atmosphere that makes St. Augustine unlike anywhere else.
π‘INSIDER TIP
Unlike many historic cities, St. Augustine's dining district is remarkably walkable. Park once and spend the evening exploring historic landmarks, charming courtyards, rooftop bars, and unforgettable restaurantsβall within just a few blocks.