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INSIDERS GUIDE

WATERFRONT DINING

Across from the Castillo de San Marcos, River & Fort blends waterfront views, rooftop cocktails, fresh seafood, steaks, and elevated coastal dining in the heart of historic downtown.  River & Fort has quickly become one of the most talked-about dining spots on the bayfront.  With multiple levels, a rooftop bar, and sweeping views of Matanzas Bay and the Bridge of Lions, it’s an ideal place for sunset cocktails or dinner with a view.  

River & Fort

 Best for Drinks with a View β€’  Modern Coastal Cuisine 
πŸ“ 12 Avenida Menendez, St. Augustine, FL 32084
πŸ•’ Lunch, dinner & rooftop cocktails
πŸ“ž (904) 481-8396
 $$$ β€’  Dining β€’ Lunch & Dinner
🌐 riverandfort.com


πŸŒ‡ Rooftop Dining πŸ›οΈ History Next Door πŸ¦ͺ Fresh Oysters πŸ₯© Prime Steaks 🐟 Fresh Local Seafood πŸΈ Craft Cocktails

ASADO LIFE

Located along the San Sebastian River, a short drive from downtown Saint Augustine, Asado Life offers a unique open-fire dining experience inspired by traditional Argentine grilling.  Guests dine outdoors beside the water while chefs prepare meats and seafood over wood-fired grills in a lively, open-air setting.  The food is exceptional and the atmosphere makes for a memorable waterfront evening.  

Asado Life 
$$$ β€’ Argentine Grill β€’ Riverfront Dining
 πŸ•’ Tuesday - Wednesday | 11 - 3:30, Bar open til 6
Thursday - Saturday | Lunch 11 - 3:30, Dinner 5:30 - 8:30
Sunday | Lunch 11 - 5 Sunday Dinner 5 - 7:30
πŸ“ 173 Shipyard Way, St. Augustine, FL 32084
πŸ“ž (904) 501-1482
🌐 Asado Life

Live-Fire Cooking β€’ Waterfront Setting β€’ 
πŸ”₯ Most Unique Dining Experience  πŸ₯© Prime Steaks 🐟 Fresh Local Seafood Full Bar

Frequently recommended by locals and concierges, Cap's on the Water is a longtime St. Augustine favorite and one of the most beautiful waterfront restaurants in the country.  Set beneath towering oak trees along the Tolomato River, it offers fresh coastal cuisine, a lively oyster bar, and an expansive deck with breathtaking sunset views. Arrive before sunset to experience one of the area's most unforgettable waterfront dining experiences.

Cap’s on the Water

πŸ“ 4325 Myrtle St, St. Augustine, FL 32084
$$$ β€’ Coastal Seafood | Oyster Bar  
πŸ•’ Dinner weekdays β€’ Lunch & Dinner Weekends
πŸ“ž (904) 824-8794
🌐 Cap’s on the Water

Sunset Waterfront Dining β€’ πŸ¦ͺ Oyster Bar β€’ Local Favorite ⭐ Concierge Pick πŸŒ… Best Sunset Views
🐟 Fresh Local Seafood

Overlooking the Matanzas Bay and the iconic Bridge of Lions, Casa Reina brings vibrant Mexican flavors and rooftop energy to St. Augustine’s historic bayfront.  The restaurant features colorful interiors, a lively tequila bar, and an upstairs rooftop patio where guests can enjoy tacos, fresh coastal dishes, and handcrafted margaritas with sweeping waterfront views.  It’s a fun and stylish stop for sunset cocktails or a festive dinner in the heart of downtown.

Casa Reina Taqueria & Tequila

Anderson Circle, St. Augustine, FL 32084
πŸ•’ Lunch, dinner & rooftop cocktails daily
πŸ“ž (904) 295-3847
$$ β€’ Mexican β€’ Rooftop bar 
🌐 Casa Reina  

πŸŒ‡ Rooftop Views  πŸŒŠ Waterfront Dining   Tequila & Tacos 🍹 Best for Drinks with a View
🐟 Fresh Local Seafood

live music - craft cocktails - New Orleans-inspired Cajun and Creole - fresh seafood - jambalaya- Bourbon Street salmon

oysters - woodfired grill - craft cocktails - grass-fed beef

🎢 Live Music β€’ 🌿Courtyard β€’ 🌊 Bayfront Views πŸΉ Best for Drinks with a View πŸ° House-Made Desserts

harry's seafood bar & grill

Located along the scenic bayfront in the heart of the Historic District, Harry's Seafood Bar & Grille blends the bold flavors of New Orleans with the timeless charm of St. Augustine. Housed in a reconstructed late-1800s historic building, guests can dine indoors surrounded by Old World character or relax beneath the trees in one of the city's most beloved brick courtyards.

Known for its fresh seafood, Cajun and Creole specialties, handcrafted cocktails, and lively atmosphere, Harry's is a favorite for lunch, dinner, or an evening out after exploring the city. Signature dishes include jambalaya, gumbo, crab cakes, blackened seafood, and fresh oysters, while the courtyard often features live music that adds to the experience.

Cajun Flavor on the Bayfront

πŸ“ 46 Avenida Menendez, St. Augustine
πŸ•’  $$$ Lunch & dinner daily
πŸ“ž (904) 824-7765
🌐 Harry's Seafood Bar & Grille


Meehan’s Irish Pub & Seafood House

Located directly across from the Bridge of Lions, Meehan’s offers great dining views in St. Augustine.  The lively pub atmosphere pairs perfectly with fresh seafood, classic Irish dishes, and cold drinks.  Grab a table on the outdoor deck for sweeping views of the bayfront and the Castillo.


πŸ“ 20 Avenida Menendez, St. Augustine.
πŸ•’ Lunch, dinner & late-night pub atmosphere
πŸ“ž (904) 829-6033
🌐 Meehan’s Irish Pub & Seafood House

Bayfront Pub β€’ Irish Hospitality β€’ Waterfront Views 

Just steps from the beach, Salt Life Food Shack is the perfect place to enjoy fresh seafood, handcrafted cocktails, and ocean views. Located across from the St. Augustine Pier, this local favorite has earned multiple Best of St. Augustine awards for Best Restaurant, Best Seafood, and Best Outdoor Dining. Relax on the rooftop bar or shaded patio, admire the custom saltwater aquarium inside, and enjoy live music throughout the week.

Eat. Drink. And Be Salty.


saltlife food shack

❀️ Casual Dining  πŸŸ Fresh Seafood β€’ πŸ‘¨β€πŸ‘©β€πŸ‘§ Family Friendly πŸΉ Beach Vibes πŸŒ… Sunset Views

$$ β€’ Dining β€’ Lunch & DinnerπŸ“ 46 Av321 A1A Beach Blvd, St. Augustine
πŸ“ž (904) 217-3256

Beachcomber Restaurant

One of the few true toes-in-the-sand dining spots in the area, the Beachcomber offers casual beachside dining with fresh seafood & burgers, tropical drinks, and live music.  It’s a favorite for lunch after a morning on the beach or sunset cocktails with an ocean breeze.  Fun for ALL bring the kids, bring the dogs. Try the fish blackened fish tacos and the hamburgers.  Pure bliss after a day on the beach.   

$$ Lunch & Dinner
πŸ“ 2 A Street, St. Augustine Beach, FL 32080
πŸ•’ Daily 11am–9pm (Fri & Sat until 10pm)
πŸ“ž (904) 364-1938
🌐 Beachcomber St. Augustine

πŸ–οΈ Best Beachfront Dining πŸ‘¨β€πŸ‘©β€πŸ‘§ Family Friendly πŸ₯— Fresh & Light Casual Menu ❀️ Local Favorite πŸ• Dog Friendly Patio

For the best waterfront experience, plan dinner around sunset.  Many restaurants along the bayfront offer outdoor seating where you can watch boats glide across Matanzas Bay as the sky turns gold and pink over the Castillo de San Marcos.

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