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, itβs an ideal place for sunset cocktails or dinner with a view.
Best for Drinks with a View β’ Modern Coastal Cuisine
π 12 Avenida Menendez, St. Augustine, FL 32084
π Lunch, dinner & rooftop cocktails
π (904) 481-8396
$$$ β’ Dining β’ Lunch & Dinner
π riverandfort.com
π Rooftop Dining ποΈ History Next Door π¦ͺ Fresh Oysters π₯© Prime Steaks π Fresh Local Seafood πΈ Craft Cocktails
Located along the San Sebastian River, a short drive from downtown Saint Augustine, Asado Life offers a unique open-fire dining experience inspired by traditional Argentine grilling. Guests dine outdoors beside the water while chefs prepare meats and seafood over wood-fired grills in a lively, open-air setting. The food is exceptional and the atmosphere makes for a memorable waterfront evening.
Asado Life
$$$ β’ Argentine Grill β’ Riverfront Dining
π 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
π 173 Shipyard Way, St. Augustine, FL 32084
π (904) 501-1482
π Asado Life
Live-Fire Cooking β’ Waterfront Setting β’
π₯ Most Unique Dining Experience π₯© Prime Steaks π 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.
π 4325 Myrtle St, St. Augustine, FL 32084
$$$ β’ Coastal Seafood | Oyster Bar
π Dinner weekdays β’ Lunch & Dinner Weekends
π (904) 824-8794
π Capβs on the Water
Sunset Waterfront Dining β’ π¦ͺ Oyster Bar β’ Local Favorite β Concierge Pick π
Best Sunset Views
π Fresh Local Seafood
Overlooking the Matanzas Bay and the iconic Bridge of Lions, Casa Reina brings vibrant Mexican flavors and rooftop energy to St. Augustineβs historic bayfront. The restaurant features colorful interiors, a lively tequila bar, and an upstairs rooftop patio where guests can enjoy tacos, fresh coastal dishes, and handcrafted margaritas with sweeping waterfront views. Itβs a fun and stylish stop for sunset cocktails or a festive dinner in the heart of downtown.
Anderson Circle, St. Augustine, FL 32084
π Lunch, dinner & rooftop cocktails daily
π (904) 295-3847
$$ β’ Mexican β’ Rooftop bar
π Casa Reina
π Rooftop Views π Waterfront Dining Tequila & Tacos πΉ Best for Drinks with a View
π Fresh Local Seafood
πΆ Live Music β’ πΏCourtyard β’ π Bayfront Views πΉ Best for Drinks with a View π° House-Made Desserts
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.
π 46 Avenida Menendez, St. Augustine
π $$$ Lunch & dinner daily
π (904) 824-7765
π Harry's Seafood Bar & Grille
Located directly across from the Bridge of Lions, Meehanβs offers great dining views in St. Augustine. The lively pub atmosphere pairs perfectly with fresh seafood, classic Irish dishes, and cold drinks. Grab a table on the outdoor deck for sweeping views of the bayfront and the Castillo.
π 20 Avenida Menendez, St. Augustine.
π Lunch, dinner & late-night pub atmosphere
π (904) 829-6033
π Meehanβs Irish Pub & Seafood House
Bayfront Pub β’ Irish Hospitality β’ Waterfront Views
Just steps from the beach, Salt Life Food Shack is the perfect place to enjoy fresh seafood, handcrafted cocktails, and ocean views. Located across from the St. Augustine Pier, this local favorite has earned multiple Best of St. Augustine awards for Best Restaurant, Best Seafood, and Best Outdoor Dining. Relax on the rooftop bar or shaded patio, admire the custom saltwater aquarium inside, and enjoy live music throughout the week.
Eat. Drink. And Be Salty.
β€οΈ Casual Dining π Fresh Seafood β’ π¨βπ©βπ§ Family Friendly πΉ Beach Vibes π
Sunset Views
$$ β’ Dining β’ Lunch & Dinnerπ 46 Av321 A1A Beach Blvd, St. Augustine
π (904) 217-3256
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. Itβs 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
π 2 A Street, St. Augustine Beach, FL 32080
π Daily 11amβ9pm (Fri & Sat until 10pm)
π (904) 364-1938
π Beachcomber St. Augustine
ποΈ Best Beachfront Dining π¨βπ©βπ§ Family Friendly π₯ Fresh & Light Casual Menu β€οΈ Local Favorite π 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.