🍸 Nightlife, Live Music & Libations in St. Augustine

🎶 Live Music & Entertainment

🎤 St. Augustine Amphitheatre

• 📍 1340 A1A S, St. Augustine, FL 32080

• Only 4.3 miles from the condo

• Outdoor venue on Anastasia Island near Anastasia State Park

• Hosts 70+ concerts each year (big names + rising artists)

• Intimate setting (under 5,000 seats)—no bad seat in the house

• Perfect to pair with a beach day

🎸 Pierre's Pub

• 📍 St. Augustine Beach, FL

• Local favorite for live music

• Casual, fun beach bar vibe

• Great for a relaxed night out close to the condo

🍷 Wineries, Distilleries & Cocktails

🍷 San Sebastian Winery

• 📍 157 King St, St. Augustine, FL 32084

• Local winery with tastings & tours

• Rooftop bar with great views

• Perfect for a laid-back afternoon or sunset drink

🥃 St. Augustine Distillery

• 📍 112 Riberia St, St. Augustine, FL 32084

• Free tours + locally crafted spirits

• A must-visit for bourbon & whiskey lovers

🍸 The Ice Plant

• 📍 110 Riberia St, St. Augustine, FL 32084

• Craft cocktails made with fresh ingredients

• Also known for excellent food

• One of the most popular cocktail spots in St. Augustine

🐥 The Tipsy Duck Parlor

• 📍 Downtown St. Augustine, FL

• Fun, quirky cocktail bar

• Known for smoked drinks + signature rubber ducky cocktails

• Unique, Instagram-worthy experience

🎰 Entertainment & Gaming

🎲 bestbet St. Augustine

• 📍 800 Market St, St. Augustine, FL 32095

• Poker room & casino-style table games

• Great for a different kind of night out

☕ Coffee Shops Near St. Augustine Beach

Start your morning with the best coffee near the beach, just minutes from Coastal Dreams.

☕ The Kookaburra Beachside

• 📍 4265 A1A S Unit A, St. Augustine, FL 32080

• Local favorite with Australian-style coffee

• Super close to the condo—perfect for a morning walk

☕ Starbucks

• 📍 Anastasia Plaza, St. Augustine, FL

• Opens early (around 5 AM)

• Convenient stop next to Publix for a quick caffeine fix

✨ Pro Tip: Many of these spots are just a short drive or uber from Coastal Dreams, making it easy to enjoy the best of St. Augustine nightlife, live music, and local coffee shops during your stay.