Things To Do
🏰 Historic Must-Sees - Castillo de San Marcos National Monument
Walk the oldest masonry fort in the U.S. with stunning views of the water.
🏰 Historic Must-Sees - Saint George Street
Iconic cobblestone shopping & dining strip with charming shops, bakeries, and street musicians.
🏰 Historic Must-Sees - Lightner Museum
A romantic, gilded-age museum inside a former hotel — great for a quiet escape.
🌅 Chill + Coastal Vibes - St. Augustine Beach
Soft sand, calm surf, and a perfect spot to watch the sunrise.
🌅 Chill + Coastal Vibes - St. Augustine Lighthouse & Maritime Museum
Climb the lighthouse for a gorgeous panoramic view.
🍷 Food + Drink Favorites - Columbia Restaurant
A historic Spanish-Cuban restaurant on St. George Street, known for its beautiful tilework, sangria, and famous 1905 Salad. Great spot for a group dinner or romantic night out.
🍷 Food + Drink Favorites - Prohibition Kitchen
A 1920s-inspired gastropub on St. George Street featuring craft cocktails, generous bar bites, and nightly live music in a two-story, vintage-industrial space with intimate booths and a balcony overlooking the stage.
🍷 Food + Drink Favorites - PK’s Roosevelt Room
A chic, historic restaurant and brunch spot just next door, known for elevated comfort food (like smoked‑salmon boards and brioche French toast) and a polished vibe—perfect for intimate gatherings, rehearsal dinners, or a relaxed weekend brunch.
🍷 Food + Drink Favorites - The French Pantry - St. Augustine
A warm and welcoming bakery-café at 36 Granada Street, offering freshly baked pastries, comforting French-inspired breakfast and lunch fare, plus coffee, wine, and craft cocktails—all in a cozy, neighborhood atmosphere.
🍷 Food + Drink Favorites - San Sebastian Winery
Enjoy a wine tasting on the rooftop with live music and river views.
🍷 Food + Drink Favorites - Saint Augustine Distillery
Free tours and tastings of award-winning spirits in a restored ice plant.
🍷 Food + Drink Favorites - The Tipsy Duck Parlor
The Tipsy Duck Parlor is a fun, duck-themed sip-and-shop bar in downtown St. Augustine. Known for its playful cocktails (often served with mini rubber ducks!), it’s the perfect quirky stop for a casual drink and cute photo op.
🛍️ Boutiques + Local Finds - Red Pineapple
Trendy local fashion and gifts on Aviles Street.
🛍️ Boutiques + Local Finds - The Ancient Olive of St. Augustine
Gourmet olive oils and balsamic vinegars (yes, you can sample everything).
🛍️ Boutiques + Local Finds - Peace Pie
Ice cream sandwiches with pie filling.
🌙 Nightlife & Entertainment - The Tini Martini Bar
Cozy little martini bar with romantic vibes.
🌙 Nightlife & Entertainment - Colonial Oak Music Park
Live music under the trees right off St. George Street.
🌙 Nightlife & Entertainment - White Lion
Casual pub across from the fort, known for cold drinks, bar bites, and lively late nights — great for grabbing a quick beer or shooter with friends.
🧘♀️ Relax & Recharge - Salt Spa St Augustine
Himalayan salt therapy, massages, and facials for post-travel recovery.
🧘♀️ Relax & Recharge - Poseidon Spa
Poseidon Spa (inside Casa Monica) offers luxurious massages, facials, and body treatments in a serene, Moroccan-inspired setting — perfect for a relaxing weekend escape.