Our Favorite Spots in America’s Oldest City
When most folks think of St. Augustine, they imagine the historic fort, sun-kissed beaches, and tales from days gone by. But there’s so much more to this coastal gem than the postcard-perfect sights. St. Augustine isn’t just a haven for history buffs or beach lovers; it’s an enclave of secret spots and local treasures waiting to be discovered by the curious traveler.
Dive in, and let us be your local guide. From serene parks tucked away from the bustle to quaint eateries that the tourists haven’t quite caught onto yet, we’re about to whisk you away to the hidden nooks and crannies of America’s oldest city. Grab your best pair of walking shoes and get ready for an adventure with The Newcomer Group that goes beyond the guidebook!
History Under Your Feet
Everyone knows the iconic Flagler College, but did you know they offer behind-the-scenes tours? Go beyond the main courtyard and discover hidden architectural gems and stories—like the original 79 Louis Comfort Tiffany stained glass windows!
If you’re looking for an unexpected view of St. Augustine, there’s no better place than the St. Augustine Lighthouse and there’s no better time than their Dark of the Moon Ghost Tours. Amateur paranormal enthusiasts will want to sign up for the limited “Investigation Only” tours, where you are encouraged to search for ghosts yourself.
Anyone who has been to St. Augustine at least once is familiar with the Castillo de San Marcos. Built in 1672, the Castillo de San Marcos has stood guard over the Matanzas Bay for centuries, but it’s not even half the story. The often-overlooked Fort Mose Historic State Park and Fort Matanzas National Monument are must-visits for locals and tourists looking to understand the full picture of St. Augustine’s military history.
Find Yourself Surrounded by Nature
Many people love to spend a day at St. Augustine Beach or along Vilano Beach. And there’s nothing wrong with propping up your umbrella and taking a dip in the ocean, but we have a few suggestions for less-crowded spaces where you can breathe in the restorative Florida air.
Vaill Point Park is a serene spot perfect for those looking to escape the bustle of downtown St. Augustine. Tucked away on the shores of the Matanzas River, its walking trails, fishing docks, and quiet picnic spots make it an ideal refuge.
If you’re looking to get your toes in the sand, Anastasia State Park offers a quieter alternative to the main beaches. Pro tip: the further you walk, the more seclusion you’ll find. (It’s worth it. Trust us.)
Just north of the city is Guana Tolomato Matanzas Research Reserve. At just $3 for parking, this might be the best deal in all of northeast Florida. Visitors can hike, bike, ride horses, fish, kayak, canoe, bird-watch, picnic, or just lay out in the sun and have an awesome time away from the crowds.
Savor the Flavors at These Incredible Restaurants
The fact that St. Augustine has incredible food and drink spots is no secret. While we don’t want to throw shade at some of the more popular places, you can find great meals without having to wait in an hour-long line.
Get the party started with a round of cocktails at Boat Drinks. Smack dab in the middle of St. George Street, you would be amazed how many tourists walk by this elevated tiki bar. If you’re willing to walk a little further, make your way down to The Well bar at The Collector. Despite its appearance, the bar at this exclusive inn is open to the public every day!
Hidden on Charlotte Street and blocked from view by the larger restaurants along the waterfront, Catch 27 is Florida on a plate. Their bar is first-come, first-serve, and is one of the best seats in town. Also close to town, but over the Bridge of Lions is the Gypsy Cab Company. This unassuming building on Anastasia Boulevard is home to tasty salads and one of the best brunches in St. Augustine. You’ll be able to fill your tank without breaking the bank!
If you have a car, take the scenic route down A1A to Crescent Beach, just south of Anastasia Island. You’ll be rewarded for your efforts by Elkhouse Eatery, an unassuming restaurant featuring everything from local seafood to, what else, elk steaks. For those traveling north on A1A, pull off at Kingfish Grill tucked alongside Camachee Cove before the Vilano Bridge. You’ll find a spectacular water view, live music, great sushi, and free (yes, free!) parking.
For dessert, visit The Hyppo, Mayday Ice Cream’s sister business, for gourmet ice pops. With flavors ranging from sweet (like Strawberry Basil) to spicy (like Mango Habanero), it’s the perfect way to cool off on a steamy St. Augustine afternoon. When your sweet tooth is craving silky, smooth chocolate, make your way to Claude’s Chocolate. Conveniently located next to the Lightner Museum, these handcrafted confectionaries are a delight for all ages. Make sure to save some for us!
Welcome Home to St. Augustine
Whether you’ve just started thinking about life in St. Augustine, or if you’ve lived in the Ancient City your entire life, there is always something more to discover. Check out our newest real estate listings or give us a call at (904) 599-5633 to discuss listing your current home with The Newcomer Group.