Walk along cobblestone streets, feel the warm ocean breeze, and enjoy ocean views from your St. Augustine, Florida, vacation rental. St. Augustine is known for its historic architecture, beautiful beaches, and warm weather. The city was founded in 1565 and is the oldest continuously occupied European-established settlement in the continental United States.
Let’s begin a journey through the unique attractions that make St. Augustine a dream vacation destination. From ghostly encounters to fascinating historical sites and delicious treats, this charming city has it all. We’ll also go over some of the best vacation rentals in St. Augustine, FL for a comfortable place to rest your head at night after a full day of exploration.
Haunted Pub Crawl
Join the Haunted Pub Crawl to step back in time and experience the haunted history of St. Augustine, guided by knowledgeable storytellers. As you wander the historic streets, you’ll find yourself stepping into some of the city’s most haunted establishments, each one hiding secrets waiting to be revealed. Sip on local brews crafted as you listen to your guide’s bone-chilling tales of restless spirits. This isn’t your average pub crawl; it’s an exhilarating experience for those eager to embrace the unknown.
The stories passed down through generations paint a vivid picture of the ghosts that have woven themselves into St. Augustine’s history. Every step you take will bring you closer to the supernatural, leaving an indelible mark on your memory. Are you ready to explore the stories of those who came before us, and dance with their ghosts? Join the Haunted Pub Crawl, and let the spirits of St. Augustine tell you their stories.
Pirate Museum

Prepare yourselves for a thrilling adventure that will transport you to a time when pirates ruled the high seas. As you step foot into this captivating museum, you’ll be greeted by interactive exhibits that invite you to explore the secrets of the Golden Age of Piracy. Explore and learn about authentic artifacts, carefully preserved and displayed, each with a tale to tell. Feel the thrill of discovery as you examine pirate weaponry, trinkets, and treasures that were once coveted by these infamous plunderers of the sea.
But the Pirate Museum is more than just a collection of artifacts. It’s a place where storytelling transports you to a world of adventure, danger, and hidden treasures. Interactive exhibits will allow you to experience life as a pirate, testing your skills at navigation, knot tying, and even sword fighting. Feel the thrill of hoisting the Jolly Roger, the notorious flag that struck fear into the hearts of those who crossed paths with these marauders of the sea. Gather your crew, put on your finest pirate attire, and set sail for the Pirate Museum.
Fountain of Youth Archaeological Park
Step back in time and walk in the footsteps of the intrepid explorers who set sail in search of the Fountain of Youth. Legend has it that Ponce de Leon searched for the Fountain of Youth, and today you can explore this legend at the enchanting Fountain of Youth Archaeological Park. As you enter this verdant paradise, take in the beauty of the gardens that surround you. Archaeological Park is home to a variety of beautiful birds, making it a great place for birdwatching in St. Augustine. Be on the lookout for the gorgeous peafowls with their bright green and blue spotted feathers. Take your time as you wander along winding paths, feeling the sun warm your skin, and enjoy the peaceful ambiance of this park.
Prepare to be captivated by historical reenactments, bringing to life the extraordinary stories of those who once walked these hallowed grounds. But the true highlight of this awe-inspiring journey is, of course, the mythical Fountain of Youth itself. It is said that a single sip from this sacred source can grant eternal life. Discover the secrets of eternal youth, soak in the serene beauty of the gardens, and indulge in the hope that lingers in the air.
Whetstone Chocolate Factory Tour
Step through the doors of the Whetstone Chocolate Factory and prepare for an indulgent journey. From the moment you enter, you’ll be hooked in the irresistible world of chocolate-making, where every step from bean to bar is crafted with passion. As you venture deeper into the heart of the factory, the air fills with the intoxicating aroma of cocoa beans. Witness the process of transforming these humble beans into works of art. From roasting and grinding to tempering and molding, discover the time-honored techniques that have been passed down through generations, making Whetstone Chocolates truly exceptional. Experience the joy of sampling these gourmet treats, savoring the rich, velvety chocolate.
Plan Your Visit
Ready to experience these incredible St. Augustine attractions for yourself? Browse our entire inventory to find the perfect St. Augustine rental for your stay!
Casa Monica Hotel’s Secret Bar
Step into a realm of exclusivity and intrigue, where secrets are whispered and memorable moments are made. Casa Monica Hotel’s secret bar—a space that invites you to splurge on the finest craft cocktails, carefully crafted with precision and passion. Take a seat and let the weight of the world slip away as you enjoy yourself in the warmth and hospitality that defines Casa Monica Hotel.
Savor the artistry and creativity that go into every craft cocktail. Watch as skilled bartenders pour, shake, and stir with precision, transforming quality spirits and hand-selected ingredients into liquid works of art. Impeccable service and attention to detail are the pillars of the Casa Monica Hotel experience, ensuring that every moment is extraordinary and every visit unforgettable. Come, belong, and be a part of the Casa Monica story, where the past melds with the present, and the future holds endless possibilities.
Whispering Squares
Step into St. Augustine’s Whispering Squares, where every brick wall tells a story and every mural is a canvas of history and culture. As you wander through these outdoor galleries, you’ll be struck by the beauty of each artwork—each one a masterpiece in its own way.
These larger-than-life portraits and intricate street art pieces not only showcase the talents of local artists but also serve as a window into the heart and soul of St. Augustine—a city steeped in rich history and tradition. As you soak in the beauty of these artistic pieces, you’ll feel a sense of excitement, knowing that you are experiencing something truly special in this charming city. Take a moment to appreciate the artistry that surrounds you and feel a deep connection to the close-knit community that celebrates these creative expressions.
Book Your St. Augustine Condo Rental with St. Augustine Ocean & Racquet Resort
For the best vacation rentals St. Augustine, FL has to offer, look no further than St. Augustine Ocean & Racquet Resort. Our St. Augustine Beach vacation rentals offer a variety of options to suit your needs, whether you’re seeking a cozy beachfront condo or a spacious, family-friendly vacation rental. Unwind by the pool, take a walk along the pristine shoreline, or play a friendly game of tennis. Or indulge in the ultimate relaxation by choosing one of our courtyard villa St. Augustine vacation rentals with convenient access to our resort hot tubs. Our resort amenities and warm sense of community will make you feel like you’re coming home to St. Augustine. Contact us today to get started on the vacation of a lifetime!

