St. Augustine, Florida, is a destination where history, charm, and coastal beauty come together to offer a truly unique travel experience. As the oldest continuously occupied European settlement in the United States, it has an allure that captivates visitors year-round. Before you pack your bags, here are ten essential things to know to make the most of your trip.
Learn a bit of the History Before You Go
St. Augustine’s history stretches back to 1565 when it was founded by the Spanish, predating the United States by over two centuries! While Pensacola was settled earlier, it was quickly abandoned after being destroyed by a hurricane, leaving St. Augustine with the title of the oldest city in the U.S. Learning a bit about its timeline, from Spanish colonization to British occupation and beyond, will deepen your appreciation for landmarks like the Castillo de San Marcos and the Old City Gates when you visit these places in person.
Understanding its role as a strategic outpost in Florida’s colonial history will add a little depth to your visit. The city has witnessed battles, pirate raids, and cultural shifts that have shaped its identity. You don’t need to become a historian before your trip, but taking a little time to learn about figures like Pedro Menéndez de Avilés, the city’s founder, or the importance of coquina stone in its architecture, will enrich your visit here.
It’s Busier Than You Might Expect
Social media often paints a serene picture of St. Augustine, where the streets are empty and the attractions are uncrowded, but in reality, it can be quite crowded, especially during peak seasons. Parking can be challenging, so plan ahead and arrive early. Remember, the historic district was here loooong before the invention of the automobile, so a lot of these streets are narrow and weren’t designed for cars. So traffic can be an issue, and finding easy free parking can be almost impossible on some days. If you want to park, expect to pay for it. If you’re visiting during holidays or weekends, be prepared for traffic and packed streets.
To make the best of it, consider staying within walking distance of the main attractions or using public transportation options like the tram tours. Exploring early in the morning or later in the evening can also help you beat the crowds.
Nights of Lights: The Busiest Time of the Year
The holiday season—from late November through January—brings the Nights of Lights to St. Augustine, when millions of sparkling white lights adorn the city. While it’s a magical sight, it’s also one of the busiest times to visit. Book accommodations early, and consider walking or using a tram to get around. Parking in St. Augustine is already challenging, but this time of year it can be almost impossible.
This event, inspired by the Spanish tradition of displaying white candles during the holidays, transforms St. Augustine into a winter wonderland (minus the snow). Popular spots like St. George Street and the Plaza de la Constitución become dazzling Holiday showcases . While it’s an incredible experience, set realistic expectations; not every corner of the city is lit up and some visitors have said that the event didn’t quite live up the hype.
Take a Tram Tour
The historic district of St. Augustine was established long before the invention of the automobile, so navigating St. Augustine’s narrow, historic streets is easiest on a hop-on, hop-off tram tour. These guided tours double as transportation and storytelling experiences, offering fascinating insights into landmarks like Flagler College, the Lightner Museum, and the Castillo de San Marcos. With multiple stops, you can hop off to explore at your own pace without worrying about parking, then hop back on the next one. These trams run on a regular schedule all over the historic district.
Tram tours are especially useful for first-time visitors who want an overview of the city. Guides share stories and history, bringing the city’s past to life. A highlight for many is a stop at the St. Augustine Distillery, housed in a historic ice plant. Here, you can enjoy free samples of locally crafted spirits and learn about the distillation process. The flexibility of being able to hop on and off whenever you want make these an excellent choice for anyone who wants to cover a lot of ground in a single day.
The Historic District is Walkable
Once you’ve parked or hopped off the tram, you’ll find St. Augustine’s historic downtown incredibly walkable. St. George Street, a pedestrian-only area, is brimming with shops, restaurants, and landmarks. Stroll to the Plaza de la Constitución or admire the stunning architecture of Flagler College and the Cathedral Basilica of St. Augustine.
Walking allows you to uncover hidden corners and less-visited spots, like Aviles Street—the oldest street in the United States. While exploring by foot you’ll find art galleries, boutique shops, fudge shops, ice cream parlors, charming cafés, and a few touristy shops too. Exploring on foot also provides opportunities to pause and appreciate the city’s unique blend of old-world charm and modern vibrancy.
Don’t Miss the Castillo de San Marcos
The Castillo de San Marcos is St. Augustine’s crown jewel and a must-see attraction. This 17th-century Spanish fortress, built out of coquina stone, has withstood centuries of conflict and weather. Explore its walls, take in panoramic views of Matanzas Bay, and catch a live cannon demonstration if you’re visiting on a weekend.
The Castillo offers a window into the military strategies of the past. Its design deflected cannon fire, and its location on the bay provided a strategic advantage. Inside, you’ll find exhibits that delve into its history, from Spanish colonial times to its role in later conflicts. The gun deck is a favorite spot for visitors, offering stunning views of Matanzas Bay and some very Instagramable photo opportunities.
Ghost Tours Galore
Known as one of America’s most haunted cities, St. Augustine offers a bunch of ghost tours that blend history with the cities spooky lore. From lantern-lit walking tours to haunted trolleys and pub crawls, these experiences provide a thrilling and fun way to uncover the city’s darker past.
Popular stops include the Old Jail, the Huguenot Cemetery, and the Castillo de San Marcos. Guides weave tales of restless spirits and unsolved mysteries, making these tours both entertaining and educational. For a unique twist, consider a haunted boat tour or a visit to Potter’s Wax Museum after dark. Even skeptics often find themselves drawn into the eerie atmosphere and rich storytelling.
Kid-Friendly Attractions Are Limited
While St. Augustine’s focus on history and charm might not excite younger kids, there are a few gems for families. The Pirate and Treasure Museum, Ripley’s Believe It or Not, and the Alligator Farm offer fun, interactive experiences. Pirate cruises can also be a hit with children, providing a chance to take to the seas with a swashbuckling twist.
Families might also also want to consider a visit to Anastasia State Park for a beach day.. Building sandcastles, swimming, and spotting wildlife is a fun break from historical sightseeing for the kids. While some attractions might seem more suited to adults, with a little planning, you can find activities to keep kids engaged and entertained.
Don’t Forget St. Augustine is also a Beach Town
St. Augustine’s beaches offer a relaxing complement to its historic attractions. Anastasia State Park boasts pristine sands and opportunities for swimming, paddleboarding, and birdwatching. For a livelier scene, head to St. Augustine Beach with its beachside restaurants and bars, or enjoy the quieter vibes of Crescent Beach and Vilano Beach.
Each beach has its unique character. Crescent Beach is ideal for those seeking solitude, while Vilano Beach’s coquina-shell sand adds a distinctive touch. Pack a picnic, bring your camera, and don’t forget sunscreen. The coastal beauty of St. Augustine is a reminder that this historic city also offers classic Florida relaxation.
Don’t Overlook Hidden Gems
Beyond the historic district, St. Augustine’s hidden gems are worth the extra effort. Climb the 219 steps of the St. Augustine Lighthouse for breathtaking views and a maritime history lesson. Fort Matanzas, accessible only by ferry, provides a quieter but equally fascinating glimpse into the city’s past.
The lighthouse offers more than just a climb. Its exhibits highlight shipwrecks, maritime archaeology, and the role of the coast in U.S. history. Fort Matanzas, meanwhile, tells the story of how this smaller fortification protected the southern approaches to the city. Together, they provide a deeper understanding of the region’s strategic importance and enduring appeal.
