First Timer's Guide to St. Augustine

St. Augustine, Florida with palm trees

Are you considering visiting the nation’s oldest city? If so, you’re in luck because we have the complete first timer’s guide to St. Augustine, and it’s full of all the must-know before-you-go information. From the top things to do to what the weather is like and so much more, So, let’s dive into the details and get you ready for an unforgettable vacation full of family fun, incredible activities, and opportunities to make memories that will last a lifetime.

Where is St. Augustine?

aerial view of St. Augustine, Fl

Located 40 miles south of Jacksonville and just under 2 hours from Orlando, St. Augustine is a stunning city on the Atlantic coast in northeastern Florida. It’s the county seat of St. Johns County and was founded in 1565 by Spanish explorers, 42 years before the English colonized Jamestown and 55 years before the pilgrims landed at Plymouth Rock, making it the oldest continuously inhabited European-established settlement in the country.

In 2021, St. Augustine had a population of 14,581 people, giving it a quaint town feeling, but every summer, the micropolitan community experiences a flood of visitors, all flocking to the area to experience the magic of Florida’s Historic Coast.

What’s the Weather Like in St. Augustine?

two girls walking along beach in St. Augustine

St. Augustine, Florida, enjoys a climate that's pretty varied throughout the year. During the summer months, it gets quite hot, with temperatures often reaching up to 90°F. It can feel pretty muggy, and the skies are often mostly cloudy. In contrast, winters are much cooler and more comfortable, with temperatures usually ranging from 48°F to 66°F and skies that are only partly cloudy.

If you're looking to visit St. Augustine for some warm-weather activities, the best times to go are from late March to mid-May and from mid-October to mid-November. These periods offer the most pleasant weather for exploring all that the city has to offer.

The year is split into a wet season and a dry season, with the wet season running from June – September and the dry season falling between October and May. If you’re looking for the best chance at avoiding rainy weather, planning a late fall getaway in November offers you the best chance and comes with the added bonus of those mild winter temps.

Overall, whether you're visiting in the hotter, wetter months or the cooler, drier times of the year, Saint Augustine has a lot to offer, and you’ll have plenty to do no matter when you travel. 

What is There to Do in St. Augustine?

St. Augustine at night

St. Augustine, Florida, stands out as a destination that not only embraces its deep historical roots but also offers a wide array of attractions catering to visitors of all ages. Among its cultural stand-outs is the Lightner Museum, housed in the former Alcazar Hotel built by Henry M. Flagler. This museum showcases an eclectic collection of 19th-century art, including fine and decorative pieces that capture the Gilded Age's elegance and innovation. Its stunning architecture and beautifully maintained gardens provide a picturesque backdrop for a day of exploration and learning.

For families traveling with children, Saint Augustine is a playground of educational and fun experiences. The St. Augustine Alligator Farm Zoological Park is a hit among younger visitors, offering close encounters with native wildlife, including the chance to see alligators and crocodiles up close. Interactive exhibits and educational shows make learning about these creatures an exciting adventure. Another family favorite is the Pirate & Treasure Museum, where kids can dive into the world of pirates through hands-on exhibits, real treasure, and stories of the high seas that spark their imagination.

The city also caters to outdoor activities that families can enjoy together. Anastasia State Park, with its sandy beaches and calm waters, is perfect for a family beach day, offering opportunities for swimming, shell collecting, and even kayaking. For a unique experience, the Colonial Quarter offers a glimpse into life in the 16th, 17th, and 18th centuries, with live reenactments, blacksmith demonstrations, and a climbing tower that provides stunning views of the historic district.

With its blend of educational museums, interactive attractions, and natural beauty, Saint Augustine ensures that visitors of all ages will find something to enjoy.

Where to Stay in St. Augustine

Living room of St. Augustine vacation rental

When you’re looking for the perfect place to stay in St. Augustine, you have a lot to consider. While hotels are convenient, they don’t provide you the room to spread out and actually relax – everyone is always on top of each other. On the other hand, online travel agencies like Airbnb and VRBO often tack on hidden fees that can price you out of condos and homes. That’s where Sovereign and Jacobs come in! Often, those properties found on websites like Airbnb are also listed with the property managers themselves and for a fraction of the cost.

At Sovereign and Jacobs, we have ocean-view and oceanfront properties that are perfect for your family’s vacation. And, with options capable of accommodating up to 8 guests, there’s room for everyone to come along on your St. Augustine adventure. Our beautifully furnished vacation rentals come with fully equipped kitchens, perfect for whipping up family meals after a day of fun on the beach or exploring the sites. And with prime locations throughout the city, you can stay close to all the exciting things you want to do during your trip. Additionally, our team of local experts is on hand to answer any questions and attend to any issues that may arise. Now that you’re armed with this first timer’s guide to St. Augustine, the only thing left to do is book your trip. Browse our available vacation rentals and let Sovereign and Jacobs provide your perfect home base during your St. Augustine vacation.

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