February 10, 2025
Welcome to the Jersey Gypsy column, where Valentina, our in-house travel reporter, explores the world in search of tales.
The majority of people frequently associate Florida with its beaches, theme parks, wildlife, and pleasant weather. My folks? Classic parents are quick to remind me of the retirement benefits and reasonably priced assisted living!
So you can imagine how shocked I was to learn that St. Augustine, the oldest city in the United States, is located in Florida.
I’ve always been interested in history, so I felt the city must have a lot to say. And believe me when I say that it does, and I took in every bit of it when I was there.
Iconic Landmarks of the Past
I visited the must-see locations, but I doubt I was able to go too deeply into the city’s historical sites. To be honest, I didn’t spend a lot of time planning my trip. I just searched for the most visited tourist destinations and chose to explore each one when I came upon them.
Castillo de San Marcos
Alright, this is for you history geeks. Any tourist to St. Augustine must view the Castillo de San Marcos. The oldest masonry fort in the continental United States, this enormous fort was constructed by the Spanish in the 17th century.
When I went there, I genuinely thought I had traveled back in time. I recall beginning at the strong coquina walls of the massive fort. Since they are composed of shattered shells, I couldn’t help but think of how amazing it must be that they had survived centuries of conflict, storms, and perhaps even a few stray cannonballs.
Exploring the gun deck was one of the most interesting aspects of the trip I also took. There are cannons there, real ones, still aimed toward the ocean. All those years ago, when the soldiers were defending the coastline, I could practically see them loading and firing.
Colonial Quarter
There are innumerable museums to visit when you visit historical sites. Yes, there are a lot of them at St. Augustine, but you should prioritize the Colonial Quarter. With its interactive exhibits and costumed workers, this location provides an immersive look into the city’s past.
I marveled at the wattle-and-daub dwellings and the blacksmith shop, where a big man with a handlebar mustache was hammering away at a flaming horseshoe, as I strolled through the reconstructed Spanish settlement from the 16th century.
If you’re ever in Houston, you can explore the Houston Space Center for a truly futuristic and mind-blowing experience, even though the Colonial Quarter offers you a glimpse into the past. Both rocket launches and musket fire provide an indescribable sense of history.
During my stay, I was fortunate to witness a musket display as well. A soldier in full uniform loaded and shot a musket, and I gazed in wonder. I just have one thing to say: get ready for a loud explosion that will reverberate throughout the courtyard.
Although I didn’t hesitate to attempt it when requested, simply watching it wasn’t enough. I must admit that the recoil almost knocked me off my feet, but the costumed soldier was gracious enough to walk me through it. I had never fired a genuine musket before, but it was still an amazing experience.
St. George Street
The streets of St. Augustine provide a unique experience outside of the museums. You ought to go for a walk along St. George Street. Charming stores, oddball boutiques, and mouthwatering eateries line this pedestrian-only avenue, all of which are situated in exquisitely restored colonial structures.
Wandering along this cobblestone alley for an afternoon was a lovely experience, even for me alone. I went inside some souvenir shops, art galleries, and antique shops. In Rome (or St. Augustine, I suppose), I even happened onto a store selling love potions, which seemed a little unsettling, but whatever.
The Ximenez-Fatio House Museum
A unique look into 18th-century life in St. Augustine may be found at the Ximenez-Fatio House Museum. Because of the rooms’ careful preservation, you may take in the elaborate linens and antique furnishings while thinking back on the tales that once filled their walls.
A knowledgable woman dressed in period clothing served as our guide, telling us stories about the house’s previous occupants. She mentioned Spanish merchants, socialites, and even some scandalous people who used to reside in places like these, I recall.
The Fountain of Youth Archaeological Park
The Fountain of Youth Archaeological Park is a little corny, all right. However, who can withstand the temptation of perpetual youth? Wouldn’t it be wonderful to drink from a mystical spring and never grow old?
I had a great time visiting the park even though I didn’t quite find the Fountain of Youth—shocking, I know. I toured a recreated Timucuan Indian hamlet, heard about Ponce de Len’s fabled search for the fountain, and even sampled some of the spring’s water—which tasted like, well, water.
Speaking of must-see locations, take a walk down the famous San Antonio River Walk if you’re ever in Texas. It’s an entirely new kind of trip.
Outside the Historical Tourist Trails of St. Augustine
Now, a trip to St. Augustine isn’t just about historical sites and museums. Here are some additional items for you to explore.
St. Augustine Beaches
I decided to visit the closest beach since I was already in Florida, and I ended up in Vilano. I’m happy I did because I was able to have a more laid-back experience because the place appeared quieter. I also got a very St. Augustine feeling from the coquina sand here.
Nights of Lights
You are in for a treat if you are in St. Augustine during the holidays. The city is turned into a sparkling wonderland during the Nights of Lights, a wonderful event.
Wineries
Although they may seem unexpected, Florida’s wineries are definitely worth a visit! There is a growing wine sector in the St. Augustine area, with many wineries providing tours and tastings. I had some unexpectedly good local wines at the San Sebastian Winery, which is located in a historic building.
Some of the wines were even on par with the undiscovered jewels I found a few months back in Melbourne, Australia, when bar hopping. It was an enjoyable way to see St. Augustine from a different angle.
FAQs About the Oldest City in the US: St. Augustine
What Is the Best Time to Visit St. Augustine?
The best time to visit St. Augustine is during the spring and fall when the weather is mild and the crowds are smaller. But all year long, the city is charming.
How Long Should I Stay in St. Augustine?
I would recommend staying for at least two days in order to really visit St. Augustine. You could easily spend a week or longer, though, if you want to learn more about the city’s attractions and history.
What Are Some Must-Try Local Dishes in St. Augustine?
Given the range of dining options available in St. Augustine, there are undoubtedly a few native foods that are a must-try. But seafood is a requirement, just like anywhere else in Florida! Make sure to sample regional favorites such as key lime pie, shrimp and grits, and conch fritters.
Are There Any Special Events or Festivals in St. Augustine?
The St. Augustine Music Festival, the St. Augustine Film Festival, and the Nights of Lights are just a few of the annual festivals and events that take place in St. Augustine. It s best to time your visit around these events, but you should be prepared for heavier tourist traffic.
Timeless Memories from America s Oldest City
The oldest city in the U.S. is a must-visit for anyone who wants to be reminded of how rich our country s history is. Exploring St. Augustine is also a nice break from all the partying in Florida and reminds you that there s more to this state than meets the eye.
I probably won t be coming back anytime soon, but if I find myself in Florida again, I ll consider checking out more museums and historical landmarks. St. Augustine isn t just a place you visit it s one you remember.
Got a suggestion for where Valentina should travel next, or what she should do on his adventures? Reach out to her at[email protected]she s always looking for something new to try!