5 fascinations about Saint Augustine

A majestic red-roofed building with towers and palm-lined gardens, basking in the soft evening light of St. Augustine.

St. Augustine isn’t just a stop along Florida’s coast — it’s the oldest city in the United States, and it wears that title like a badge of honor. Wrought-iron balconies, cobbled streets, and centuries-old fortresses give the city an atmosphere that feels more like Spain than the Sunshine State.

But beneath the colonial charm lies a treasure trove of quirks, legends, and lesser-known surprises just waiting to be uncovered.

Let’s see what we discover.

5. St. Augustine was founded before Jamestown.

Long before Plymouth Rock saw a single pilgrim, Spanish settlers were building forts and homes here. Founded in 1565 by Don Pedro Menéndez de Avilés, St. Augustine predates Jamestown by over 40 years — making it the oldest continuously inhabited European-established settlement in the continental U.S.



4. There’s a hotel here with actual Tiffany stained glass.

Once the grand Ponce de León Hotel, Flagler College is now an academic institution housed in luxury. Its dining hall is lined with original Tiffany glass windows and murals by George W. Maynard — an ornate legacy from the Gilded Age that still wows visitors today.



3. The city’s fort is made of coquina — and it worked.

Castillo de San Marcos wasn’t built from brick or stone, but from compressed seashells called coquina. Strangely enough, this soft, spongy material absorbed cannon fire rather than shattering — making the fortress nearly impossible to destroy.



2. Pirates really did raid the city.

Forget theme parks — St. Augustine faced real pirate invasions. The infamous Sir Francis Drake looted and burned the city in 1586, setting a tone for the turbulent centuries that followed. Today, reenactments and ghost tours keep the stories alive.



1. St. Augustine claims to have the Fountain of Youth.

Ponce de León may never have found eternal life, but you can still sip from the spring he was rumored to have sought. The Fountain of Youth Archaeological Park offers a taste of legend — quite literally — in a city that thrives on history and mystery.

MAKE IT REAL

St. Augustine blends fact and folklore in a way few places can. It’s part museum, part storybook — where pirate tales, Spanish plazas, and southern hospitality coexist beneath swaying palms. Come curious, leave captivated.

Start your journey with Foresyte, where the planning is part of the magic.

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