St. Augustine, the nation’s oldest city, is a treasure trove of rich history, charm, and adventure. While visitors flock to its famed Castillo de San Marcos and historic district, those in the know seek out the lesser-explored corners of this coastal gem. If you’re craving something beyond the tourist trail, buckle up—we’re diving into everything off-the-beaten-path St. Augustine and all her best-kept secrets, local hotspots, and wonders with this hidden gem guide.
Whether you’re a Florida native or visiting for the first time, St. Augustine, Florida, is a treasure trove of unique experiences. Sure, you’ve probably taken the trolley tour, strolled down the nation’s oldest street, and marveled at the mighty Lightner Museum and Flagler College.
But… what if I told you there’s a whole other side of this ancient city waiting to be explored? As a Florida native who’s spent decades uncovering its best-kept secrets, I’m here to guide you through St. Augustine’s hidden gems. Let’s dive in!
If you LOVE our hidden gem guide with off-the-beaten-path St. Augustine favorites, we think you’ll love these too!
Fort Matanzas: A Slice of History Without the Crowds.
Want a historical site without the long lines and tour guides? Fort Matanzas National Monument is a must-see. This hidden slice of colonial history, located south of St. Augustine, tells the tale of Spain’s defense in Florida.
This 18th-century Spanish fort offers:
- Free Ferry Rides – Hop on a boat to visit the fort and enjoy a scenic ride down the Matanzas River.
- Quiet Exploration – Far fewer crowds than the Castillo de San Marcos.
- Wildlife Watching – Keep an eye out for dolphins and rare coastal birds.
Most visitors to St. Augustine never make it to this great place. Nestled along the Matanzas River, this lesser-known Spanish fort with free ferry rides to explore its well-preserved ruins is the PERFECT off-the-beaten-path guide and hidden gem!
Bonus: It’s surrounded by a serene coastal ecosystem teeming with wildlife. Keep an eye out for dolphins playing in the water!
Anastasia State Park – Your Secret Coastal Escape.
For those looking to trade brick-lined streets and centuries-old buildings for sandy shores along the Florida coast, Anastasia State Park is a must. This 1,600-acre paradise offers pristine beaches, dunes, and salt marshes, making it a prime spot for kayaking, paddleboarding, and birdwatching for an unforgettable experience.
Located at 300 Anastasia Park Road, this hidden paradise, is open year-round from 8 AM to sundown, and offers a peaceful retreat with only an $8 entry fee per vehicle.
What Makes Anastasia State Park Special?
- Secluded Beaches – Escape the bustling Historic District and enjoy over four miles of pristine coastline on the Atlantic Ocean. Pack your beach bag like a pro with these essentials!
- Outdoor Adventures – Rent a bike, kayak your way to the lighthouse, or hike the ancient dunes.
- Camping Under the Stars – Tent and RV camping are available for those who want to stay overnight.
- Beachside Dining – Enjoy a burger and fries at the cozy on-site restaurant, then grab ice or sunscreen at the general store.
Pro tip: Visit at sunrise for a breathtaking start to your day. EXPLORE Fall Camping at Anastasia State Park, Florida with our fun guide!
Where the Locals Go: Caps on the Water.
Shhh… this one’s a local secret! This off-the-beaten-path St. Augustine hidden gem is tucked away along the Intracoastal Waterway, Caps on the Water is a dining experience you don’t want to miss.
If fresh seafood and waterfront views sound like your thing, Caps on the Water is your go-to. This laid-back yet upscale eatery serves up mouthwatering dishes like blackened mahi and buttery oysters.
Why Caps on the Water is a Must-Visit
- Breathtaking Sunsets – Sip a handcrafted cocktail while watching the sun dip below the horizon.
- Fresh Seafood – Indulge in expertly prepared dishes, from oysters to blackened fish.
- Casual Yet Upscale Fine Dining Vibes – With its open-air deck and cozy atmosphere, Caps strikes the perfect balance.
- Off-The-Beaten Path – Be prepared to take a few twists and turns through hidden neighborhoods before arriving at this waterfront oasis.
Fun Fact: Arrive just before sunset for an unforgettable dining experience and INSTAGRAMMABLE pics!
Vilano Beach: St. Augustine’s Best-Kept Secret.
Cross the Vilano Causeway, also known as the Usina Bridge, and discover a coastal haven that feels like a step back in time. Originally developed in the 1920s as an oceanside retreat for Henry Flagler’s elite hotel guests, Vilano Beach has retained its old-Florida charm and historic landmarks.
Why You’ll Love Vilano Beach:
- Scenic Drives – Cruise along A1A with the top down for breathtaking views of the Tolomato River.
- The Magic Beach Motel – A restored gem that starred in the 1990s TV series Safe Harbor.
- Quaint Local Eats – Discover hidden cafes and funky diners along the Main Street area.
While St. Augustine Beach gets most of the love, Vilano Beach remains a peaceful, colorful alternative. Its retro-inspired Main Street is home to quirky shops, casual dining spots, and stunning ocean views. Perfect for family fun.
Great Things: Rent a bike and explore the beachside community, or stop at the Bluebird of Happiness for a quirky photo op.
The Lighthouse You Can Actually Stay In – St. Francis Inn.
Want a truly unique overnight experience? Check into the St. Francis Inn, an old-world bed and breakfast with centuries of history dating back to 1791.
It’s rumored to be haunted, but if you’re more into the romance of its antique charm and secret garden courtyard, you’ll feel right at home.
Off-The-Beaten-Path St. Augustine Secret Beaches You Won’t Find on Postcards.
While St. Augustine Beach is stunning, day trip to a few lesser-known coastal spots promises a more secluded experience. Try Crescent Beach for its top-notch soft sands and peaceful vibe, or head to Matanzas Inlet for great shelling and clear waters perfect for wading. These off-the-grid beaches are where the locals go to unwind.
Grab our BEST BEACH GEAR ESSENTIALS TO HIT THE SAND WITH for the ultimate beach gear guide!
Hidden Gem Guide to the Best Dive Bar in Town – The Sarbez!
Part dive bar, part grilled cheese paradise, part arcade—Sarbez! is one of St. Augustine’s best places and most offbeat spots. If craft beer, vintage pinball machines, and gourmet grilled cheese sandwiches sound like your idea of a good time, make this a must-stop. It’s truly a special place oozing with local culture and AMAZING food!
Get Lost in the Fountain of Youth Archaeological Park.
Sure, you’ve heard of the Fountain of Youth, but did you know the archaeological park surrounding it is an underrated historical wonder? Take a step back in time among peacocks, ancient cannons, and re-created Timucua Native American villages. Plus, sip from the fabled fountain—who knows, maybe it works?
Bonus: Grab a pic on Magnolia Avenue! This tree-lined street is located right before the Fountain of Youth Archeological Park. This historic site is breathtaking with its canopy of oaks and Southern charm.
Tips for Exploring Off-The-Beaten Path St. Augustine Like a Pro.
- Avoid peak times: Early mornings and weekdays are your best bet for experiencing St. Augustine without the crowds.
- Use the free parking shuttle: Downtown parking is a hassle—use the city’s free shuttle service instead.
- Check out First Fridays: On the first Friday of every month, the city’s art galleries open their doors with live music and free wine. Perfect for art enthusiasts.
- Embrace the ghostly charm: From haunted pub crawls to eerie cemeteries, St. Augustine leans into its spooky side. Take a ghost tour for a spine-tingling good time.
- Food Crawl St. Augustine Style: FEAST your way through all the local spots one delicious dish at a time!
More Hidden Gems in St. Augustine.
Looking to uncover even more secret spots? Here are a few extra gems to check out:
- Genung’s Fish Camp – A laid-back, old-Florida fishing outpost offering kayak rentals and fresh bait.
- The Ice Plant Bar– A Prohibition-era bar serving up craft cocktails and farm-to-table bites.
- Washington Oaks Gardens State Park – A stunning escape with centuries-old oak trees and unique coquina rock formations.
Tell Me Yours & I’ll Tell You Mine.
Do you have a favorite off-the-beaten-path spot in St. Augustine? Share it in the comments! We’re always on the hunt for new hidden gems to explore.
The Locals Know Best.
There you have it—your guide to St. Augustine’s secret side. Whether you’re a history buff, beach bum, foodie, or offbeat adventurer, St. Augustine’s hidden gems are waiting to be explored. Let’s uncover a side of the city that most visitors never see.
Ready to start your off-the-beaten-path adventure? Happy Wandering!
Thanks for stopping by! "Hulasquatch" is the ultimate blend of adventure and chill! Part wild explorer, part laid-back Floridian, and always ready to hula through life’s adventures. Come along for the adventure as we explore Florida & beyond. Discovering off-the-beaten-path destinations, testing out cool gear, eating & creating fantastic food along the way. Happy wandering!
This place looks fun, love the local insider tips the best!
St. Augustine is one of our favorites!
We loved camping at Anastasia State Park and spending the day at Vilano Beach. Thank you so much for the recommendations!
Thanks, Sarah! Anastasia and Vilano Beach are some of our favs too!
My parents live in southern GA and visit often and say this is the coolest city!! I’ve yet to visit but I can’t wait, thanks for these tips!
That’s so cool! You will love it too!
Looks lovely! Heading to Florida in a few weeks. Pining to my travel board!
WooHoo! Hope you have fun! Check out the sunset cruise with Schooner Freedom! It’s AMAZING!
Now I want to go back to St. Augustine! We were there for part of a day several years ago, so saw only a bit. Saving this so we know what to do next time! Looks wonderful.
Thanks! Keep checking as we update with more hidden gems!
We are not travelers at all, but your posts make me want to be!
Come wander with us! We promise you’ll be hooked!
I’ll have to take this tour if I ever make it to St. Augustine! It sounds amazing. I love all the stops you mention. Anastasia park sounds beautiful and caps on the water would definitely on my list. I love blackened Mahi! Another great tour by the wandering hulasquatch, which makes me wanna start wandering!😍
That makes us smile! Happy wandering!
Oh perfect find! I’m planning on visiting this year hopefully!
You’ll love it in St. Augustine!
You make this look like the perfect vacation spot. The fort reminds me of the one in Old San Juan Puerto Rico!
Thanks, Megan! St. Augustine is the perfect vacation spot!