15 Must-See Icons of Sarasota That Shape the Community
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The must see icons of Sarasota aren’t just landmarks or restaurants—they’re touchstones of memory and community. For nearly 40 years, my wife and I have enjoyed these Sarasota icons, raising kids, meeting friends, and making memories we thought would last forever. Some remain, others have disappeared, but all of them helped shape Sarasota’s character.
Patriot’s Pier @ Sunset Point (North Siesta Key Beach)
Patriot’s Pier has always been more than just the remains of an old foundation—it’s one of the must see icons of Sarasota. Back in the ’90s and early 2000s, kids would walk to the end and perform backflips into the Gulf, where the water was once deep enough to welcome them.
I can still picture strolling the mile-and-a-half stretch from Siesta Beach to Sunset Point. The Gulf waves once pounded the rocky shoreline at the Point, a natural barrier between Whispering Sands and Sunset Point. Today, Mother Nature has shifted the sands, softening the north end, but one ritual remains: every night, the flag is lowered to the sound of Taps.
Did You Know?
Locals have been lowering the flag at Patriot’s Pier with the playing of Taps every night for decades, entirely organized by community volunteers.
O’Leary’s Tiki Bar & Grill
For my family, Island Park was always “the backyard we wish we owned.” My kids grew up running along its paths and climbing onto benches and swings. Tucked into one corner is O’Leary’s Tiki Bar & Grill, where live music spills into the salty Bay breeze nearly every night.
We’d grab a sandwich or cold drink, sit back, and let the sounds drift over us. Between O’Leary’s and Marina Jack, the music always carried across the water.
Fun Fact
O’Leary’s is one of the few tiki bars in Sarasota where you can hear live music seven days a week — everything from reggae to acoustic rock.
Lido Key Tiki Bar
Years ago, around Christmas, I took my kids to South Lido Beach. My son skimboarded while my daughter played in the sand. She’d dig in the sand, build trenches, & fill a pail hundreds of times without tiring. Together, we tried shaping a sandman, laughing at the result while knowing the joy was in the attempt.
Later we wandered to the Lido Key Tiki Bar, one of the must see icons of Sarasota for both locals and visitors. I grabbed a drink, sodas for the kids, and we circled the firepit—not because it was cold, but because it was fun. They chattered about Christmas, Disney, and Santa as if Sarasota’s barefoot winter was the most normal thing in the world.
To this day, it remains an off-the-beaten-path treasure, accessible only by staying nearby, walking from the public beach, or parking at South Lido.
Did You Know?
The Lido Key Tiki Bar has no formal street address — it’s tucked behind the Ritz-Carlton condos & Beach Club, making it one of Sarasota’s best “hidden” gems.
Statue of David @ The Ringling
The replica of Michelangelo’s David at The Ringling has always been one of the must see icons of Sarasota. I remember the first time I took high school students there in the 1980s—they were in awe, not just of the size of the statue but of the fact that Sarasota had something so world-class in its backyard.
Today, the David continues to symbolize Sarasota’s love of art, its willingness to dream big, and its roots as a cultural destination.
Fun Fact
The David statue at The Ringling is a replica of Michelangelo’s masterpiece in Florence, Italy, and it has stood as Sarasota’s unofficial art ambassador since 1986.
Owen’s Fish Camp in Burns Court
Owen’s Fish Camp is Sarasota’s definition of quirky charm. Nestled in Burns Court, it feels like Old Florida wrapped in string lights. The first time my wife and I dined there, we felt like we’d stumbled into a secret hideout where Southern comfort food meets Sarasota creativity.
From the funky décor to the outdoor seating, Owen’s is the kind of place that captures Sarasota’s character—laid-back, authentic, and unforgettable.
Did You Know?
Owen’s Fish Camp is named after the original property owner’s son, Owen Burns, who helped shape much of Sarasota’s early development in the 1920s.
The Mermaid Wall at North Lido Beach
Murals always grab my attention, and the Mermaid Wall at North Lido Beach about 1 mile from the public beach parking lot stopped me in my tracks the first time I saw it. Bright, whimsical, and larger-than-life, it turned a blank wall into a community landmark.
The funky, whimsical mermaid wall is enough of a reason to stroll or jog from the public beach parking. You’ll encounter few people past the public beach, creating a zen-like beach experience with this reward at the end of the journey…or at the halfway point.
Fun Fact
The Mermaid Wall at the north end of Lido Beach has been a living canvas for years. What began as a single mermaid sketch has evolved through multiple revisions—adding brighter colors, a second mermaid, even tops to the figures. Each layer tells the story of how locals and beachgoers have left their creative imprint on this quirky Sarasota landmark.
The Stockyard (Gone But Not Forgotten)
Most people – including longtime locals – never stepped foot in the Stockyard off Cattlemen.
Christmastime was my reason each year to stop by for a small bale of hay for our Nativity. I couldn’t help but wander around the store and feel I was whisked back to my grandpa’s horse stable & barn.
No doubt, the Stockyard represented Old Sarasota, farmers and ranchers. Recently, it shut down forever, leaving behind memories for even non farmers and ranchers like me who returned each year.
Did You Know?
Stockyard Feed & Western Wear in Sarasota traced its roots back to 1956, doing business for nearly 70 years before closing its doors.
Siesta Key Beach Rentals “Shack” (Gone But Not Forgotten)
The little shack at Siesta Key Beach Rentals provided chairs & umbrella for decades. Its weathered wood and casual vibe felt like it belonged perfectly in Siesta’s relaxed rhythm.
Every time I walked past, I smiled at how it served as a quiet reminder that the best parts of Siesta aren’t polished—they’re authentic.
Fun Fact
The Shack that's long gone was a beach icon for decades, renting chairs & umbrellas to beachgoers.
The Yellow Lifeguard Stand – Siesta Key Beach
From the first time I visited Siesta Key Beach, the yellow lifeguard stand has been my favorite. Nearly 40 years later, I still head to the south lot just to set up near it.
Yellow dominates my photos because it just works: bold against the white quartz sand, the blue Gulf, and the open sky. For me, that lifeguard stand isn’t just a backdrop—it’s one of the must see icons of Sarasota.
Did You Know?
Each of Siesta Beach’s lifeguard stands is color-coded (red, blue, green, and yellow), but the yellow stand is the most photographed thanks to its southern location and perfect Gulf backdrop.
JR’s Old Packinghouse Café
At JR’s Old Packinghouse Café, food and music blend into one experience. The first time I walked in, it felt like a throwback—a little worn, a little loud, and completely authentic.
Over the years, it’s been the kind of place where strangers share tables, musicians fill the air, and locals walk out with new friends. It’s Sarasota stripped of pretense, and that’s why it’s endured.
Fun Fact
JR’s Old Packinghouse Café is inside a 1920s citrus packinghouse building, preserving Sarasota’s agricultural roots with live music and comfort food.
Hart’s Landing Bait & Tackle
The rustic charm of Hart’s Landing defines the space at Eloise Werlin Park under the Ringling Causeway. When my kids were small, we’d stop for bait, linger to watch pelicans dive, and laugh as they crash-landed into the Bay.
Sometimes we fished, sometimes we just strolled the bridge, circling back for sodas or ice cream. For us, Hart’s wasn’t just about fishing—it was about time together, surrounded by Sarasota’s simplest pleasures.
Did You Know?
Hart’s Landing is Sarasota’s oldest saltwater fishing bait shop, serving locals and visitors for more than 50 years.
Golden Apple Dinner Theatre (Gone But Not Forgotten)
Though it’s gone now, the Golden Apple Dinner Theatre once anchored Sarasota’s nightlife. My wife and I enjoyed comedies, musicals, and dinners there, nights that always felt special.
It wasn’t just about the shows—it was about Sarasota gathering together. Its absence is still felt.
Fun Fact
The Golden Apple Dinner Theatre hosted Broadway actors and touring performers for decades, making it one of the first venues to bring professional theater to Sarasota.
Hob Nob Drive-In Burger Joint (Gone But Not Forgotten)
At the corner of 301 and 17th Street, Hob Nob had been flipping burgers and pouring milkshakes since the 1950s.
I’d taken my kids there countless times, a quaint burger joint that made you feel like you’d stepped back in time. Hob Nob is a Sarasota icon because it didn’t changed much—it was comfort food and nostalgia rolled into one.
Did You Know?
Hob Nob opened in 1957, making it Sarasota’s longest-running drive-in restaurant until it recently flipped its last burger.
New Pass Grill
On the water by New Pass Bridge, the New Pass Grill is as classic as it gets. Grab a grouper sandwich, sit at a picnic table, and let the view remind you why Sarasota’s lifestyle is hard to beat.
What I’ve always loved is how it hasn’t overcomplicated itself. It’s just food, water, and the people you’re with—that’s the Sarasota way.
Did You Know?
The New Pass Grill claims to have served more than 1 million grouper sandwiches since opening in the 1920s.
The Ringling Causeway
The Ringling Causeway is more than a bridge—it’s one of the must see icons of Sarasota, stretching gracefully across the Bay to connect downtown with Lido Key. From Island Park, my favorite vantage point, I often capture a sunset sky above the Bay, the domed Grande Riviera condos on Golden Gate Point, and the bridge arcing across it all.
For my kids, though, the bridge wasn’t just a photo backdrop—it was an adventure. Walking or biking to the top felt like climbing Mount Olympus, surrounded by water at the highest point in Sarasota. Of course, when they were little, I rarely made it across without carrying one of them part of the way. The Causeway has always been more than infrastructure—it’s a symbol of connection, a stage for exercise, and one of Sarasota’s most iconic views.
Fun Fact
The current John Ringling Causeway Bridge opened in 2003, replacing the original 1959 drawbridge — and it won awards for its sleek, artistic design.
Closing Thoughts: Why Sarasota’s Icons Matter
The must see icons of Sarasota aren’t just places—they’re memories. They’re the tiki bars where we warmed ourselves around a fire in December, the bait shops where pelicans stole the show, the lifeguard stands that framed our family photos, the bridges that became family hikes, and the theaters where we laughed late into the night.
They remind us that Sarasota is more than sunshine and real estate—it’s a community shaped by places where people gather.
📌 Keep Exploring Sarasota:
📅 Browse the Sarasota Lifestyle Events Calendar to find today’s local icons. It’s growing each week, as I am determined to make it your go-to “What’s happening in Sarasota?” resource.
🌐 Learn more through Sarasota County Parks & Recreation.
🌴 Dive into our pillar guide: 7 Unforgettable Days in Sarasota.
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Hi, I’m Mike – real estate agent, photographer, and blogger. Come along as I dive into all things Sarasota, Florida, share insider tips and exciting stories that make this place special. For 20+ years, I’ve helped countless people buy and sell property. Before I transitioned to full-time real estate, I taught high school English & coached basketball.”
2 responses to “15 Must-See Icons of Sarasota That Shape the Community”
Another one for the “gone and not forgotten” is the old foundation wall at the north end of Siesta Beach where folks old and young used to gather at sunset and some would play guitar and other instruments and it was such a cool community feeling. I was a kid and would ride my bike up there for it whenever I could!
Lisa, the wall at the north even of Siesta is still there. If people gathered there at any time 2 facts must be true at that time: 1. the Gulf waters weren’t slamming against the rocky groin separating North Siesta Beach around Sunset Point from Whispering Sands as it only within the last few years has receded due to more sand naturally added to North Siesta and 2. people walked 1/2 mile plus to that area. You may or may not know that for many years there’s no public parking (more than a couple spaces each at BA 1 & 2). In fact, today even the once free public parking lots in the Village are now paid parking. To get to North Siesta today, one must a) stay at one of the vacation rentals, b) pay to park in the Village, or c) park in the public lot at Siesta ~1.5 miles away and walk. If I’m misunderstanding, please let me know where I’ve stumbled over your comment. Thank you. -Mike Payne