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This Funky Tiki Bar In Florida Is A Tropical Daydream Come To Life


Dreaming of a tropical escape?

Harold’s Place in Naples, Florida, is a funky tiki bar that feels like a slice of paradise!

Thatched-roof paradise alert! Harold's Place beckons with its tropical charm, promising cold drinks and island vibes just steps from the Florida mainland.Thatched-roof paradise alert! Harold's Place beckons with its tropical charm, promising cold drinks and island vibes just steps from the Florida mainland.
Thatched-roof paradise alert! Harold’s Place beckons with its tropical charm, promising cold drinks and island vibes just steps from the Florida mainland. Photo credit: Naples Originals

Let’s face it, we all need a little escape sometimes.

And what better way to transport yourself to paradise than by visiting a tiki bar that looks like it was plucked straight out of a tropical postcard?

Harold’s Place Chickee Bar and Grill isn’t just any old watering hole – it’s a slice of Polynesian perfection right in the heart of Naples.

Step inside and let the vacation begin! This tiki oasis is where Jimmy Buffett's "Margaritaville" meets your favorite neighborhood hangout.Step inside and let the vacation begin! This tiki oasis is where Jimmy Buffett's "Margaritaville" meets your favorite neighborhood hangout.
Step inside and let the vacation begin! This tiki oasis is where Jimmy Buffett’s “Margaritaville” meets your favorite neighborhood hangout. Photo credit: Amanda Bequette

Now, I know what you’re thinking.

“Another tiki bar? Haven’t we seen it all before?”

But hold onto your grass skirts, folks, because Harold’s is something special.

First off, let’s talk about the setting.

This isn’t some kitschy, thrown-together theme bar.

Harold’s Place is the real deal, with an authentic chickee hut structure that would make even the most seasoned island-hopper do a double-take.

Menu, oh menu, what tropical treasures do you hold? From gator bites to fresh catch, Harold's offerings are a culinary adventure waiting to happen.Menu, oh menu, what tropical treasures do you hold? From gator bites to fresh catch, Harold's offerings are a culinary adventure waiting to happen.
Menu, oh menu, what tropical treasures do you hold? From gator bites to fresh catch, Harold’s offerings are a culinary adventure waiting to happen. Photo credit: Kate A.

What’s a chickee hut, you ask?

Well, let me enlighten you, my tiki-curious friends.

A chickee (also spelled “chiki” or “chickee”) is a style of shelter developed by the Seminole Indians of Florida.

It’s essentially an open-sided wooden structure with a thatched roof made of palm fronds.

And let me tell you, the chickee at Harold’s is not messing around.

This isn’t some flimsy beach umbrella situation – we’re talking about a full-on, palm-thatched masterpiece that could probably withstand a hurricane (though let’s hope it never has to).

Holy grouper, Batman! This sandwich isn't just a meal, it's a Florida institution. Crispy, flaky, and ready for its close-up.Holy grouper, Batman! This sandwich isn't just a meal, it's a Florida institution. Crispy, flaky, and ready for its close-up.
Holy grouper, Batman! This sandwich isn’t just a meal, it’s a Florida institution. Crispy, flaky, and ready for its close-up. Photo credit: Kate A.

As you approach Harold’s Place, you can’t help but feel like you’ve stumbled upon a hidden oasis.

The thatched roof of the chickee bar looms large, promising shelter from the sun and a healthy dose of tropical vibes.

Palm trees sway gently in the breeze, their fronds rustling like nature’s own background music.

It’s enough to make you forget you’re in Florida and not on some far-flung Pacific island.

Step inside, and you’re immediately enveloped in a warm, inviting atmosphere that screams “vacation mode: activated.”

Taco 'bout a flavor fiesta! These colorful beauties are like a beach party for your taste buds. Don't forget the lime!Taco 'bout a flavor fiesta! These colorful beauties are like a beach party for your taste buds. Don't forget the lime!
Taco ’bout a flavor fiesta! These colorful beauties are like a beach party for your taste buds. Don’t forget the lime! Photo credit: Sandy R.

The interior of Harold’s is a delightful mishmash of tropical decor and laid-back Florida charm.

Wooden beams crisscross overhead, supporting the impressive thatched roof and giving the whole place an authentic, rustic feel.

Colorful flags and quirky signs adorn the walls, each one seemingly telling its own story of beach bums and island adventures past.

And let’s not forget about the bar itself – a beautiful wooden structure that practically begs you to sidle up and order something fruity with an umbrella in it.

Now, I know we’re all here for the ambiance (and let’s be honest, the booze), but Harold’s Place isn’t just about looks.

This joint has got some serious culinary chops too.

Wings so saucy, they'd make Buffalo blush. Grab a napkin (or three) and prepare for finger-licking goodness.Wings so saucy, they'd make Buffalo blush. Grab a napkin (or three) and prepare for finger-licking goodness.
Wings so saucy, they’d make Buffalo blush. Grab a napkin (or three) and prepare for finger-licking goodness. Photo credit: Gitte Lindberg

The menu at Harold’s is a delightful mix of tropical-inspired dishes and good old-fashioned American comfort food.

It’s like your favorite beach shack and your neighborhood diner had a baby, and that baby grew up to be a culinary genius.

Let’s start with the appetizers, shall we?

Because if there’s one thing I’ve learned in my travels, it’s that you can tell a lot about a place by its starters.

When life gives you lemons, Harold's makes a sunset in a glass. This vibrant sipper is summer's official thirst quencher.When life gives you lemons, Harold's makes a sunset in a glass. This vibrant sipper is summer's official thirst quencher.
When life gives you lemons, Harold’s makes a sunset in a glass. This vibrant sipper is summer’s official thirst quencher. Photo credit: Frank B.

The Smoked Fish Spread is a local favorite, and for good reason.

It’s the perfect blend of smoky and creamy, with just enough zing to wake up your taste buds.

Spread it on a cracker, and you’ve got yourself a little bite of Florida heaven.

If you’re feeling a bit more adventurous, the Gator Bites are a must-try.

Yes, you read that right – alligator.

Now, before you run screaming for the hills, let me assure you that it’s delicious.

Tender chunks of gator meat, lightly breaded and fried to perfection.

It’s like chicken, but with a story to tell.

Margarita o'clock strikes again! This frosty concoction is like a mini-vacation with each sip. Salt rim optional, good times guaranteed.Margarita o'clock strikes again! This frosty concoction is like a mini-vacation with each sip. Salt rim optional, good times guaranteed.
Margarita o’clock strikes again! This frosty concoction is like a mini-vacation with each sip. Salt rim optional, good times guaranteed. Photo credit: Brent Subia

For those who prefer their appetizers from the sea, the Cold Peel and Eat Shrimp are a no-brainer.

Fresh, plump shrimp served chilled with cocktail sauce – it’s simple, it’s classic, and it’s oh-so-satisfying.

Moving on to the main event, Harold’s Place offers a variety of salads for those looking to keep things light.

The Cobb Salad is a personal favorite – a colorful array of fresh veggies, hard-boiled eggs, and your choice of protein, all arranged in neat rows atop crisp lettuce.

It’s like a little edible work of art, if art was delicious and came with ranch dressing.

But let’s be real – you didn’t come to a tiki bar to eat salad (though if you did, more power to you).

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For those looking for something a bit more substantial, Harold’s has got you covered.

The Black Angus Burger is a thing of beauty.

A juicy patty cooked to your liking, topped with all the fixings and served on a toasted bun.

It’s simple, it’s classic, and it’s exactly what you want when you’re lounging by the water with a cold drink in hand.

Clucking amazing! This chicken sandwich is giving Colonel Sanders a run for his money. Crispy, juicy, and totally Instagram-worthy.Clucking amazing! This chicken sandwich is giving Colonel Sanders a run for his money. Crispy, juicy, and totally Instagram-worthy.
Clucking amazing! This chicken sandwich is giving Colonel Sanders a run for his money. Crispy, juicy, and totally Instagram-worthy. Photo credit: Terrie Ham

Speaking of drinks, we can’t talk about Harold’s Place without mentioning their impressive beverage selection.

The bar offers a wide array of tropical cocktails that would make even the most seasoned beach bum weak in the knees.

From classic Mai Tais to creative concoctions with names like “Tropical Storm” and “Shark Bite,” there’s something for every taste and tolerance level.

And let’s not forget about the beer selection.

Because sometimes, when you’re sitting in a tiki bar in Florida, all you want is an ice-cold brew to beat the heat.

Harold’s offers a variety of local and domestic beers, from crisp lagers to hoppy IPAs.

Whatever your beer preference, they’ve got you covered.

Shrimp on a salad? It's not just lunch, it's a refreshing ocean breeze on a plate. Dive in, seafood lovers!Shrimp on a salad? It's not just lunch, it's a refreshing ocean breeze on a plate. Dive in, seafood lovers!
Shrimp on a salad? It’s not just lunch, it’s a refreshing ocean breeze on a plate. Dive in, seafood lovers! Photo credit: Bob Milen

Now, I know what you’re thinking.

“This all sounds great, but what about the atmosphere?

Is it really as laid-back and fun as you’re making it out to be?”

Well, my friends, let me paint you a picture.

Imagine you’re sitting at the bar, a frosty drink in hand, the sound of Jimmy Buffett or some other tropical troubadour playing softly in the background.

The warm Florida breeze is rustling through the palm fronds overhead, and the conversation around you is a pleasant mix of local gossip and vacation stories.

Fish and chips: The dynamic duo of comfort food gets a tropical makeover. Crispy, golden, and begging for a squeeze of lemon.Fish and chips: The dynamic duo of comfort food gets a tropical makeover. Crispy, golden, and begging for a squeeze of lemon.
Fish and chips: The dynamic duo of comfort food gets a tropical makeover. Crispy, golden, and begging for a squeeze of lemon. Photo credit: July Batallas

To your left, a group of retirees is laughing over a shared plate of Conch Fritters, swapping stories about their grandkids and debating the best golf courses in the area.

To your right, a young couple on their honeymoon is canoodling over a pair of colorful cocktails, lost in their own little world of newlywed bliss.

And there you are, right in the middle of it all, soaking in the atmosphere and wondering why you don’t do this more often.

That, my friends, is the magic of Harold’s Place.

It’s not just a bar, or a restaurant, or even a tiki hut.

It’s a state of mind.

It’s the kind of place where you can show up stressed and leave relaxed, where you can arrive a stranger and leave with new friends.

Rain or shine, Harold's outdoor seating is always fine. A little drizzle can't dampen these tropical vibes!Rain or shine, Harold's outdoor seating is always fine. A little drizzle can't dampen these tropical vibes!
Rain or shine, Harold’s outdoor seating is always fine. A little drizzle can’t dampen these tropical vibes! Photo credit: Jim Martin

One of the things that really sets Harold’s apart is its commitment to live entertainment.

On any given night, you might find a local musician strumming away on an acoustic guitar, belting out covers of Jimmy Buffett and Bob Marley.

The music adds another layer to the already vibrant atmosphere, turning a simple night out into a full-on island party.

And let’s not forget about the events.

Harold’s Place isn’t content to rest on its laurels as just another bar.

Oh no, they like to keep things interesting.

From themed parties to holiday celebrations, there’s always something going on.

Taco Tuesdays?

Check.

Thirsty Thursdays?

You bet.

Full Moon Parties that would make even the most seasoned party-goer raise an eyebrow?

Absolutely.

Karaoke night at Harold's? It's like "American Idol" meets "Gilligan's Island." Grab the mic and let your inner beach bum shine!Karaoke night at Harold's? It's like "American Idol" meets "Gilligan's Island." Grab the mic and let your inner beach bum shine!
Karaoke night at Harold’s? It’s like “American Idol” meets “Gilligan’s Island.” Grab the mic and let your inner beach bum shine! Photo credit: Robert “Big Rob Deluxe” Martinez

But perhaps the best thing about Harold’s Place is its ability to make you feel like you’re on vacation, even if you’re just stopping in for a quick drink after work.

It’s the kind of place where time seems to slow down, where the worries of the outside world fade away with each sip of your tropical cocktail.

In a world that often feels too fast, too stressful, and too serious, Harold’s Place is a much-needed reminder to slow down, relax, and enjoy the simple pleasures in life.

Whether you’re a local looking for a regular hangout spot or a tourist seeking that perfect vacation vibe, Harold’s Place delivers in spades.

Pull up a barstool and join the party! At Harold's, every hour is happy hour and every stranger is a friend-to-be.Pull up a barstool and join the party! At Harold's, every hour is happy hour and every stranger is a friend-to-be.
Pull up a barstool and join the party! At Harold’s, every hour is happy hour and every stranger is a friend-to-be. Photo credit: Daniel Hubbard

So the next time you find yourself in Naples, Florida, do yourself a favor and seek out this little slice of paradise.

Order yourself a drink (may I suggest the Rum Runner?), grab a seat under the thatched roof, and let the cares of the world melt away.

After all, as the saying goes, it’s always 5 o’clock somewhere – and at Harold’s Place, it’s always island time.

Pool party central! Harold's backyard oasis is where "staycation" becomes "daycation." Cannonball contest, anyone?Pool party central! Harold's backyard oasis is where "staycation" becomes "daycation." Cannonball contest, anyone?
Pool party central! Harold’s backyard oasis is where “staycation” becomes “daycation.” Cannonball contest, anyone? Photo credit: Harold’s Place Chickee Bar And Grill

For more information about Harold’s Place, including their full menu and upcoming events, be sure to check out their Facebook page and website.

And when you’re ready to embark on your own tiki adventure, use this map to find your way to this tropical oasis in Naples.

16 harold's place chickee bar and grill map16 harold's place chickee bar and grill map

Where: 2555 Tamiami Trail N, Naples, FL 34103

Life’s too short for boring bars.

So grab your flip-flops, put on your loudest Hawaiian shirt, and head to Harold’s Place.

Paradise is waiting – and it’s got a cold drink with your name on it.





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