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Events in May 2026

  • May 22, 2026 (1 event) - Magic Night at Windmills

  • May 23, 2026 (3 events) - Farmers Market on Baldwin and 2 other events

    Category: General
    Farmers Market on Baldwin


    May 23, 2026

    Join us on Baldwin Ave. in downtown DeFuniak Springs every Saturday as our local farmers and vendors line the streets with the freshest produce, mouthwatering proteins, and all the good things like popcorn and candles. There will be various music and activities throughout the Saturdays this year that you won't want to miss.

    Baldwin Avenue, Defuniak Springs
    694 Baldwin Avenue
    Suite 4
    Defuniak Springs, FL 32435

    Category: General
    25th Anniversary Party: Hammock Bay


    May 23, 2026

    Join the celebration as Hammock Bay marks its 25th Anniversary on May 23 at The Windmills. Guests can enjoy local vendors, live music, and a fireworks show as the community comes together to celebrate 25 years of growth, connection, and memories. Open to the public.

    Windmills in Hammock Bay
    425 Victory Blvd
    Freeport, Florida 32439
  • May 24, 2026 (2 events) - Sinfonia Salutes: Memorial Day Concert & Drone Show and 1 other event

    Category: General
    Sinfonia Salutes: Memorial Day Concert & Drone Show


    May 24, 2026

    Alys Beach welcomes Sinfonia Gulf Coast for an open-air Memorial Day performance featuring a full orchestral concert followed by a drone light show over the amphitheatre. Set beneath the palms in the heart of Alys Beach, this annual tradition blends live symphonic music with a modern aerial display, creating one of the most visually striking evenings of the season. Guests are encouraged to bring blankets or low-back chairs and settle in for an evening of music and community under the night sky.

    Alys Beach
    9581 East County Highway 30A
    Alys Beach, Florida 32459

    Category: General
    Alaqua Sunday Sessions


    May 24, 2026

    Enjoy a weekly gathering in the Alaqua Arena filled with live music, delicious food, and the peaceful charm of the Refuge. Sunday Sessions take place every Sunday from 1–3 PM, featuring Rescue Me: Tim Jackson, Holly Winter, and John Link.
    Free Entry: Come enjoy the trails, visit the animals, grab a bite, and soak up good music and good company.
    Food Truck: This week’s food truck is Aura Cafe!
    Important Note: We ask that no community pets be brought to the Refuge during this event.
    Special Thanks: Our first month of Sunday Sessions is proudly sponsored by Mr. Rooter of Northwest Florida.
    Come stroll the trails, visit the animals, grab something delicious from the food trucks, and settle in for an afternoon that feels creative, relaxing, and full of heart.
    Bring your friends, your family, and your love for animals. It’s your new Sunday tradition at Alaqua!
    Alaqua Animal Refuge
    155 Dugas Way
    Freeport, Fl 32439
    850-880-6399
  • May 28, 2026 (1 event) - Bands on the BLVD.

    Category: General
    Bands on the BLVD.


    May 28, 2026

    Bands on the BLVD returns to Grand Boulevard for its summer concert series, featuring seven Thursday evenings of live music in Grand Park.

    From May 21 through July 2, the free outdoor series showcases a rotating lineup of local and regional artists spanning soul, R&B, and high-energy summer sounds.

    Grand Boulevard at Sandestin – Grand Park
    Thursdays, May 21 – July 2, 2026
    6–8 PM
    Free and open to the public

    2026 lineup:
    May 21 – Dion Jones & The Neon Tears
    May 28 – The Salty Strays
    June 4 – Casey Kearney
    June 11 – Xcetrics
    June 18 – The Wildlife Specials
    June 25 – Cadillac Willy
    July 2 – America Salutes: A Musical Celebration of 250 Years of Freedom (Emerald Coast Theatre Company)

    The series concludes with a special Independence Day weekend performance honoring America’s 250-year milestone.



    Grand Boulevard
    525 Grand Blvd
    Miramar beach, FL 32550
  • May 29, 2026 (1 event) - Tim Jackson's Storytellers Tour

    Category: General
    Tim Jackson's Storytellers Tour


    May 29, 2026

    HWY 331 is proud to support Tim Jackson’s Storytellers Tour, a night where music and storytelling come alive.  Acoustic renditions of beloved songs are delivered with raw emotion and honesty, giving you a front-row seat to the heart of each story. Whether you’ve followed these artists for years or are hearing their music for the first time, you’ll feel every note, every lyric, and every story. Between songs, the artists share the inspiration behind their music, offering a glimpse into their creative journey and the moments that shaped each piece.

    Expect laughter, reflection, and the kind of connection that only a live singer-songwriter performance can create. Tim Jackson’s Storytellers Concert Series is a night to pause, listen, and be swept up in the music. Don’t miss this chance to experience a truly unforgettable evening.

    Tickets are $20 and can be purchased at the door. 

    Florida Chautauqua Theater
    840 Baldwin Ave
    Defuniak Springs, FL 32435
    (850) 892-9494
  • May 30, 2026 (2 events) - Farmers Market on Baldwin and 1 other event

    Category: General
    Farmers Market on Baldwin


    May 30, 2026

    Join us on Baldwin Ave. in downtown DeFuniak Springs every Saturday as our local farmers and vendors line the streets with the freshest produce, mouthwatering proteins, and all the good things like popcorn and candles. There will be various music and activities throughout the Saturdays this year that you won't want to miss.

    Baldwin Avenue, Defuniak Springs
    694 Baldwin Avenue
    Suite 4
    Defuniak Springs, FL 32435

    Category: General
    Cami's Day


    May 30, 2026

    Cami’s Day is a community fundraiser taking place in Downtown DeFuniak Springs at the Amphitheater on Circle Drive. The event is being held to help raise funds in support of Cami Morgan, standing with her in faith as she fights stage 4 cancer. The evening will feature food trucks, live music, a silent auction, and additional activities, creating a gathering centered on support, community, and hope.

    Live music will include Luke Langford, with additional performers to be announced as the lineup is finalized. The headliner of the event will be Rockland Road Band. Rockland Road is a family band featuring Grammy-winning artist Paul Martin (lead singer of EXILE), Jamie Allen (daughter of Duane Allen of The Oak Ridge Boys), their children, and Grand Ole Opry background vocalist Norah Lee Allen. Their sound blends country, gospel, pop, R&B, and Americana.

    Food, music, and community will come together for an evening of support for Cami and her family, with additional updates to follow. Please follow Cami's Warriors Facebook Page for comprehensive information. 

    Amphitheater at Lake DeFuniak
    1226 Circle Dr.
    DeFuniak Springs, FL 32435
  • May 31, 2026 (1 event) - Alaqua Sunday Sessions

    Category: General
    Alaqua Sunday Sessions


    May 31, 2026

    Enjoy a weekly gathering in the Alaqua Arena filled with live music, delicious food, and the peaceful charm of the Refuge. Sunday Sessions take place every Sunday from 1–3 PM, featuring Rescue Me: Tim Jackson, Holly Winter, and John Link.
    Free Entry: Come enjoy the trails, visit the animals, grab a bite, and soak up good music and good company.
    Food Truck: This week’s food truck is Aura Cafe!
    Important Note: We ask that no community pets be brought to the Refuge during this event.
    Special Thanks: Our first month of Sunday Sessions is proudly sponsored by Mr. Rooter of Northwest Florida.
    Come stroll the trails, visit the animals, grab something delicious from the food trucks, and settle in for an afternoon that feels creative, relaxing, and full of heart.
    Bring your friends, your family, and your love for animals. It’s your new Sunday tradition at Alaqua!
    Alaqua Animal Refuge
    155 Dugas Way
    Freeport, Fl 32439
    850-880-6399

LakeFest 2026 Returns to DeFuniak Springs With Live Music, Hydroflight Shows, Parade and Family Fun

LakeFest 2026 Returns to DeFuniak Springs With Live Music, Hydroflight Shows, Parade and Family Fun

From live entertainment and water sports to parades, food, and family activities, LakeFest has become one of DeFuniak Springs’ most anticipated community celebrations. Centered around the iconic Lake DeFuniak, the festival brings together residents and visitors for a weekend that captures the spirit, beauty, and traditions of the city.

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A Festival With a Pulse Beneath the Music

A Festival With a Pulse Beneath the Music

By late afternoon on May 9, the light over Watersound Town Center Pavilion will begin its slow turn toward gold, the kind of coastal glow that softens edges and draws a crowd closer to the stage. Music will carry across the open air, equal parts celebration and quiet acknowledgment of the lives that sustain this place long after the last note fades.

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ArtsQuest 2026 at Grand Boulevard Town Center Walton County Fine Arts Festival May 2 and 3

ArtsQuest 2026 at Grand Boulevard Town Center Walton County Fine Arts Festival May 2 and 3

ArtsQuest returns to Grand Boulevard Town Center on May 2 and 3, 2026, transforming North Park into a juried open-air gallery featuring more than 125 artists from across the country. Now in its 38th year, the festival blends fine art, live music, student showcases, and community programming in one of Walton County’s most enduring cultural traditions.

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Sunday Sessions at Alaqua Animal Refuge Freeport FL Live Music and Animal Sanctuary Experience

Sunday Sessions at Alaqua Animal Refuge Freeport FL Live Music and Animal Sanctuary Experience

A free weekly Sunday tradition in Freeport, Sunday Sessions at Alaqua Animal Refuge blends live music, open trails, and the peaceful presence of rescued animals. Held inside the Alaqua Arena, it is a relaxed afternoon gathering just off Highway 331 where nature, community, and music come together in a meaningful setting.

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Cultural Arts Alliance Announces Finalists For “Made in Walton County” Songwriters Showdown

Cultural Arts Alliance Announces Finalists For “Made in Walton County” Songwriters Showdown

The Cultural Arts Alliance (CAA) of Walton County is pleased to announce the finalists for the 2nd Annual “Made In Walton County” Songwriters Showdown, taking place Thursday, March 27, 2026, from 6–8:30 p.m. at The Pavilion at Watersound® Town Center. This family-friendly event celebrates the art of songwriting and showcases the region’s vibrant music community.

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Where the Circle Widens

Where the Circle Widens

There are places where history doesn’t sit behind glass. It walks the sidewalk at dusk. It waits on shaded porches. It gathers—still—when given the right invitation.
Lake DeFuniak has always been one of those places.
Nearly perfectly round and improbably calm, the lake has long served as both compass and common ground for DeFuniak Springs. In the late nineteenth century, it drew educators, thinkers, musicians and families from across the country for the Florida Chautauqua—an ambitious experiment in lifelong learning that once placed this small Panhandle town at the center of a national cultural movement.

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Hard Hats & High Heels

Hard Hats & High Heels

On Friday, February 13, 2026, the Hilton Sandestin Beach Golf Resort & Spa will host women from across the county who are ready to do more than raise money. They’re ready to build. The luncheon kicks off Habitat’s 2026 Women Build Workshops, a series of build days that prove when women lead, communities gain.

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Seaside Prize 2026

Seaside Prize 2026

The SEASIDE Institute™ has announced the recipients of the 2026 SEASIDE Prize™, a recognition reserved for those whose work has shaped the fields of architecture, urban planning, and community development. The prize is awarded annually to individuals whose contributions have a lasting impact on how places are built and experienced.

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Henry Park Reopens in DeFuniak Springs

Henry Park Reopens in DeFuniak Springs

In the heart of DeFuniak Springs, where arrivals once stepped from the train and into a season of music and welcome, Henry Park is opening a new chapter. Long a gathering place for travelers, townspeople, and musicians alike, the historic park now stands renewed—its restoration honoring both the community that shaped it and the future it continues to invite.

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Connect with 30A Songwriters Festival Producers, Jennifer Steele and Russell Carter

Connect with 30A Songwriters Festival Producers, Jennifer Steele and Russell Carter

Every Martin Luther King Jr. Weekend since 2010, the 30A Songwriters Festival has turned South Walton’s quiet winter season into a destination built around music, storytelling, and community. On this episode of the HWY 331 Podcast, host Kerri Parker sits down with festival producers Jennifer Steele and Russell Carter to reflect on 17 years of a songwriter-focused festival that has become a cultural and economic cornerstone for Walton County.

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Why DeFuniak Springs in Walton County is Considered the Christmas Town of the Region

Why DeFuniak Springs in Walton County is Considered the Christmas Town of the Region

When the holiday season arrives, DeFuniak Springs comes alive like nowhere else in Northwest Florida. Its historic downtown, spring-fed lake, and Victorian architecture become the backdrop for a twinkling winter wonderland that draws families, friends, and travelers from across the region. But don’t just take our word for it—locals who have loved this town for years share why Christmas here feels truly magical. From horse-drawn carriage rides to festive markets and dazzling light displays, their voices guide you through the ultimate roadmap to holiday cheer in Walton County.

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Christmas Reflections

Christmas Reflections

There’s a moment — just as the sun slips behind historic buildings and mature trees — when Lake DeFuniak becomes a mirror. The century-old homes that curve around its shore soften into silhouette, and then suddenly, with the flick of a switch, Christmas Reflections comes to life. Millions of twinkling lights ripple across the water of one of only two nearly perfect spring-fed lakes in the world.

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Generations of Veterans

Generations of Veterans

Veterans Day is a time to honor and reflect on the sacrifices made by those who served in the U.S. Armed Forces across generations. From the battlefields of World War II to the jungles of Vietnam, the deserts of the Middle East, and the more recent deployments in Afghanistan and Iraq, each era of service holds unique stories of resilience, dedication, and sacrifice.

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Where the Water Welcomes Everyone

Where the Water Welcomes Everyone

There’s something about the way sunlight drapes itself across the still waters of Twin Lakes Camp Resort—a kind of quiet invitation to slow down, breathe deep, and remember what it means to belong outdoors. On Saturday, November 8, from 10 a.m. to 2 p.m., everyone is invited to gather at this lakeside gem for a day that captures everything good about small-town generosity and Southern tradition.

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Freeport Night Out Is Back—and We Can’t Wait

Freeport Night Out Is Back—and We Can’t Wait

There’s a little magic that happens when a town decides to throw open its doors and celebrate itself—and Freeport Night Out has that magic in spades. Last year, the green hummed with laughter, music, and the unmistakable feeling that something special was happening. This year, the Freeport Merchants Association is teaming up again with The Windmills at Hammock Bay and Props Brewery to make sure November 1 is a night to remember.

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11th Annual Eggs on the Beach Cooking Competition

11th Annual Eggs on the Beach Cooking Competition

Taster tickets are on sale now for the 11th Annual Eggs on the Beach Big Green Egg Cooking Competition to be held on Saturday, Nov. 1, from 10 a.m. to 1 p.m. at Seascape Towne Centre in Miramar Beach. Tasters will enjoy unlimited bites, and receive five votes
to vote for their favorites and award the 2025 People’s Choice Awards. Presented by Bay Breeze Patio, more than 20 cook teams will be serving delectable bites cooked on the Big Green Egg while raising funds for local nonprofits, including Fisher House of the Emerald Coast and Food For Thought.

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A New Rhythm in South Walton: The First Annual SOWAL Jazz Fest

A New Rhythm in South Walton: The First Annual SOWAL Jazz Fest

This November, the Gulf breeze will carry more than the scent of salt and pine. It will carry music—smooth, stirring, and alive. From November 6 through 8, 2025, South Walton will host the first annual SOWAL Jazz Fest, a three-night celebration of artistry and connection that promises to redefine what cultural experiences can look like along Florida’s Scenic Highway 30A.

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DeFuniak Springs Woman’s Club Celebrates 21st Annual Circle Drive Halloween Tradition

DeFuniak Springs Woman’s Club Celebrates 21st Annual Circle Drive Halloween Tradition

The DeFuniak Springs Woman’s Club is proud to announce the 21st Annual Circle Drive Halloween Celebration, a cherished community tradition that brings joy, safety, and festive spirit to families throughout Walton County. Each year, approximately 2,000 children gather at the historic Lake Yard to trick-or-treat in a welcoming and secure environment—and 2025 promises to be no different.

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Anchors Away: Freeport Sets Sail on a New Wave of Public Art

Anchors Away: Freeport Sets Sail on a New Wave of Public Art

On Thursday, September 18, the Cultural Arts Alliance of Walton County (CAA) will host Anchors Away, a free preview party at Shipyard Marina (116 Shipyard Rd.) from 6 to 9 p.m. The family-friendly evening will unveil the first round of artist-decorated, 4.5-foot concrete anchors—a striking new addition to Freeport’s landscape through the Anchored in Freeport project.

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Alice in Wonderland

Alice in Wonderland

Alice in Wonderland Jr.- This fall, Wonderland is coming to Emerald Coast Theatre Company. Our students will tell the classic story of Alice’s trip down the rabbit hole through singing, dancing, and artistic expression. We have multiple age groups producing this show from grades K-12. Join us at ECTC on Grand Blvd or our satellite locations in DeFuniak Springs and Freeport. No matter the age, this production offers much to teach about theatrical performance, and the large ensemble cast allows every student the opportunity to shine!

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Grit & Grace

Grit & Grace

The 2025 Production of Grit & Grace: “The Paths We Take” Mark your calendars for one of Walton County’s most beloved traditions — the 2025 production of Grit & Grace, a powerful folk-life performance celebrating the people, places, and stories that shaped our...

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Events in Walton County, FL June & July 2025

Events in Walton County, FL June & July 2025

Want to know the top things to do in Walton County this week? Check out the HWY 331 Roadmap to Fun! While we love it all, this edition highlights events we think will really resonate with locals and visitors alike—from a stylish fashion show to freedom-focused celebrations; We’ve mapped out the fun for you—now you just have to show up! All the details are live now on our Events Calendar.

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LakeFest 2025

LakeFest 2025

If you’ve ever wondered what happens when a picture-perfect lake meets small-town charm and a whole lotta fun… welcome to LakeFest 2025. This May 23rd and 24th, grab your crew, your paddleboard, your sense of adventure, and meet us at Chipley Park on Circle Drive in DeFuniak Springs, right on the edge of one of the world’s only perfectly round spring-fed lakes.

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DeFuniak Springs Woman’s Club

DeFuniak Springs Woman’s Club

There’s something quietly powerful happening in DeFuniak Springs — and if you blink, you might miss it. But those who know, know: when the women of this town join forces, the ripple effects touch every corner of the community.
That’s why the third annual Fashion Show hosted by the Woman’s Club of DeFuniak Springs is more than just a fun afternoon at Café Nola — it’s a celebration of style, strength, and sisterhood.

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Underwater Museum of Art

Underwater Museum of Art

Mark your calendars for Wednesday, April 30, 2025, from 6 – 9 p.m. for Dine + Dive, an evening that will tantalize all the senses while supporting the nation’s first Underwater Museum of Art. This elevated fine art, food, and wine event brings together the best of South Walton’s culinary scene with tasting stations from beloved local restaurants, carefully curated wine pairings, and a silent auction featuring incredible art pieces.

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Farmers Markets

Farmers Markets

In the heart of every small town, there is a place where life unfolds in its simplest, most essential form. A place where early risers set up their tents, where the scent of fresh herbs mingles with the warm spice of homemade candles, and where the sound of friendly conversation is as much a part of the morning as the sun cresting the horizon. The farmers market is more than just a place to buy vegetables and fresh bread—it is a gathering space, an incubator for businesses, and a driving force of local economic vitality.

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Connect with Diane Pickett

Connect with Diane Pickett

Some say the South is all sweet tea and front porch stories, but if you’ve read F. Diane Pickett’s work, you know better. Her novels don’t just whisper Southern history—they grab you by the collar and drag you through the grit, grace, and downright fight of strong-willed women who refuse to be tamed. Today, we sit down with the legendary storyteller, preservationist, and force of nature herself—Diane Pickett. Diane is a woman who doesn’t just tell history—she shapes it.

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Stinky’s Pompano Tournament

Stinky’s Pompano Tournament

Get ready to cast your lines and raise a glass—Stinky’s Fish Camp is bringing back the biggest fishing showdown in Walton County! The 15th Annual Stinky’s Pompano Tournament kicks off with an epic celebration on March 29, 2025, at Stinky’s Bait Shack, setting the stage for five weeks of friendly competition from March 30 to May 4, 2025.

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Florida Chautauqua Assembly

Florida Chautauqua Assembly

Imagine living in a time when you wanted to learn more about the world, but had limited means to do so. It’s difficult for many people to picture a time when information about any topic wasn’t available at our local library or online. “We’re so used to having easy access today, so it’s hard to explain,” says Dean DeBolt, retired archivist for the University of West Florida.

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Seaside Race

Seaside Race

The cool, crisp mornings in Walton County always seem to whisper adventure, and for many locals and visitors, February brings the ultimate challenge: running the Seaside School Half Marathon + 5K Race, part of the area’s oldest and most beloved race weekend.

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DwightFest

DwightFest

Mark your calendars, music lovers—December 7-8, 2024, is shaping up to be an unforgettable weekend in Walton County. The Inaugural DwightFest is coming to the Gulf Place Green Space and Amphitheater in Santa Rosa Beach, and this isn’t just any music festival. It’s a celebration of art, community, and the power of music to bring people together for a cause.

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The Walton County Fair

The Walton County Fair

In a world where the hustle of modern life often pulls us away from our roots, there’s something truly magical about the Walton County Fair. Since 1924, this annual event has been more than just a fair; it’s a living testament to our region’s rich agricultural heritage and a celebration of the vibrant community spirit that defines DeFuniak Springs.

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Celebrate Music, Animals, and Community at the Bluegrass Barn Jam

Celebrate Music, Animals, and Community at the Bluegrass Barn Jam

For music lovers and animal advocates alike, there’s no better way to spend a Saturday than at Alaqua Animal Refuge’s Bluegrass Barn Jam! This special event, set for Saturday, September 21st, promises to bring the Walton County community together for a day filled with live music, family fun, and a deeper cause—supporting the heart of Alaqua’s mission: rescuing and caring for animals.

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Tunnel Art

Tunnel Art

The recently opened underpass at Inlet Beach is a welcome safe passage across a busy intersection. But it’s also a delightful journey through a tunnel of painted swirls and colors, dazzling shapes and designs, each unique in their beauty. The art component, in the form of murals, was commissioned by the Cultural Arts Alliance of Walton County (CAA). The murals were painted by local and tri-county (Walton, Okaloosa and Bay) area artists.

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Dog-Friendly Dining and Drinks in Walton County, FL

Dog-Friendly Dining and Drinks in Walton County, FL

Walton County, FL, is a paradise for dog lovers who don’t want to leave their furry friends behind when dining out or grabbing a drink. Whether you’re in the mood for fresh seafood, creative tacos, or a cold craft beer, these dog-friendly spots are ready to welcome you and your pup. Here’s where you can enjoy a meal or a drink with your dog by your side.

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Grit & Grace: Opening Night Success

Grit & Grace: Opening Night Success

In the heart of our community, a beacon of theatrical brilliance continues to shine brightly as “Grit and Grace” enters its 22nd season. This beloved local performance has become more than just a staple of entertainment; it is a cherished tradition that bridges the gap between generations, weaving together the past and present through the power of storytelling.

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Finding the Spark in Each Person

Finding the Spark in Each Person

People with Autism Spectrum Disorder (ASD) want the same things all people want — to have purpose, to be loved and understood, and to be able to help contribute to society. As a group, they are underemployed and underestimated. According to the U.S. Department of Labor, an estimated 85% of adults with autism are excluded from the workforce.

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Shaping Futures, One Student at a Time

Shaping Futures, One Student at a Time

As The Seaside School continues to make strides in education, it opens its doors for enrollment from January 5th to February 15th. Prospective students and their families are invited to join a community where innovation, excellence, and a commitment to the whole child have been the driving forces for over two decades.

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Connect with Diane Pickett

Episode 5: Connecting Walton County Music Scene

Partners in Southern Sound Music Alliance, Jennifer Sundal and Naomi Alvarado help us to make a connection to the Walton County music scene. We talk about 30A Songwriters Festival, choosing venues and performances, a micro-festival happening simultaneously called Stinky’s Swamp Writers and how live music can bring energy, add economic, cultural and social significance for our community.

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