Posted on 10/28/2025By the Ocean Reef Editorial Team
There’s no better place to celebrate Halloween than along Scenic 30A, where balmy breezes, golden sunsets, and Gulf views create a perfectly haunting backdrop for fall fun. From family-friendly trick-or-treating and dog costume parades to moonlit concerts and late-night bashes, South Walton knows how to celebrate spooky season in style. Whether you’re chasing candy with the kids, pedaling with the witches at dawn, or raising a glass beneath the stars, these are the 30A Halloween events and parties you simply can’t miss.
At Ocean Reef Resorts, we don’t just love the Emerald Coast—we live it. Our team is part of the community that makes 30A so special, and you’ll often spot us joining in the fun at these local events. Several of this year’s celebrations are just a short stroll from our Grayton Beach office at 15 Pine Street, so if you see us out and about (likely in costume), be sure to say hello! Whether you’re visiting for the weekend or planning your next beach escape, we’re here to help you experience 30A like a local—costume optional.
Wednesday, October 29
Trunk or Treat at Point Washington United Methodist Church
Where: Point Washington United Methodist Church, 1290 N. Highway 395, Santa Rosa Beach
Kick off Halloween early at Point Washington United Methodist Church, where families gather for an evening packed with community spirit and candy-fueled smiles. Kids can wander from trunk to trunk collecting treats, hop on a hayride, and join in classic carnival-style games with fun prizes. It’s a wholesome neighborhood celebration that perfectly captures the small-town magic of 30A in the fall.
Ghouls Night Out at The Stalls on 30A
Where: The Stalls on 30A, Blue Mountain Beach
Sip, shop, and spook in style at Ghouls Night Out—a lively evening where creativity meets a little Halloween mischief. Wander through The Stalls’ charming porches as local makers and boutique vendors offer treats, themed sips, and special surprises at every stop. With unique finds from vintage treasures to handcrafted art, it’s the perfect excuse to pick up something wickedly wonderful while celebrating the season along 30A.
Thursday, October 30
Barktoberfest at Grand Boulevard
Where: Grand Park at Grand Boulevard, Sandestin
Bring your furry friend for a howling good time at Barktoberfest, the annual doggie costume contest and trick-or-treat celebration hosted by Dog-Harmony. Enjoy live music, tasty bites, raffle prizes, and plenty of photo ops as pups parade through Grand Park in their Halloween best. Entry for the costume contest is just a $15 donation ($20 day of), with proceeds supporting local animal programs—proof that good deeds and good dogs make for a paw-sitively perfect night.
Westonwood Ranch Sensory-Friendly Trick or Treat Night
Where: Westonwood Ranch, Freeport
Designed for guests of all abilities, this thoughtful Halloween celebration offers a calm and welcoming space for kids and adults alike. Families can enjoy trick-or-treating, games, and festive activities in a sensory-friendly setting—no loud music, flashing lights, or spooky surprises. Costumes are encouraged (the sillier, the better!), and allergy-friendly treats will be available as part of the Teal Pumpkin initiative.
Halloween Karaoke Night at AJ’s Grayton Beach
Where: AJ’s Grayton Beach
Cue the spotlight—AJ’s Grayton Beach is turning up the volume for its annual Halloween Karaoke Costume Party. Starting at 9 PM, this 21+ bash invites brave souls to take the mic and show off both their pipes and their costumes. Costumes mean no cover, and the night promises plenty of music, mischief, and Grayton Beach energy.
Friday, October 31 – Halloween Night!
Witches of South Walton Charity Ride
Where: Amphitheater at Gulf Place, Santa Rosa Beach
The witches are taking flight once again! Now in its 22nd year, the beloved Witches of South Walton Charity Ride gathers costumed riders at dawn for a whimsical bike parade along the coast—all in support of the Children’s Volunteer Health Network. Decorate your “broom,” don your most enchanting outfit, and join the coven at Gulf Place for a sunrise ride followed by brunch, raffles, and cackles at Shelby’s Beach Bar.
Trick or Treat Seaside
Where: Seaside Amphitheater
Follow the Yellow Brick Road to Seaside, where this year’s Trick or Treat celebration takes a whimsical turn toward the Emerald City. Stroll the town square, collect sweets from local merchants, meet favorite characters from The Wizard of Oz, and settle on the lawn for an outdoor screening of the classic film under the stars.
Halloween on the BOOlevard
Where: Grand Boulevard at Sandestin
Grand Boulevard transforms into a lively lane of tricks and treats during Halloween on the BOOlevard. Families—and even four-legged friends—are invited to show off their costumes while collecting goodies from participating shops and restaurants in a safe, festive setting.
Baytowne Wharf Trick or Treat Street
Where: The Village of Baytowne Wharf, Sandestin
Roam Trick or Treat Street at Baytowne Wharf, where the whole village comes alive with Halloween spirit. Collect candy from local merchants while live music fills the air, then look up for a dazzling fireworks finale over the lagoon at 8 PM.
Halloween at North Beach Social
Where: North Beach Social, Santa Rosa Beach
Spend Halloween bayside at North Beach Social’s annual costume bash, where spooky cocktails, live beats from DJ 30A, and a photo booth set the mood for a night of fun. Come dressed to impress—the costume contest kicks off at 8 PM with cash prizes on the line.
Halloween Party at Local Catch Bar & Grill
Where: Local Catch Bar & Grill, Santa Rosa Beach
Join if you dare! Local Catch Bar & Grill is throwing its annual Halloween Scare & Costume Party, complete with live music, good eats, and cash prizes for the best costumes. Come ready to dance, mingle, and celebrate spooky season 30A-style.
Old Florida Fish House Costume & Cocktails
Where: Old Florida Fish House, Seagrove Beach
Dress to impress and sip something spooky at Old Florida Fish House’s annual Costume & Cocktails bash. Enjoy live dueling pianos, eerie-good drinks, and a lively crowd overlooking Eastern Lake. The costume contest kicks off at 10 PM, with music flowing all night.
SOWAL House Halloween Party
Where: SOWAL House, Rosemary Beach
Step back in time for a night of jazz, champagne, and Halloween intrigue at SOWAL House’s Gatsby-style Halloween Party. This exclusive, ticketed soirée channels 1920s glamour with DJ Wes Rolan, live sax performances, and dazzling costumes inspired by the Roaring Twenties.
The Red Bar Halloween Party
Where: The Red Bar, Grayton Beach
A Grayton Beach tradition returns—The Red Bar’s legendary Halloween Party is where costumes meet chaos in the best possible way. Slip into your spookiest or sassiest getup and dance the night away inside this iconic 30A hotspot with live music and unforgettable energy.
AJ’s Grayton Beach Halloween Bash
Where: AJ’s Grayton Beach
Get ready for a frightfully fun night as AJ’s Grayton Beach throws its annual Halloween Bash with live music, spooky cocktails, and a $500 costume contest. It’s one of the biggest parties on 30A—and the perfect way to cap your Halloween night.
From trick-or-treat strolls in Seaside to lively late-night parties in Grayton Beach, Halloween on 30A offers something for everyone. Whether you’re bringing the whole family or planning a spirited getaway with friends, Ocean Reef Resorts has the perfect home base for your fall escape. Our collection of 30A vacation rentals places you close to the action—just steps from the beach, the music, and the magic of the Emerald Coast. Browse our rentals today and start planning your own spooktacular stay along 30A.
The Ocean Reef Editorial Team leads the market in vacation rental, real estate, and coastal lifestyle content, with decades of Destin & 30A expertise behind every story. As the area's largest locally owned and longest continually operating vacation rental company, we welcome over 200,000 guests each year and reach millions who dream of the beach. Our guides serve travelers, homeowners, and locals alike, sharing authentic knowledge you can trust-because this coast isn't just where we work, it's where our story began, and where we'll continue to welcome generations to come.
