Upcoming Events October 2025

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Farmers Markets

Grand Blvd. Saturdays 9 a.m.-1 p.m.

Grayton Locals Market Thursdays 10 a.m.-2 p.m. at Hibiscus Guest House

Seaside Amphitheater Saturdays and Tuesdays 9 a.m.-1 p.m.

Peddlers Pavilion Sundays 9 a.m.-1 p.m.

Rosemary Beach at North Barrett Square Sundays 9 a.m.-1 p.m.

Walton County Fair Oct. 13-18

Join us as we celebrate 101 years of community, agriculture, and family-friendly fun. Expect live performances, livestock shows, arts and crafts exhibits, delicious food vendors, and thrilling rides for everyone. View ticket pricing and see the entertainment plus activity schedule online: waltoncountyfair.com.

Comedy Under the Stars at Hotel Effie Oct. 15 & 29

Join Ara Rooftop Pool & Lounge under the stars 7:30 – 9 p.m. for bold, unfiltered stand-up from touring comedians and local talent presented by High Tide Comedy.  Sip handcrafted cocktails and settle in for a lively evening of adult-only entertainment — sophisticated, spirited, and anything but ordinary. Visit hoteleffie.com.

Eden Gardens Fall Film Series Oct. 16 & 23

The Friends of Eden Gardens announce the return of the Fall Film Series, a series of family-friendly, spooky, classic films played on an outdoor screen under the oak trees at Eden Gardens State Park. The event is free with paid park admission ($4 per vehicle). Films will be shown on the lawn near the pavilion starting at 6:30 p.m.

Oct. 16: Hocus Pocus

Oct. 23: Frogs (1972 & Filmed at Eden)

Rocky Horror Interactive Murder Mystery Dinner at AJ’s Grayton Beach Oct. 18

Join ICMT Murder Mystery Company & AJ’s Grayton Beach for a Rocky Horror themed interactive mystery dinner show where YOU become the detective! Doors open at 6:30 p.m. This show has some ADULT themes – Rocky Horror theme – PG 13. $65 ticket price includes a 3-course meal with salad, your choice of three different entrees, and a specialty dessert. Visit ajsgrayton.com for more info.

Harvest Wine & Food Festival at Watercolor Oct. 16-19

Harvest Wine And Food

Four days. World-class wine. Unforgettable food. From Friday’s sultry Harvest After Dark to Saturday’s legendary Grand Tasting and elegant Sunday brunch, this is one of the Southeast’s premier festivals. Proceeds benefit Destin Charity Wine Auction Foundation. Tickets and details at dcwaf.org.

Support the Fall Silent Auction Benefiting Emerald Coast Food Rescue Oct. 24

Bid for a cause! Help fight hunger in Okaloosa and Walton counties while enjoying food, drinks and community fun. Proceeds support ECFR’s mission to deliver 250,000 pounds of food monthly. Details: emeraldcoastfoodrescue.org.

Run Watersound 5K & 10K Oct. 25

The annual RUN WATERSOUND will take place with two event distances, a 5K & 10K. All races will begin at the Watersound Town Center with a flat scenic course through the paths and streets of the Watersound Origins community. The finish line will be back at Watersound Town Center. Register at: https://watersound.itsyourrace.com/event.aspx.

Seaside Halloweener Derby: Dachshund Race & Dog Costume Contest Oct. 25

Join fellow dog lovers on Saturday, October 25 from 10 a.m. – 2 p.m. for the 15th Annual Halloweener Derby and Dog Costume Contest in the Seaside Amphitheater. Benefitting H.E.A.R.T. Animal Rescue, registration is now open! There are only 90 spots available for the derby, so don’t wait to register. Register here: https://bit.ly/46WptTH.

Rosemary Beach Monstrous Halloween Bash Oct. 25

Join the Merchants of Rosemary Beach as they host the Annual Monstrous Halloween Bash in the community of Rosemary Beach from 10 a.m.-5 p.m. Enjoy trick-or-treating, games, a photo booth, costume contests, pumpkin decorating, balloon fun, music and more! This event is fun for the whole family. Free and open to the public. This event is courtesy of the Merchants of Rosemary Beach.

Barktoberfest at Grand Boulevard Oct. 30

Thursday, Oct. 30,| 4:30–6:30 p.m.  Grand Park, Grand Boulevard at Sandestin

Paws down, the cutest fall fest around! Bring your pup in costume 4:30–6:30 p.m. for trick-or-treating, a legendary doggie costume contest, live DJ, photo booth, and tasty bites. $15 preregistration ($20 day-of). Benefits Dog-Harmony. Register at dog-harmony.org.

Witches of South Walton Charity Ride Oct. 31

The Witches are set to ride in the 22nd Annual Witch Ride this October! Every year, the Witches decorate bikes and fly throughout their communities. These Witches dress to impress, decorate their bikes/brooms and have a wicked fun Halloween celebration. The ride will leave from Gulf Place between 6:45-7:15 a.m. The Witches will again be riding to support the mission of Children’s Volunteer Health Network (CVHN). Event registration at Register.WitchRide.com.

Trick or Treat Seaside Oct. 31

There’s no place like Seaside for Halloween. Follow the Yellow Brick Road through Central Square at the annual Trick-or-Treat in Seaside, happening from 4-7 p.m. This year, the magic takes a turn to the Emerald City with a charming Wizard of Oz theme. Stroll through town collecting treats from Seaside’s merchants, meet beloved characters along the way, and enjoy the sights, sounds, and sweetness of the season. Special outdoor screening of The Wizard of Oz under the stars at 7 p.m. Costumes are encouraged for kids and kids-at-heart.

The Red Bar Halloween Party Oct. 31

Get ready for a spooktacular night of fun, music, and Halloween magic! Come dressed in your best costume by 9 p.m. and win exciting prizes!

Trick or Treat Street at The Village of Baytowne Wharf Oct. 31

Ghosts, ghouls, and goblins take over Baytowne! Trick-or-treat at merchant booths  6–8 p.m., enjoy live music, and don’t miss the fireworks at 8 p.m. Free admission. Details: baytownewharf.com.

11th Annual Eggs on the Beach Nov. 1

Big Green Egg fans unite at Seascape! Sample unlimited bites from 20+ cook teams 10 a.m.-1 p.m., including nine nonprofits, and cast your votes for the 2025 People’s Choice Awards. A distinguished panel of judges features local chefs, Big Green Egg grill masters, and celebrity talent from Netflix and Food Network. Hosted by Bay Breeze Patio, this fan-favorite foodie fest benefits Fisher House of the Emerald Coast and Food For Thought. Tickets & details at EggsOnTheBeach.com.

Pirate Brew Fest at Fudpucker’s Nov. 1

Ahoy, mateys! Fudpucker’s hosts the Pirate Brew Fest 11 a.m.-3 p.m., a lively afternoon of food, fun, and frothy brews. Enjoy live music, games, artists and vendors, alcohol samples, and a pirate costume contest. Festivities also include a magician, mermaid, fire performer, and beer memorabilia on display. Pirate attire is encouraged—and the first 100 pirates through the gate will receive special gifts. Admission is free. More info at  PirateBrewFest.com.

Harbor Docks Take a Kid Fishing Day Nov. 2

Some 300 children will be treated to a day of fishing on the Gulf of Mexico or Choctawhatchee Bay. Each child – and their chaperone – are served breakfast before boarding one of Destin’s finest charter boats for a morning of fishing. Upon return, the day is celebrated with a fish fry lunch, and every child is sent home with a t-shirt and their own rod and reel.  This is for children from 7 to 13 years old. More information: www.harbordocks.com.

Seeing Red Wine Festival Nov. 6-9

Grand and reserve tastings, live music, local cuisines, a themed brunch, vintners’ dinner, and more! Seeing Red offers a fun-filled weekend, whether you choose to experience every event or just one. Customize your weekend experience by purchasing curated packages or individual tickets and reservations. Details and tickets at seeingredwinefestival.com!