October 2025

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Cars of 30A

Cars of 30A is an exclusive showcase of over 150 rare, specially curated automobiles, all set against the iconic Alys Beach architecture.

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Oct 03 - Oct 04, 2025

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Watersound Origins Porchfest

Free and open to the public, the Watersound Origins Porchfest is a day full of musical celebration. Stroll through Watersound Origins and enjoy intimate concerts on porches throughout the neighborhood and finish the day with a performance from the Pink Stones on the 30A Songwriters' Festival Stage. 

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Oct 13 - Oct 13, 2025

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Harvest Food and Wine Festival

This annual Festival is a grand celebration of fine wine and cuisine. Over the course of four days, experience the best of wine and food through dinners, tastings, brunches and more. Proceeds benefit children in need in Northwest Florida.

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Oct 17 - Oct 20, 2025

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Halloweener Derby and Oktoberfest

Kick off the spooky season with the 15th annual Daschund race and Halloween celebration! All participants get to compete in the dog derby and costume contest before heading to the Oktoberfest festivities at the Amphitheater. 

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Oct 25, 2025

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Barktoberfest

Celebrate the spooky season with your four-legged friend at the 10th annual Barktoberfest! Fun activities include the doggy costume contest and canine Trick-or-Treating while two-legged party goers can enjoy Oktoberfest inspired drinks, live music, raffle prizes and more. 

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Oct 30 - Oct 30, 2025

November 2025

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Rosemary Beach Uncorked

Rosemary Beach Uncorked returns in its 14th year as 30A's premier wine festival. Celebrate with a wide array of delicious food, bottles and live music at this ticketed event!

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Nov 01 - Nov 01, 2025

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Seeing Red Wine Festival

This November, experience one of the most highly anticipated wine festivals in Seaside, Florida. The Seeing Red Wine Festival celebrates winemakers through a variety of events including grand and reserve tastings, local cuisine, live music, a themed brunch and more. With the opportunity to purchase customized packages or individual tickets, you can curate your own fun-filled weekend experience. Tickets go on sale in July!

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Nov 06 - Nov 09, 2025

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Mountain Film On Tour

The Telluride-based Mountain Film Festival is traveling to WaterColor for two nights of powerful, specially curated outdoor screenings. The event will feature a line up of the festival's best features and each night will include a presenter to guide attendees through the program. Because 2025 will be the events 25th anniversary, there will also be 100 VIP tickets for purchase each night which includes early chair set up, a preshow reception and more! 

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Nov 07 - Nov 08, 2025

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30A BBQ Festival

Test of the best of local barbecue as restaurants and vendors compete to be "30A's Best BBQ." Purchase a ticket for all-you-can-eat access along with a photo booth, silent auction, live music, beer, wine and more!

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Nov 07 - Nov 07, 2025

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Alys Beach Crafted

Alys Beach Crafted is all about celebrating and telling the story of craftsmanship and creation. Renowned craftspeople from all over the country gather to share not only the product of their art form, but also the process and the inspiration behind their creations. Alys Beach Crafted allows you to learn about and collect a variety of meticulously created goods through events including the Makers Market, Firkin Fête, Cocktail Seminars and the Spirited Soirée.

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Nov 12 - Nov 16, 2025

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The 30A 10k Thanksgiving Race

Run along this flat, scenic route that winds through the stunning paths of Scenic Highway 30A! One of the top 10 turkey trots in the south, this Thanksgiving event features a 10K, 5K and 1-mile fun run with the perfect distance for every racer. After crossing the finish line, participants can also enjoy a DJ, local vendors, and a complimentary Mimosa and Bloody Mary bar at the post-race celebration. 

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Nov 27, 2025