October is a magical time to experience Destin. As the golden hues of autumn blend with emerald waters, the Emerald Coast reveals some of its best-kept secrets—including crowd-free beaches, tranquil weather, and a vibrant lineup of festivities. For Ocean Reef Resorts guests and seasoned travelers alike, October offers a unique opportunity to experience Destin in a new light, where celebrations and relaxation flow seamlessly together.

As temperatures settle into the comfortable seventies during the day and dip into the crisp sixties at night, Destin becomes the perfect place to unwind and join the locals in celebrating the season. October's cooler breeze brings not only the best sunsets of the year but also a calendar filled with activities for everyone, from fishing tournaments to live concerts. Whether you're looking to relax or join in on the excitement, here's a look at the top events happening in Destin this October.

The 76th Annual Destin Fishing Rodeo

Date: October 1st–31st 

Time: Daily weigh-ins from 10:00 am to 7:00 pm 

Location: AJ's Seafood & Oyster House

One of the biggest highlights in October is the 76th Annual Destin Fishing Rodeo, a month-long event that draws over 30,000 anglers from all around. Every day, weigh-ins take place at AJ's Seafood & Oyster Bar. Whether you're casting a line or watching from the docks, the atmosphere is electric, as Destin—known as "The Luckiest Fishing Village in the World"—delivers exciting moments and cash prizes for the lucky winners. Destin offers some of the best Gulf fishing conditions, thanks to the deep underwater canyon just offshore, providing close access to deep-sea fishing. Guests staying in Ocean Reef's waterfront rentals can enjoy watching the boats glide in and out of the harbor, adding to the excitement of this iconic event.

Rocktober Concert Series at HarborWalk Village

Date: Every Saturday in October 

Time: 7:00 pm – 9:00 pm 

Location: HarborWalk Village Main Stage

If live music is your scene, HarborWalk Village's Rocktober Concert Series brings the beats every Saturday night in October. As the marina lights twinkle in the background, local bands take the stage, playing everything from rock to blues. The night doesn't end with just the music—each concert concludes with a spectacular fireworks display over the harbor, offering a perfect evening for the whole family. This waterfront hotspot, full of restaurants, shops, and lively bars, buzzes with excitement every weekend. You'll find patrons enjoying dinner and drinks at waterfront eateries, all while soaking in the festive atmosphere.

Grand Boulevard Farmer’s Market

Date: Every Saturday 

Time: 9:00 am – 1:00 pm 

Location: Grand Boulevard at Sandestin Golf & Beach Resort

For those who love fresh, local goods, the Grand Boulevard Farmer’s Market is a must-visit. Every Saturday from 9:00 am to 1:00 pm, the market features a delightful selection of locally sourced produce, homemade jams, fresh-baked breads, and even specialty items like Tupelo honey and artisan cheeses. It's a fantastic spot to pick up unique, handcrafted goods such as candles, soaps, and pet treats. Located in the heart of Sandestin Golf & Beach Resort, the market is a fun weekend activity that pairs perfectly with a stroll through the shops and restaurants of Grand Boulevard.

Baytowne Wharf's Fall Fun

Wednesday Night Concert Series

Date: Every Wednesday 

Time: 7:00 pm – 9:00 pm 

Location: The Village of Baytowne Wharf Events Stage

Kick off your midweek with free concerts every Wednesday from 7:00 pm to 9:00 pm at the Events Stage on the green. It's a great opportunity to grab a cooler, a picnic basket, and a blanket, and enjoy some live music under the stars.

16th Annual Baytowne Beer Festival

Date: Saturday, October 12th 

Time: 2:00 pm – 8:00 pm 

Location: The Village of Baytowne Wharf

For craft beer lovers, the 16th Annual Baytowne Beer Festival on Saturday, October 12th is not to be missed. From 2:00 pm to 8:00 pm, attendees can sample beers from over 200 domestic, local, and international breweries, all while enjoying live music and a festive atmosphere in the heart of the village. Be sure to secure tickets early, as this is one of the area's most anticipated events.

Bubbly Baytowne

Date: Thursday, October 17th 

Time: 5:00 pm – 7:00 pm 

Location: The Village of Baytowne Wharf

For a touch of elegance, Bubbly Baytowne on Thursday, October 17th offers free champagne tastings throughout the village, creating the perfect opportunity to sip, shop, and celebrate fall.

MKAF Artful Dining Series: Blue Dog & Bourbon on the Bayou

Date: Friday, October 11th 

Time: 6:00 pm 

Location: Churchill Oaks, Santa Rosa Beach

For a truly unique October evening, don’t miss the MKAF Artful Dining Series: Blue Dog & Bourbon on the Bayou on Friday, October 11th at 6:00 pm. Hosted at the stunning Churchill Oaks in Santa Rosa Beach, this exclusive wine dinner benefits the Mattie Kelly Arts Foundation’s arts education and community initiatives across Northwest Florida.

The Market Shops Annual Bloody Mary Festival

Date: Saturday, October 12th 

Time: 11:00 am – 2:00 pm 

Location: The Market Shops

Get ready to eat, drink, and "B Mary" at one of the most anticipated fall events along the Emerald Coast! On Saturday, October 12th, from 11:00 am to 2:00 pm, this lively festival serves up unlimited tastings of handcrafted bloody marys from the area's best local restaurants and bars.

Jeepalooza Beach Jam

Date: October 24th – 27th 

Location: Destin, Florida

Mark your calendars for the Jeepalooza Beach Jam from October 24th to 27th in Destin, Florida. This exciting, family-friendly event is perfect for Jeep enthusiasts who want to experience a fun-filled weekend on the Emerald Coast.

26th Annual Festival of the Arts

Date: Saturday, October 26th & Sunday, October 27th 

Time: Saturday: 9:00 am – 5:00 pm; Sunday: 10:00 am – 4:00 pm 

Location: MKAF Cultural Arts Village, Destin

Destin transforms into an art lover's dream during the 26th Annual Festival of the Arts on Saturday, October 26th, and Sunday, October 27th. Hosted by the Mattie Kelly Arts Foundation, this juried festival showcases over 100 artists from across the nation.

Halloween Celebrations for All Ages

Spooktacular Halloween Night at HarborWalk Village

Date: Saturday, October 26th 

Time: 3:00 pm – 9:00 pm 

Location: HarborWalk Village

On Saturday, October 26th, from 3:00 pm to 6:00 pm, ghouls, witches, and goblins of all ages are invited to a Spooktacular Halloween Night at HarborWalk Village. Enjoy a scavenger hunt, autumn-themed carnival games, an obstacle bounce house, and trick-or-treating at every turn. At 6:00 pm, showcase your best costume on the main stage for a chance to win prizes, followed by a DJ dance party with fireworks.

Trick or Treat on Grand Boulevard

Date: Thursday, October 31st 

Time: 6:00 pm – 8:00 pm 

Location: Grand Boulevard at Sandestin Golf & Beach Resort

On Halloween night, children are invited to dress up and Trick or Treat on Grand Boulevard. Merchants will hand out goodies, creating a delightful way to end the month.

More Halloween Fun: Halloween in Destin & on 30A

Plan Your Perfect October Escape

Whether you're joining in on the excitement of the Fishing Rodeo, catching a live concert at HarborWalk Village, or savoring a quiet evening in one of our homes or condos, Destin in October offers something for everyone. Reduced rental rates, fewer crowds, and a packed event calendar make it the ideal time to visit. Browse our selection of Destin vacation rentals on our Ocean Reef Resorts website and start planning your perfect October escape today!