Experience everything Fall has to offer in Santa Rosa County, Florida! From food and festivals to live music and fishing, there is something for everyone to enjoy during the annual Beaches to Woodlands events!

Adventures Unlimited Fall Foliage Zipline Tours
September – November
8974 Tomahawk Landing Rd., Milton, FL

Fall is a great time to enjoy the many natural attractions at Adventures Unlimited located just north of Milton, FL in the Blackwater River State Forest. Enjoy the changing colors and the rush of excitement while doing one of the Canopy Zipline Tours. Overnight accommodations at the resort’s campsites or cabins are available along with canoeing and kayaking down the majestic Coldwater Creek. Inquire about team building activities and group outings as well. For more info, visit https://www.adventuresunlimited.com or call 850-623-6197.

Bands on the Blackwater Fall Concert Series
September – October | Fridays, 7 – 9 p.m.
5158 Willing St., Milton, FL

Bands on the Blackwater is a free outdoor concert series held Friday nights in downtown Milton. Pull up your boat or bring a lawn chair and relax while listening to great live music! For more info, visit https://www.facebook.com/BandsOnTheBlackwater or call the City of Milton at 850-983-5400.

  • Aug. 30 – Disco Kiss
  • Sept. 6 – Six Piece Suits
  • Sept. 13 – Chase Mitchell
  • Sept. 20 – Doc Johnson Band
  • Sept. 27 – Bad Juju
  • Oct. 4 – The New Cahoots
  • Oct. 11 – 3 day Weekend
  • Oct. 18 – Horseshoe Kitty
  • Oct. 25 – Ben Loftin & the Family

Highway 87 Outdoor Market at Pik-itz
September – November | 9 a.m. – 1 p.m.
1922 Hwy. 87, Navarre, FL

This monthly outdoor market takes place on the first and third Saturday of each month. Farm to table vendors are available along with various arts and crafts. Don’t miss out on shopping inside Pik-itz! For more info, visit https://www.pikitz.com or https://www.facebook.com/pikitzartandantiques or call 850-710-7128.

Sand Dollar Saturdays
Saturdays, September – November | 9 a.m. – 1 p.m.
1900 Hwy. 87, Navarre, FL

Saturdays are a Party in the Plaza. Join the merchants of Sand Dollar Plaza, each Saturday, for our community and customer appreciation event. Additionally, on the 1st and 3rd Saturdays, the Hwy. 87 Market will have vendors set up outside.

34th Annual Juana Good Time Regatta
Sept. 6-8
1451 Navarre Beach Causeway, Navarre Beach, FL

The Juana Good Time Regatta is designed for both experienced and novice racers, with the main emphasis being a “Good Time.” It is open to all sizes of multihull sailboats, from beach cats and trimarans to cruisers. The Regatta will be held over three days, Sept. 6-8, and includes parties, food and live music! The event starts with The Wish for Wind Party (packet pick up) on Sept. 6 from 6-8 p.m. The sailboat races are Saturday and Sunday from 11 a.m. until 3 or 4 p.m., depending upon the wind! For more info, visit https://www.juanaspagodas.com/RegattaNews.htm or call 850-939-1092.

September 11th Memorial Stair Climb
Sept. 11 | 7 a.m. – 12 p.m.
8573 Gulf Blvd., Navarre Beach, FL

The Navarre Beach Fire Department is hosting a memorial stair climb for first responders of 9/11. They will be raising money for the National Fallen Firefighters Foundation benefiting the families of first responders. For more info, visit https://www.facebook.com/NavarreBeachFireDepartment.

Oktoberfest at Ye Olde Brothers Brewery
Sept. 25-29 | 11 a.m. – 9 p.m.
4458 Hwy. 87, Navarre, FL

The premier event of the year at Ye Olde Brothers Brewery! Come out and enjoy premium craft beer, authentic lagers, traditional German fare and great music. For more info, visit https://www.yeoldebrothersbrewery.com or call 850-684-1495.

3rd Annual Oktoberfest
Sept. 28 | 11 a.m. – 7 p.m.
St. Rose of Lima Catholic Church, 6451 Park Ave., Milton, FL

PROST! St. Rose of Lima Catholic Church is thrilled to host the 3rd Annual Oktoberfest! Enjoy a day of authentic Bavarian fun with tasty traditional German food including schnitzel, spaetzle, bratwurst, German potato salad, red cabbage, sauerkraut, soft pretzels, and desserts, a selection of German adult beverages, root bier for the kids, and continuous German music. Don’t miss the live performance by The Polka Dots! This family-friendly event includes children’s activities and a special “Kinder Menu.” Admission is free; costs for meals and beverages are separate. Traditional dirndls and lederhosen are encouraged.

Holland Farms Pumpkin Patch & Maze
Sept. 28 – Nov. 2 | Sunday to Saturday, 8 a.m. – 6 p.m.
2055 Homer Holland Rd., Milton, FL

Enjoy a farm hayride that will take you around the farm and to the pumpkin patch to pick a pumpkin of your choice. New activities for this year include a ¾ mile train ride around the farm and a new innertube hill slide! Other activities include corn box, horse and regular swings, spider web, pirate ship, zip lines, pedal tractor cart racing, hill slides, rat racers, sand box and an 8-acre corn maze with kiddie maze. Every visitor receives a free cup of our famous homegrown boiled peanuts. Sit back and relax on our farm market porch, see you at the farm! For more info, visit https://www.HollandFarmsOnline.com, call 850-675-6876 or email [email protected].

16th Annual Sweet Season Farms Corn Maze and U-Pick Pumpkins and Sunflowers
Sept. 28 – Nov. 3 | Saturday, 9 a.m. – 5 p.m., Sunday, 11 a.m. – 5 p.m.*
*Weekdays reserved for school field trips only
2260 Horn Rd., Milton, FL 

Visitors can spend time this fall season navigating their way through our fun and unique corn maze with plenty of room to spread out on the farm! U-pick sunflowers will be blooming in October along with the pumpkin patch. More than 25 fun farm-themed activities, including a cow train, beeline zipline, corn popper jumping pillow, barnyard ball, playground and more! Plenty of food will be available for sale on-site. The farm bakery will offer fresh squeezed lemonade, homemade caramel apples, roasted sweet corn, sno-cones, kettle corn and more! Find them on Facebook or Instagram for more details and event updates! For more info, visit https://www.sweetseasonfarms.com, call 850-686-9917 or email [email protected].

Christ Methodist of Milton’s Annual Pumpkin Patch and Hayrides
Throughout October | 11 a.m. – 7 p.m.
5983 Dogwood Dr., Milton, FL

The pumpkin patch will be open every day throughout October from 11 a.m. – 7 p.m. Come out and find your perfect pumpkin and take some beautiful fall pictures. Hayrides will operate on Saturdays throughout the event.

St. Michael’s Brewing Co. 4th Anniversary Bash
Oct. 4 | 6:30 p.m.
2199 Hwy. 87, Navarre, FL

Help St. Michael’s celebrate their fourth year of business. Get ready to drink some awesome beer, get awesome eats, listen to some groovy music in the beer garden and support an awesome local charity. Limited sales of commemorative 20 oz 4th Anniversary beer mug that includes a year’s worth of mug club membership. Get a free first 20 oz pour of our Fest Bier and then a 20 oz pour of selected SMBC beers for the price of a 16 oz pour during the anniversary bash!

Navarre Fishing Rodeo
Oct. 5 & 6
Tournament opens at 12:01 a.m. on Saturday and closes at 4 p.m. on Sunday
1451 Navarre Beach Causeway, Navarre Beach, FL

Fish from the shore, a boat or kayak, or from the pier–you just can’t “fish” from the seafood market! Prizes will be awarded in all divisions. Weigh-in is on the beach at Juana’s, close to Santa Rosa County Navarre Beach Boat Ramp and parking. Scales close promptly at 4 p.m. on both days. Up to two Junior anglers age 12 and under can compete in the Junior Division for free with each paid rodeo admission. Proceeds from this event will benefit the Navarre Chamber Foundation which in turn benefits the Navarre Beach Marine Park. Visit the event website to find discounts from our local lodging partners for the week of the Navarre Fishing Rodeo. For more info, visit https://www.navarrefishingrodeo.com, contact Sandi Kemp at 850-939-1900 or email [email protected]. 

Juana’s Annual Oktoberfest Beer Fest
Oct. 5 | 12 – 4 p.m.
1451 Navarre Beach Causeway, Navarre Beach, FL

Enjoy a festive atmosphere for adults to sample craft beers and food from the Sailor’s Grill along with activities for children staffed by the Navarre Beach Marine Science Station. For more info, visit https://www.juanaspagodas.com or call 850-939-1092.

Take a Kid Fishing
Oct. 5 | 8:30 a.m.
Navarre Beach Fishing Pier, 8579 Gulf Blvd., Navarre Beach, FL

This kid’s fishing clinic is staged at Navarre Beach Fishing Pier. First 200 children (12 and under) receive a fishing pole, goodie bag, free bait and fishing instruction. This event fills up quickly. Proceeds go to the Navarre Chamber Foundation, a 501c3. To pre-register, visit https://www.takeakidfishingnavarre.com or https://www.NavarreChamberFoundation.org.

Spooky Shark School
Oct. 5, 12, 19 | 9 – 10 a.m.
8740 Gulf Blvd., Navarre Beach, FL

Explore sharks of the deep when the Navarre Beach Sea Turtle Conservation Center (NBSTCC) Shark School goes Spooky in October. Explore local gulf coast sharks, shark biology, and shark conservation. Shark school participants receive: introduction class to sharks of the Gulf of Mexico, shark arts and crafts, shark tooth treasure hunt, a certificate of completion, and early entrance to the NBSTCC. For more information and to register, visit https://www.navarrebeachseaturtles.org/programs or call 850-684-3347.

Depot Day at the West Florida Railroad Museum
Oct. 5 | 10 a.m. – 3 p.m.
5003 Henry St., Milton, FL

This event will include tours of the museum, historic presentations, model train displays, and the riding kids train and garden. Food vendors plus “Snowbiz Shaved Ice” will be on site serving up delicious treats. For more info, visit https://www.wfrm.org or https://www.facebook.com/West-Florida-Railroad-Museum-169032023184068.

Sea Turtle Extravaganza
Oct. 5 | 10 a.m. – 2 p.m.
Navarre Beach Sea Turtle Conservation Center, 8740 Gulf Blvd., Navarre Beach, FL.

Shell-e-brate all things sea turtle through games, crafts, photo booth, costume characters, music and more! Free admission all day to the Navarre Beach Sea Turtle Conservation Center. NBSTCC is open until 4 p.m. For more info, visit https://www.navarrebeachseaturtles.org or call 850-684-3347.

Navarre Beach Autorama Friday Night Cruise-In Pirates on the Panhandle
Oct. 11 | 6 p.m.
8649 Gulf Blvd., Navarre, FL

The 24th Annual Navarre, Car, Truck, and Bike Show will kick off on Oct. 11 with the Friday Night Cruise-In. This event will feature more than 200 cars, a DJ and trophies awarded to the best cars in attendance! For more info, visit https://www.navarrebeachcarshow.com or call 850-499-6210.

24th Annual Navarre Beach Autorama: Car, Truck, and Bike Show
Oct. 12 | 8 a.m. – 4 p.m.
Navarre High School, 8600 High School Blvd., Navarre, FL.

Autorama showcasing more than 150 historical cars from all decades are on display in this popular event. Event features music, food and vendor booths. Check in is 8 a.m. and judging starts at 11 a.m. For more info, visit https://www.NavarreBeachCarShow.com or call 850-501-2244.

16th Annual Run for the Reef 10K/5K and Kid’s One Mile Fun Run
Oct. 12 | 6 a.m.
8597 Gulf Blvd., Navarre Beach, FL

Features an out-and-back course along scenic Gulf Blvd. Event is a fundraiser to help “Make Navarre Snorkelicious,” a benefit for the Navarre Beach Marine Sanctuary and artificial reefs. Race Day registration will be from 6 – 7 a.m. at Windjammers on the Pier. The run starts at 7:30 a.m. at the Navarre Beach boat launch parking lot. The award ceremony will be held at Windjammers on the Pier. For more info, visit https://www.navarrebeachmarinesanctuary.org, contact Mike Sandler at 850-686-6643 or email [email protected].

Munson Heritage Festival
Oct. 12 and 13 | 9 a.m. to 5 p.m.
Krul Lake Recreation Area, Milton, FL

Learn about old-time ways through hands-on demonstrations. There is a Civil War reenactment camp, Native American displays, wood carving, basket weaving, making corn-shuck dolls, dulcimer making, shoe cobbling; cross-cut sawing, old-time circular sawmill operation, turpentining, displays by local museums and more. For more info, call 850-889-3144 or visit https://www.facebook.com/munsoncommunityheritagefestival.

Annual Charity Chili Cook-off and Volleyball Tourney
Oct. 13 | 10 a.m. – 4 p.m.
1451 Navarre Beach Causeway, Navarre Beach, FL

Event is a fundraiser for Caring and Sharing of South Santa Rosa County. Fee required to enter the chili cook-off or the volleyball tournament. Donation fee required to taste. Bring already cooked and hot chili in crock pots with serving ladles to set up between noon and 2 p.m.; chili tastings take place from 2 to 4 p.m. Volleyball registration at 10 a.m. and the tournament starts at 10:30 a.m. Four-person co-ed teams will be paired according to skill level. For more info, visit https://www.juanaspagodas.com or call 850-939-1092.

The Starfish Project’s Wing Cook-Off
Sat., Oct. 19 | 11:30 a.m. – 4 p.m.
Navarre Park, 8513 Navarre Pkwy., Navarre, FL

Come join us for our 6th Annual Wing Cook-Off Fundraiser and help us crown this year’s king/queen of the wing! You get to taste wings from many local vendors, restaurants and individuals while enjoying live music and cold beer/drinks. We will have a kids’ zone as well, so bring the whole family! Vendors and Teams: Email us for more information or visit our website for forms: [email protected] or https://www.thestarfishprojectnwfl.org.

Pink Pirate’s Get It Off Your Chest Annual 5K Run
Oct. 19 | 8 a.m.
8578 Gulf Blvd., Navarre Beach, FL

Breast Cancer Awareness Run. Race starts at the Navarre Beach boat ramp parking lot. Pink Pirates is a 501c3 non-profit organization dedicated to raising awareness and funds to assist with early detection of breast cancer. Registration at https://www.active.com/navarre-fl/running/distance-running-races/pink-pirates-10th-annual-get-it-off-your-chest-5k-2024. For more info, visit https://www.facebook.com/pinkpiratesnavarre or email [email protected].

Boo at the Zoo – Trick or Treat Trail
Oct. 12-13, 19-20, 26-27| 10 a.m. – 5 p.m.
5701 Gulf Breeze Pkwy., Gulf Breeze, FL

The Gulf Breeze Zoo’s Boo at the Zoo festival includes Halloween entertainment and kid-friendly fun around every corner. Explore our trick-or-treat trail complete with candy, treats and toys, bounce houses, face painting, and our animal ambassador headquarters, not to mention the entire zoo! Save time and purchase your tickets online. For more information visit https://www.gbzoo.com or call 850-932-2229. Please note there is no admission before 10 a.m. Zoo members must purchase tickets to attend this event, the cost is $10 per member. Safari Express Train Ride included with regular admission and Adventure Passholders.

4th Annual Batty Fang-Tastic Halloween
Oct. 19 | 3 – 7 p.m.
Emerald Coast Wildlife Refuge, 3051 Cloptons Circle, Navarre, FL

Don’t be afraid to come out to the Emerald Coast Wildlife Refuge for a spook-tacular time at the 4th Annual Batty Fang-Tastic Halloween. Arrive in costume (or not) for a boo-licious evening of trick or treating with our animal ambassadors, kid-friendly owl-oween haunted trail, pumpkin painting, cake walk, and much more. Food trucks will be on-site to provide all sorts of delicious treats. The most fun you can have learning about our native wildlife and getting treats at the same time. For more info, visit https://www.facebook.com/emeraldcoastwildliferefuge or call 850-684-1485.

Science Spooktacular by the Sea presented by the Navarre Beach Marine Science Station
Oct. 26 | 5 – 9 p.m.
8638 Blue Heron Ct., Navarre Beach, FL

From creeps of the deep, an endangered species cemetery, to science that glows in the dark, amazing sea creatures await you. Join us for our annual fundraiser Science Spooktacular. Explore science stations led by outstanding Santa Rosa County teachers. The family friendly event features glow in the dark science demonstrations, spine chilling dissections, haunted beach walk, hands-on activities, and crafts for children. For more info, visit https://www.navarrebeachmarinesciencestation.com.

Monarch Madness
Oct. 26 | 9 a.m. – 1 p.m.
4966 Henry St., Milton, FL

Welcome the Monarch travelers on their way to Mexico. Exhibits, games, crafts, tours and butterfly releases. Venture into Dr. Lepidopterist’s Mad Lab and take the Monarch Madness Express for a butterfly adventure but watch out for butterfly predators!

Annual Fenner McConnell/Mark Wantz Blackwater Heritage Century Ride
Oct. 26 | 7:30 a.m.
5629 Byrom St., Downtown Milton

Big Brothers Big Sisters of Northwest Florida and the West Florida Wheelmen are excited to announce the 2024 Fenner Ride will take place on Oct. 26 at 7:30 a.m. at the Clyde L. Gracey Community Center. Cyclists can enjoy routes that start in the City of Milton, all the way to the woodlands of the Blackwater Forest, and back again. Riders will be able to experience Northwest Florida’s native wildlife, natural environments, and beautiful scenery. This ride includes routes for all cycling levels: 18, 42, 62, or 100 miles. Registration will be open until Oct. 24. All proceeds benefit Big Brothers Big Sisters of Northwest Florida.

Trash Bash with the Navarre Beach Sea Turtle Conservation Center
Oct. 26 | 8 – 10 a.m.
8649 Gulf Blvd., Navarre Beach, FL

Halloween themed for the month of October. Guests are encouraged to wear costumes that are up-cycled and/or marine themed! Help protect sea turtles and other imperiled species through a citizen science program that allows volunteers to take an active role in the war against marine debris. Volunteers collect trash from different areas along the 4.5 miles of Navarre Beach and record data that is forwarded to state and federal agencies. Meet in the main Navarre Beach parking lot near the Sand Crab Pavilion. A limited supply of gloves, buckets and pickers are provided or bring your own. For more info, visit https://www.navarrebeachseaturtles.org or call 850-684-3347.

Holley Hill Pottery and Art Studio Kiln Openings
Tuesdays – Saturdays, 10 a.m. – 4 p.m.
7507 Buckeye Dr., Navarre, FL

Open Tuesday to Saturday during the Beaches to Woodlands Tour! Holley Hill Pottery has been making pottery in Santa Rosa County for over 40 years capturing the lifestyle, scenery and sea life of the Gulf Coast using local clays and their own glaze formulas. For more information visit https://www.holleyhillpottery.com or call 850-939-2744 or email [email protected].

Gulf Coast Kiln Walk Society
Saturdays, 10 a.m. – 4 p.m.
7507 Buckeye Dr., Navarre, FL

Gulf Coast Kiln Walk has the largest historical 32 ft. wood fueled “Anagama” cave style kiln and the only reconstructed wood fueled Southern Altered Groundhog kiln from the 1940s in the state of Florida. Both historical kilns are available to view on the tour. For more information visit https://www.holleyhillpottery.com, call 850-939-2744 or email [email protected].

Events listed are highlights of activities in Santa Rosa County. The Santa Rosa County Tourist Development Office is not responsible for any changes or cancellations. For more information, visit https://www.getrelaxing.com or call 850-981-8900. If your business/organization would like to have events added to future lists as well as to the Tourist Development Office events calendar, email [email protected].