20th Annual Beaches to Woodlands Tour

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 also. For more info, visit 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 facebook.com/BandsOnTheBlackwater or call the City of Milton at 850-983-5400.

Sept. 1 - The Flavors

Sept. 8 - Casey Kearney

Sept. 15 - Whitesands Panhandle Band

Sept. 22 - Karli Ryan

Sept. 29 - The Six Piece Suits

Oct. 6 - The Midnight Shepards

Oct. 13 - Jarred McConnell & the High Aces

Oct. 20 - Nobius

Oct. 27 - The Modern Eldorados

Highway 87 Outdoor Market at Pik-itz

Sept. 2, 16, Oct. 7, 21, Nov. 4 | 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 pikitz.com or www.facebook.com/pikitzartandantiques or call 850-710-7128.

33^rd Annual Juana Good Time Regatta

Sept. 8, 9, and 10

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. 8, 9 and 10, and includes parties, food and live music! The event starts with The Wish for Wind Party (packet pick up) on Sept. 9 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 juanaspagodas.com/RegattaNews.htm or call 850-939-1092.

Navarre Beach Art, Beer & Wine Festival

Sept. 10 | 10 a.m. – 7 p.m.

8649 Gulf Blvd., Navarre Beach, FL

Come experience the creative side of life at the Navarre Beach Art, Beer & Wine Festival! View and shop from unique artisans and small local businesses. Discover one-of-a-kind items, listen to live music and taste some of the best beers, wines, coffees and ice creams the Gulf Coast has to offer! Admission is FREE with a suggested donation to the Navarre Beach Sea Turtle Conservation Center as they continue their mission of conserving and protecting threatened and endangered sea turtles through community education and partnered research. For more info, visit bit.ly/3Dc2ODl.

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 benefitting the families of first responders. For more info, visit facebook.com/NavarreBeachFireDepartment.

Oktoberfest at Ye Olde Brothers Brewery

Sept. 23 | 11 a.m. – 4 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 yeoldebrothersbrewery.com or call 850-684-1495.

Holland Farms Pumpkin Patch & Maze

Sept. 23 - Nov. 4 | 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 HollandFarmsOnline.com, call 850-675-6876 or email [email protected] . 

3rd Annual Challenge 22 Event Walk and Ride

Sept. 30 | 9 a.m. – 4 p.m.

8513 Navarre Parkway, Navarre, FL

This event is sponsored by the American Legion Riders Chapter 382 to help bring awareness to the effects of post-traumatic stress and the 22 veteran suicides a day. This community event will help raise money towards Project: VetRelief and feature an opening military ceremony, followed by a 2.2 mile walk and 22-mile motorcycle ride. There will be guest speakers, vendors, food, and live music throughout the day. You can register or donate at bit.ly/46FjHnr. For more info, visit facebook.com/Navarre-Challenge-22-104872238505978 or call 850-420-4721.

14th Annual Sweet Season Farms Corn Maze and U-Pick Pumpkins and Sunflowers

Oct. 1st - Nov. 6th | 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 sweetseasonfarms.com, call 850-686-9917 or email [email protected].

Navarre Fishing Rodeo

Oct. 7 & 8

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 navarrefishingrodeo.com, contact Sandi Kemp at 850-939-1900 or email [email protected] . 

St. Michael’s Brewing Co. 3rd Anniversary Bash

Oct. 7 | 6:30 p.m.

2199 Hwy. 87, Navarre, FL

Help St. Michael’s celebrate their third 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 3rd 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!

Juana’s Annual Oktoberfest Beer Fest

Oct. 7 | 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 juanaspagodas.com or call 850-939-1092.

Take a Kid Fishing

Oct. 7 | 8 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 takeakidfishingnavarre.com or NavarreChamberFoundation.org.

Spooky Shark School

Oct. 7, 14, 21 | 9 – 10 a.m.

8740 Gulf Blvd., Navarre Beach, FL

Explore sharks of the deep when the Navarre Beach Sea Turtle Conservation Center 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 navarrebeachseaturtles.org/programs or call 850-684-3347.

Fall Festival at the West Florida Railroad Museum

Oct. 7 | 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 wfrm.org or facebook.com/West-Florida-Railroad-Museum-169032023184068.

Sea Turtle Extravaganza

Oct. 8 | 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 navarrebeachseaturtles.org or call 850-684-3347.

Bluegrass in the Woods

Oct. 14 | 7 - 9 p.m.

Sunburst RV Resort, 2375 Horn Rd., Milton, FL

This free event will feature bluegrass music, s’mores around the fire pit and plenty of toe tapping. Bring your own lawn chairs and enjoy the peaceful setting. RV sites, cabins, and tent sites can be rented to make a weekend of it. For more info, visit sunburstrvresort.com or call 850-675-6807.

Navarre Beach Autorama Friday Night Cruise-In Pirates on the Panhandle

Oct. 13 | 6 p.m.

8649 Gulf Blvd., Navarre, FL

The 22^nd Annual Navarre, Car, Truck, and Bike Show will kick off on Oct. 13 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 navarrebeachcarshow.com or call 850-499-6210.

22nd Annual Navarre Beach Autorama: Car, Truck, and Bike Show

Oct. 14 | 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 NavarreBeachCarShow.com or call 850-501-2244.

15^th Annual Run for the Reef 10K/5K and Kid’s One Mile Fun Run

Oct. 14 | 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 a.m. – 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 navarrebeachmarinesanctuary.org, contact Mike Sandler at 850-686-6643 or email [email protected] . 

Munson Heritage Festival

Oct. 14 and 15 | 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, visit 850-889-3144 or facebook.com/munsoncommunityheritagefestival.

Annual Charity Chili Cook-off and Volleyball Tourney

Oct. 15 | 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 juanaspagodas.com or call 850-939-1092.

Pink Pirate's Get It Off Your Chest Annual 5K Run

Oct. 21 | 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 www.active.com/navarre-fl/running/distance-running/9th-annual-pink-pirates-annual-5k-2023. For more info, visit facebook.com/pinkpiratesnavarre or email [email protected].

Boo at the Zoo – Trick or Treat Trail

Oct. 14–15, 21–22, 28–29 | 10 a.m. – 5 p.m.

5701 Gulf Breeze Pkwy., Gulf Breeze, FL

Trick-or-Treat with all your favorite animals! Boo at the Zoo offers six days of scare-free, daytime fun for children and their families. Join our safe zoo neighborhood of Halloween entertainment, with kid-friendly fun around every corner. Includes trick-or-treat trail with toys, treats, treasures, bounce houses, face painting, animal ambassador headquarters and the entire zoo! Save time and purchase your tickets online. For more information visit gbzoo.com or call 850-932-2229.

Annual Ghost Walk Downtown Milton

Oct. 20 & 21 | 6 p.m.

6866 Caroline Street, Milton, FL

Tours will begin at the Imogene Theatre in Milton starting at 6 p.m. each evening. Tours start every 25 minutes until around 10 p.m. and last 30 to 45 minutes. Visit santarosahistoricalsociety.com for more info.

2^nd Annual Batty Fang-Tastic Halloween

Oct. 21 | 4 – 8 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 2nd 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 each night. The most fun you can have learning about our native wildlife and getting treats at the same time. For more info, visit facebook.com/emeraldcoastwildliferefuge or call 850-684-1485.

Science Spooktacular by the Sea presented by the Navarre Beach Marine Science Station

Oct. 21 | 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 navarrebeachmarinesciencestation.com or call 850-261-2141.

Annual Fenner McConnell/Mark Wantz Blackwater Heritage Century Ride

Oct. 28 | 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 2023 Fenner Ride will take place on Oct. 28 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. 27. All proceeds benefit Big Brothers Big Sisters of Northwest Florida.

- Link to register for the Fenner Ride: runsignup.com/Race/FL/Milton/FennerRide

- Link to Facebook event page: bit.ly/3JfxuXu

- Link to website with details about event: bbbsnwfl.org/events/fenner-ride

Trash Bash with the Navarre Beach Sea Turtle Conservation Center

Oct. 28 | 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 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 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 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 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].