Beaches to Woodlands 2026 Schedule

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September 17, 2026
 

Beaches to Woodlands 2026 Schedule

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. 18 - Hired Guns
  • Sept. 25 - Midlife Crisis L.A.
  • Oct. 2 - Symphonic Thunder
  • Oct. 9 Bone Dry Band
  • Oct. 16 - Anthony Crawford with Savana Lee
  • Oct. 23 - Blackwater Country
  • Oct. 30 - The Modern Eldorados

 

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 pikitz.com or call 850-710-7128.

 

Sand Dollar Market

Saturdays, September – November | 9 a.m. – 2 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.

 

Holland Farms Pumpkin Patch & Maze

September 26 - November 1 | 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. Activities include a ¾ mile train ride around the farm, an inner tube hill slide, 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 a 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 Hollandfarms@gmail.com

 

18th Annual Sweet Season Farms Corn Maze and U-Pick Pumpkins and Sunflowers

September 26 – November 8 | 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 info@sweetseasonfarms.com.

 

33rd Annual Charity Chili Cook-off and Volleyball Tourney

October 11 | 12 – 5 p.m.

1451 Navarre Beach Cswy., Navarre Beach, FL

The 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. A donation fee is 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 is 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.

 

Navarre Fishing Rodeo

October 3 – 4

Tournament opens at 12:01 a.m. Saturday and closes at 4 p.m. Sunday

1451 Navarre Beach Cswy., 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 Boat Ramp and parking. Scales close promptly at 4 p.m. on both days. Up to two Junior anglers twelve 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 info@navarrefishingrodeo.com.  

 

Juana’s Annual Oktoberfest Beer Tasting

October 3 | 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

October 3 | 8:30 a.m.

Navarre Beach Fishing Pier, 8579 Gulf Blvd., Navarre Beach, FL

This kids’ fishing clinic is staged at Navarre Beach Fishing Pier. The 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.

 

Depot Day at the West Florida Railroad Museum

October 3 | 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 kids' train and garden. Food vendors will be on site serving up delicious treats. For more info, visit wfrm.org or facebook.com/West-Florida-Railroad-Museum-169032023184068.

 

St. Michael’s Brewing Co. 6th Anniversary Bash

October 10 & 11 | Saturday, 12 – 7 p.m.

2199 Hwy. 87, Navarre, FL

Help St. Michael’s celebrate their 6th 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 6th Anniversary beer mug (20-ounce) that includes a year's worth of mug club membership. Get a free first 20-ounce pour of our Fest Bier, and then a 20-ounce pour of selected SMBC beers for the price of a 16-ounce pour during the Anniversary Bash!

 

26th Annual Navarre Beach Autorama: Car, Truck, and Bike Show

October 10 | 8 a.m. – 4 p.m.

Navarre High School, 8600 High School Blvd., Navarre, FL.

The 28th Annual Navarre Beach Autorama will showcase more than 150 historical cars from all decades. The event features music, food and vendor booths. Check-in is at 8 a.m. and judging starts at 11 a.m. For more info, visit NavarreBeachCarShow.com or call 850-501-2244.

 

Run for the Reef 10K/5K and Kid’s One Mile Fun Run

October 10 | 6 a.m.

8597 Gulf Blvd., Navarre Beach, FL

Features an out-and-back course along scenic Gulf Boulevard. The event is a fundraiser to help “Make Navarre Snorkelicious,” benefiting 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 navarrebeachmarinesanctuary.org/run-for-the-reef-5, contact Mike Sandler at 850-686-6643, or email mike@navarrechamberfoundation.org

 

Munson Heritage Festival

October 10 – 11 | 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.

 

Pink Pirates Get It Off Your Chest Annual 5K Run

October 17 | 8 a.m.

8578 Gulf Blvd., Navarre Beach, FL

Breast Cancer Awareness Run. The race starts at the Navarre Beach boat ramp parking lot. Pink Pirates is a 501 (c) (3) nonprofit organization dedicated to raising awareness and funds to support early breast cancer detection. Registration at Active.com/PinkPirates5K. For more info, visit facebook.com/pinkpiratesnavarre or email PinkPiratesofNavarre@gmail.com.

 

Boo at the Zoo – Trick or Treat Trail

October 10-11, 17-18, 24-25, 31 | 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 Ambassador Animal Headquarters, not to mention the entire Zoo!

 

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 is included with regular admission and Adventure Pass holders. For more information, visit gbzoo.com.

 

6th Annual Batty Fang-Tastic Halloween

October 17 | 10 a.m. – 2 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 5th 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.

 

Annual Fenner McConnell/Mark Wantz Blackwater Heritage Trail Ride

October 24 | 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 2026 Fenner Ride will take place on October 24 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 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. All proceeds benefit Big Brothers Big Sisters of Northwest Florida.

 

Learn more online at bbbsnwfl.org/events/fenner-ride.

 

Spirits of the Simpson House

Saturday, October 30 & 31 | 6:30 p.m., 7:30 p.m. & 8:30 p.m.

4755 Anna Simpson Rd, Milton, FL

Join us as we haunt the historic Simpson House on Saturday, October 18. There will be a tour of the grounds, a tour of the house, a few campfire stories with s'mores, and maybe a haunted skirmish! There will be kids' activities and refreshments available. For more information about our haunted happenings, see historicpensacola.org.

 

Trash Bash with the Navarre Beach Sea Turtle Conservation Center

October 31 | 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 upcycled 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 is provided, or bring your own. For more info, visit navarrebeachseaturtles.org or call 850-684-3347.

 

Creekfest ‘26

November 21 – 22 | 9 a.m. – 6 p.m.

4750 Willard Norris Road, Milton, FL

The Santa Rosa Band of the Lower Muscogee is hosting its annual Creek Fest presented by Eglin Federal Credit Union. There will be nationally recognized Native American entertainment each day. The festival will also include Pow Wow drumming by Drum of the Red Boys drum group, Pow Wow-style dancing and traditional Creek stomp dancing. Experience a living Creek village, guided tours and a re-enactment of the battle of Chumuckla between Creeks and Soldiers. Watch Traditional Creek food cooking demonstrations and explore an authentic Hunting Camp with weapons demonstrations. There will be hands-on crafts for children, traditional and contemporary food and drink, traditional Indian roasted corn and fry bread, as well as a plethora of other amazing vendors and activities.

 

Holley Hill Pottery and Art Studio Kiln Openings

Tuesday – Saturday, 10 a.m. – 4 p.m.

7507 Buckeye Dr., Navarre, FL

Open Tuesday to Saturday for tours! 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 martyandbrendas@gmail.com.

  

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 martyandbrendas@gmail.com.

 

 *For an up-to-date schedule of events, visit beachestowoodlands.com

 

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 emilyw@santarosa.fl.gov.