Beaches to Woodlands

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  • Spirits of the Simpson House

    Sat., Oct. 18 | 6:30 pm, 7:30 pm & 8:30 pm 4755 Anna Simpson Rd, Milton, FL Join us as we haunt the historic Simpson House on Saturday, October 18. …

    $15 – $20
  • Boo at the Zoo – Trick or Treat Trail

    Boo at the Zoo – Trick or Treat Trail

    The Gulf Breeze Zoo 5701 Gulf Breeze Pkwy., Gulf Breeze, FL, United States

    Oct. 11-12, 18–19, 25–26 | 10 am – 5 pm 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 …

    $25 – $45

  • Starfish Project Wing Cook-Off

    Sat., Oct. 19 | 11:30 am – 4 pm Navarre Park, 8513 Navarre Pkwy. 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 …

  • Bands on the Blackwater – Fall Season

    Bands on the Blackwater – Fall Season

    Jernigans Landing 5158 Willing St., MIlton, United States

    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.    Aug 29 - Six Piece Suits Sept. 5 …

    Free
  • Glow Kayaking and Pedal Boat Adventures in Downtown Milton

    Glow Kayaking and Pedal Boat Adventures in Downtown Milton

    Jernigans Landing 5158 Willing St., MIlton, United States

    Friday Nights at 7 pm during Bands on the Blackwater Concert Series Sept. 26, Oct. 3, Oct. 10, Oct. 17, Oct. 24 Jernigan's Landing, 5156 Willing St., Downtown Milton, FL Aura Adventures is bringing Glow Kayaking and Pedal Boats to downtown Milton during the Bands on the Blackwater concert series! Paddle the Blackwater River under the …

  • Featured

    Annual Fenner MConnel/Mark Wantz Blackwater Heritage Century Ride

    Clyde L. Gracey Community Center 5629 Byrom St., Milton, FL

    On October 25, 2025, participants will enjoy routes that start in the historic city of Milton and include the woodlands of the Blackwater Forest. Rides 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.

  • Harvest on the Homestead

    Sat., Oct. 25 | 9 am – 3 pm 11000 Hwy 87, Milton, FL McFadyen Manor Homestead is hosting Harvest on the Homestead this fall. Its going to be a rootin' scootin' good time! Make plans to come out and spend the weekend with us! More info is coming soon BUT get the dates on …

  • Spooktacular Fall Market

    Navarre Beach Sea Turtle Conservation Center 8740 Gulf Blvd., Navarre Beach, FL

    Sat., Oct. 25 | 10 am – 2 pm 8740 Gulf Blvd., Navarre Beach, FL Come enjoy a fun-filled day celebrating fall and our amazing community. Explore local artists and vendors, get your face painted, and visit our trick-or-treat stations for some sweet surprises! Costumes are highly encouraged for guests of all ages—come dressed to impress …

  • Boo at the Zoo – Trick or Treat Trail

    Boo at the Zoo – Trick or Treat Trail

    The Gulf Breeze Zoo 5701 Gulf Breeze Pkwy., Gulf Breeze, FL, United States

    Oct. 11-12, 18–19, 25–26 | 10 am – 5 pm 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 …

    $25 – $45