✨ Worry Free Weekend | September 19-21, 2025 ✨

Time to shake off the weekday and lean into local fun! Between markets, music, nature, and chill family hangs, there's plenty to fill your weekend across Seminole, Orange, Osceola & Volusia counties.

🎉 Friday, September 19

🌙 Evening Markets & Local Flavor

  • Artisan Alley’s evening market kicks off in DeLand (6-9 PM) with local vendors, tasty bites, and live music to set the mood.

  • Neighborhood food-truck evenings are happening in several towns—good food + outdoor air = perfect combo.

🎤 Free Live Music Nights

  • Grab a lawn chair or blanket and enjoy live acoustic or band sets under the stars at parks or plazas in local communities.

🌞 Saturday, September 20

🌾 Farmers Markets + Local Finds

  • Winter Park Farmers Market (8 AM–1 PM) — fresh produce, plants, baked goods

  • Orlando Farmers Market at Lake Eola Park (10 AM–3 PM) — artisan crafts & family atmosphere

  • Port Orange Pavilion Market & Volusia county markets pop up to satisfy your local goods craving

🎪 Community Events & Vendor Fairs

  • Moonglow Vendor Event at The Marketplace by APBS in DeBary (2-4 PM) — shop small and explore lighting, decor & furniture finds

  • Drag Brunch #3 in Sanford (11 AM-2 PM) — fun eats, fabulous vibes, great for a weekend brunch with friends

🎼 Saturday Night Concerts & Social Spots

  • Outdoor music, relaxed venues, food trucks—dinner & live tunes kind of night

🌿 Sunday, September 21

🛍 Sunday Market Strolls

  • Maitland Farmers Market (morning) — casual walk, fresh goods, cozy atmosphere

  • Sweetwater Wekiva Market in Longwood — laid-back Sunday shopping & crafts

🚶 Nature & Family Time

  • Take a walk or bike ride along scenic trails or RiverWalks

  • Find a shady park, pack a picnic, let kids run free; nature always wins for peace & joy

🌟 All-Weekend Favorites

  • Central Florida Zoo — great anytime, morning visits usually quieter

  • De Leon Springs State Park — swim, relax, enjoy natural beauty

  • Winter Garden’s historic downtown — shops, cafes, ambiance for when you want something extra

💡 Pro Tips

  • Go early to markets—best picks AND earliest shade

  • Cash + reusable bags always helpful with local vendors

  • Plan for two things a day: one “go-do” and one “take-it-slow”

  • Always carry water and sunscreen, especially if you’re outdoors

And if you’re looking for things to do year round, check out our other blog!

Free and Budget Friendly Things To Do in Central Florida