6402 Lakewood Ranch Blvd, Lakewood Ranch, FL 34202

A casual, unstructured way to play tennis — participants organize their own games and matchups.

Manatee Performing Arts Center, 502 3rd Ave W, Bradenton, FL 34205

A new Zumba Mondays series kicks off in Downtown Bradenton, open to all fitness levels. $5 for the first class.

Common Ground at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Get your core strong and your groove on! Join an energizing mat pilates class with live DJ Johnny Speed spinning the beats.

Common Ground at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Join a free hour of mat pilates at Common Ground at The Bay Park with BodyBar Pilates Sarasota. Perfect for beginners and all levels!

1561 Lakefront Drive, Sarasota, FL 34240

Join Florida Provisions every Monday for Bingo Night — cold beer and prizes.

1570 Lakefront Drive, Sarasota, FL 34240

Gather your friends, challenge your brain, and savor a beer at Good Liquid Brewing Company for Trivia Night every Monday.

5304 Holmes Blvd, Holmes Beach, FL 34217

Sing your heart out every Monday at The Freckled Fin Irish Pub on Anna Maria Island.

Sunset Deck at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Get your heart pumping with this gentle, low-impact cardio and strength class perfect for seniors and anyone just starting out. Join us at Sunset Deck!

Roser Church, 512 Pine Ave, Anna Maria, FL 34216

Fresh food, local art, and good vibes every Tuesday at the Anna Maria Community Farmers Market.

Town Square, 8450 Lockwood Ridge Rd, Sarasota, FL 34243

A runway show featuring cancer survivors as models, with raffle baskets, food, and local vendors — all benefiting the Team Tony Cancer Foundation. RSVP recommended, space is limited.

Sarasota Garden Club at The Bay Park, 1131 Boulevard of the Arts, Sarasota, FL, 34236, US

Get fit in 45 minutes with body-weight exercises and intervals designed to boost your strength and conditioning at Sarasota Garden Club.

8130 Lakewood Main Street, Suite 104, Bradenton, FL 34202

A night of singing, dancing, and prizes set to your favorite hits, paired with scratch-kitchen food, handcrafted cocktails, and craft beer.

10719 Rodeo Dr, Lakewood Ranch, FL

Hosted by Steve-O, general trivia covering current events, sports, holidays, and more — compete for bragging rights, pitchers of beer, and gift cards.

1561 Lakefront Drive, Suite 102 and 103, Sarasota, FL 34240

A laid-back night of singing your favorite songs, cheering on friends, and half-off margaritas.

10719 Rodeo Dr, Lakewood Ranch, FL 34202

Free Texas Hold 'Em — no cost to play. Weekly winner takes home a $50 Ed's gift card, plus a chance at a seat in the One-Eyed Jacks tournament at Sarasota Kennel Club.

Sarasota Garden Club, 1131 Boulevard of the Arts, Sarasota, FL, 34236, US

Join Gail at the Sarasota Garden Club to learn and practice the peaceful, flowing movements of Tai Chi and Qigong—ancient Chinese exercises perfect for relaxation and wellness.

6402 Lakewood Ranch Blvd, Lakewood Ranch, FL 34202

A casual, unstructured way to play tennis — participants organize their own games and matchups.

1800 Gulf Drive S, Bradenton Beach, FL 34217

An upscale beach market at the south end of Anna Maria Island.

7301 Island Cove Terrace, Lakewood Ranch, FL 34240

Roulette-style pickup volleyball for players ready to jump in and play without instruction.

The Nest at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Join Salsa & Sunsets for their 4th anniversary bash! Enjoy champagne, live Latin music by Bri Rivera & Friends, and dancing as the sun sets over The Bay Park.

Sunset Deck at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Get your heart pumping with this low-impact cardio and resistance class perfect for seniors and anyone just starting out. Join us at Sunset Deck at The Bay Park!

7500 Island Cove Terrace, Sarasota, FL 34240

A fun morning of casual cornhole for all skill levels — grab a partner or go solo, beanbags and boards provided.

Common Ground at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Join us for an hour of mindful yoga in a beautiful waterfront setting at Common Ground at The Bay Park. Flow, stretch, and find your zen!

Floridays Woodfire Grill & Bar, 12332 Manatee Ave W, Bradenton, FL 34209

Enjoy live music by various artists every Thursday and Saturday evening at Floridays Woodfire Grill & Bar.

Kayak Launch at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Paddle through The Bay's beautiful waters on a guided kayak tour—perfect for exploring Sarasota from a whole new perspective!

1800 Gulf Drive S, Bradenton Beach, FL 34217

An upscale beach market at the south end of Anna Maria Island.

Peridia Country Club, Peridia Blvd E, Bradenton, FL 34203

The Palm-Aire Women's Club hosts an elegant luncheon featuring free verbal appraisals from antiques expert Andrew Ford — bring a small antique or collectible to have it appraised on the spot. $38 members, $40 non-members, lunch included.

The Green at UTC, 140 University Town Center Dr, Sarasota, FL 34243

The annual Pumpkin Patch, presented by Detwiler's Farm Market, takes over The Green. Every pumpkin purchase benefits Nate's Honor Animal Rescue Center, a Lakewood Ranch nonprofit caring for homeless and at-risk dogs and cats. Pumpkins available while supplies last.

Edson Keith Mansion, Phillippi Estate Park, 5500 S Tamiami Trail, Sarasota, FL 34231

The 4th annual Witches Night Out takes over the spooky (and perhaps haunted) Edson Keith Mansion. Dress as your favorite witch or wizard for a costume contest with cash prizes, a live DJ, dancing, a photo booth and an expanded Witches Mart of seasonal vendors. Psychic and tarot readings are available for a small extra charge. Ages 18 and up, $40 per person.

Near Spanish Rocks, Holmes Beach, FL 34217 (park near 33rd Street, or at Manatee Public Beach and walk left along the beach)

A weekly gathering for drumming, dancing, and community as the sun goes down on Anna Maria Island. The circle begins one hour before sunset, so the exact start time shifts through the season.

Waterside Park, 7301 Island Cove Terrace, Sarasota, FL 34240

A family-friendly movie night under the stars, with showtime at sunset. Grace Community Church is giving a free burger with chips from Two Guys To Go to the first 130 attendees and a free Florida Pops popsicle to the first 260.

Centennial Park, 200 W Venice Ave, Venice, FL 34285

Free live music at the gazebo in historic downtown Venice, hosted by Venice MainStreet and sponsored by Neal Communities. Bring your own chairs or picnic blankets. The series runs the second and fourth Friday of each month.

The Oval at The Bay, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Grab your friends and embrace the midnight madness! This beloved cult classic returns for its annual outdoor screening under the stars at The Bay's scenic Oval.

The Oval at The Bay, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Get strong and energized in this 45-minute bootcamp using bodyweight exercises and intervals. Perfect for all fitness levels!

The Mall at UTC, 140 University Town Center Dr, Sarasota, FL 34243

Hundreds of incredible cars on display in honor of Breast Cancer Awareness Month, with complimentary coffee from Mademoiselle Paris and Chick-fil-A, plus energy drinks and bottled water from sponsors. Show car gates open at 6:30 AM. Show car parking $10 cash and motorcycle parking $5 cash (Lot 5); spectator parking is free in Lots 6, 7, and the grass area north of Popstroke.

Common Ground at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Join us for a peaceful hour of yoga at Common Ground at The Bay Park. Let's find our flow together and start the day centered and calm.

Kayak Launch at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Paddle through the beautiful waters of Sarasota Bay on a guided kayak tour. Perfect for exploring nature and getting some exercise on the water!

Old Main Street & 12th Street W, Bradenton, FL 34205

Fresh produce, local art, music, and free family activities from local farmers, artisans, and chefs on Old Main Street.

Lakewood Ranch Main Street, 8100 Lakewood Ranch Blvd, Lakewood Ranch, FL

An elevated outdoor shopping market with high-quality local vendors. It returns one Saturday a month through April.

Fruitville Grove, 7410 Fruitville Rd, Sarasota, FL 34240

The 38th annual Fruitville Grove Pumpkin Festival returns every weekend in October with a pumpkin patch, petting zoo, local vendor booths, and circus performances. Admission and some activities are free; other activities range from $1–$10.

Dakin Dairy Farms, 30771 Betts Rd, Myakka City, FL 34251

A full day on the farm with a corn maze, hayrides, live music, food trucks, animal interactions, and a pumpkin cannon. $20 per person, kids 5 and under free, free parking.

The Oval Parking Lot at The Bay Park, 1055 Blvd of the Arts, Sarasota, FL, 34236, US

Join us at The Bay Park for stories, fun, and community! No sign-up needed—just bring the kids and enjoy free storytime under the sun.

15571 Rutland Rd, Parrish, FL

A small farm day with a pumpkin patch, pony rides, face painting and hands-on animal fun. Admission is $15 (ages 2 and up). It also runs Oct 17 and 24.

The Green at UTC, 140 University Town Center Dr, Sarasota, FL 34243

The annual Pumpkin Patch, presented by Detwiler's Farm Market, takes over The Green. Every pumpkin purchase benefits Nate's Honor Animal Rescue Center, a Lakewood Ranch nonprofit caring for homeless and at-risk dogs and cats. Pumpkins available while supplies last.

Waypoint Bar & Grill, 11000 US-41, Palmetto, FL 34221

40+ local artists and small businesses set up shop for this season's fall and Halloween-themed market, with live music, a book exchange, free kids' activities, and a pet-friendly atmosphere.

Burns Court Cinema, 506 Burns Ct, Sarasota, FL

A fundraiser screening and event supporting El Pinero, a short film following an American's journey to Cuba.

Art Center Sarasota, 707 N. Tamiami Trail, Sarasota,, FL, 34236

Join us for free art-making fun every Saturday at Art Center Sarasota! All ages welcome to create, explore, and play together.

Freedom Factory, 21050 E. State Road 64, Bradenton, FL 34212

Door-to-door racing is back! The night opens with the Pro Truck Freedom 40, then purpose-built Ford Rangers battle for 60 laps on the 3/8 asphalt oval, and it all ends with the Altima 600, a 100-lap enduro for clapped-out Nissan Altimas. This event WILL sell out, so grab tickets early. Adult general admission is $25, kids 12 & under are free, and a Saturday-only pit pass is $35. Practice and qualifying run from the afternoon, with the national anthem at 6:00 PM. Friday Oct 9 is Ranger and Pro Truck practice (pit gates 2:00 PM, practice 4:00 PM, $25). Can't make it? Watch the live stream at frdmplus.com.

Floridays Woodfire Grill & Bar, 12332 Manatee Ave W, Bradenton, FL 34209

Enjoy live music by various artists every Thursday and Saturday evening at Floridays Woodfire Grill & Bar.

Mixon Fruit Farms, 2525 27th St E, Bradenton, FL 34208

A weekly Sunday market at Mixon Fruit Farms, running through the season from late September to the end of May.

Sudakoff Conference Center, 5845 General Dougher Place, Sarasota, FL 34243

Explore, collect, and connect at a trading card game trade day with vendors and fellow collectors. Admission is free, but you are encouraged to register online ahead of time and reserve a free ticket for each person coming. Vendors and products may vary.

Lakewood Ranch Main Street, Lakewood Ranch, FL

Local produce, baked goods, and live music every Sunday at Lakewood Ranch Main Street.

1800 Gulf Drive S, Bradenton Beach, FL 34217

An upscale beach market at the south end of Anna Maria Island.

The Green at UTC, 140 University Town Center Dr, Sarasota, FL 34243

The annual Pumpkin Patch, presented by Detwiler's Farm Market, takes over The Green. Every pumpkin purchase benefits Nate's Honor Animal Rescue Center, a Lakewood Ranch nonprofit caring for homeless and at-risk dogs and cats. Pumpkins available while supplies last.

3115 Lakewood Ranch Blvd, Suite 110, Bradenton, FL 34211

A relaxed Sunday afternoon with a food truck (2-6 PM) and open mic featuring local musicians and performers (3-6 PM). Tours and tastings available 12-3 PM by reservation.

Parrish United Methodist Church, Parrish, FL

A free community fall festival at Parrish United Methodist Church.

Siesta Beach, 948 Beach Rd, Sarasota, FL 34242

A vibrant weekly drum circle on Siesta Beach every Sunday evening, beginning an hour before sunset. Locals and visitors gather for rhythm, dancing, and sunset on the sand.