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Things to Do in Southwest Florida This Weekend: October 9–11, 2026

Things to do in Southwest Florida October 9–11, 2026, featuring fall festivals, an artisan market, Halloween activities and waterfront fun.

Fall fun is picking up across Southwest Florida this weekend. From Halloween events and pumpkin festivals to art, theater, charity races and waterfront activities, there is plenty happening from Marco Island to Punta Gorda. Here are some of the best things to do in Southwest Florida from Friday, October 9 through Sunday, October 11, 2026.

Marco Island

Island Artisan Fair

When: Friday, October 9 through Sunday, October 11, 10 a.m.–5 p.m.
Where: Veterans Community Park, 901 Park Avenue, Marco Island
Admission: Free

Browse original art and handmade goods from local and regional creators, watch live art demonstrations and grab something to eat from local food vendors. The three-day fair makes an easy addition to a day on Marco Island.

View event details

Christmas Island Style Charity Golf Tournament

When: Saturday, October 10 from noon–5 p.m.
Where: Island Country Club, Marco Island
Admission: Registration required

Hit the course for a good cause at the annual Christmas Island Style Golf Tournament. Proceeds support the organization’s community holiday celebrations on Marco Island.

View tournament information

Sanibel and Captiva

CURRENTS: Live Mural Exhibit

When: Friday, October 9 from 9 a.m.–4 p.m. and Sunday, October 11 from 9 a.m.–1 p.m.; exhibit continues through November 8
Where: Dunham Family Gallery at BIG ARTS, 900 Dunlop Road, Sanibel
Admission: Check with BIG ARTS

Watch six Southwest Florida artists transform the gallery with a collaborative underwater mural measuring 125 feet long. Because the work develops over 12 weeks, every visit offers a different look at the creative process.

Learn more about CURRENTS

Naples

Halloween Hustle 5K

When: Friday, October 9 from 5–7:30 p.m.
Where: Baker Park, 50 Riverside Circle, Naples
Admission: Registration required

Costumes are encouraged at this family-friendly 5K hosted by the City of Naples. The evening also includes a vendor village, food trucks and live entertainment at Baker Park.

View race details

Boo at the Zoo

When: Saturday, October 10 through Monday, October 12, 9 a.m.–1 p.m.
Where: Naples Zoo, 1590 Goodlette-Frank Road North, Naples
Admission: Included with regular zoo admission

Kids ages 12 and younger can trick-or-treat through a movie-themed zoo, meet costumed characters and enjoy a live show. Costumes are welcome, making this one of the weekend’s biggest family Halloween outings.

Plan your visit

Damon Fowler Band and Alex Lopez Xpress

When: Friday, October 9 from 7–9 p.m.
Where: Norris Center, 755 Eighth Avenue South, Naples
Admission: Ticketed

Spend Friday night in Old Naples with a blues-rock double bill featuring the Damon Fowler Band and Alex Lopez Xpress.

View concert details

Ferrari Club Trunk-or-Treat

When: Sunday, October 11 from 10:30–11:30 a.m.
Where: Hooters Naples, 3625 Gateway Lane, Naples
Admission: Free

Children can collect treats from the trunks of Ferraris at this family- and pet-friendly event. Hooters will donate 20% of the day’s sales to Golden PAWS Assistance Dogs.

View event details

Nuthin’ Fancy: Lynyrd Skynyrd Tribute

When: Saturday, October 10 from 8–10 p.m.
Where: Seed to Table, 4835 Immokalee Road, Naples
Admission: Check with the venue

Southern rock fans can close out Saturday with Nuthin’ Fancy, a tribute to the music of Lynyrd Skynyrd.

Learn more about the band

Bonita Springs and Estero

Dear Evan Hansen

When: Friday, October 9 at 7 p.m.; Saturday, October 10 at 7 p.m.; Sunday, October 11 at 2 p.m.
Where: Arts Bonita Performing Arts Center, 10150 Bonita Beach Road SE, Bonita Springs
Admission: $15–$35; recommended for ages 13 and older

This is the final weekend to catch Arts Bonita Actors Theatre’s production of the Tony Award-winning musical about connection, belonging and the consequences of a lie that grows beyond one teenager’s control.

See performance details

Vichino’s Tour of Italy Sunset Wine Cruise

When: Friday, October 9 from 5:45–7:45 p.m.
Where: Bonita Bay Marina, Bonita Springs
Admission: $137

Cruise Estero Bay at sunset while sampling five Italian wines paired with a charcuterie board. Advance reservations are required for this adults-oriented evening on the water.

View cruise details

Shop, Dine & Dash 5K

When: Saturday, October 10 from 9:30 a.m.–noon
Where: Miromar Outlets, starting and finishing at 810 Entertainment, Suite 50, Estero
Admission: Registration required

Run or walk a family-friendly 5K while supporting Ronald McDonald House Charities of Southwest Florida. The course starts and finishes at Miromar Outlets.

View official event details

Farmer Mike’s Fall Festival and Haunted Maze

When: Friday through Sunday; the haunted maze runs Friday and Saturday nights
Where: Farmer Mike’s U-Pick, 26031 Morton Avenue, Bonita Springs
Admission: Timed tickets sold online

Spend the day exploring corn mazes, riding a hayride, bouncing and picking pumpkins or sunflowers. After dark, the Terrifying Strangers haunted maze brings a much scarier experience on Friday and Saturday nights.

Reserve a time at Farmer Mike’s

Fort Myers Beach

Sunrise Beach Yoga and Beach Cleanup

When: Sunday, October 11; cleanup at 6:30 a.m. and yoga from 7:15–8:15 a.m.
Where: Beach near Lynn Hall Park, Fort Myers Beach
Admission: Suggested $20 donation

Start Sunday by helping clean the beach, then settle into an all-levels sunrise yoga flow followed by a singing-bowl sound bath and tea. Participants may join the yoga session with or without attending the cleanup.

View event details

Explore the Mound House

When: Museum open Friday and Saturday from 9 a.m.–4 p.m.; grounds open daily from 7 a.m.–6 p.m.
Where: Mound House, 451 Connecticut Street, Fort Myers Beach
Admission: Museum admission applies; grounds are free to explore

Visit the island’s oldest standing house, built on a 2,000-year-old Calusa shell mound. Inside, exhibits share the area’s Indigenous and island history, while the waterfront grounds offer a peaceful place to walk.

Plan your visit to Mound House

Fort Myers

Orchid Bench Show and O.C.T. Plant Sale

When: Orchid show Friday through Sunday from 9 a.m.–4 p.m.; plant sale and workshops Saturday and Sunday from 9 a.m.–4 p.m.
Where: Edison & Ford Winter Estates, 2350 McGregor Boulevard, Fort Myers
Admission: Plant sale and workshops are free; museum admission is separate

See prize-winning orchids and shop for orchids, cacti and tillandsias from specialty vendors. The weekend also includes free plant workshops, food trucks and American Orchid Society-sanctioned judging.

See the Edison & Ford calendar

Yappy Hour: Spooky Edition

When: Friday, October 9 from 6–8 p.m.
Where: Bell Tower, 13499 South Cleveland Avenue, Fort Myers
Admission: Free

Bring your four-legged friend—costume optional—for a Halloween-themed evening benefiting the Gulf Coast Humane Society. Expect music, socializing and dog-friendly activities in Center Court.

View Yappy Hour details

Candlelight: Tribute to Adele

When: Saturday, October 10 at 8:30 p.m.
Where: Music & Arts Community Center, 13411 Shire Lane, Fort Myers
Admission: Ticketed; ages 8 and older

A string quartet performs Adele favorites in an intimate venue illuminated by candlelight. The concert runs approximately one hour.

View tickets and details

Howl-o-Ween Quarter Auction

When: Saturday, October 10 from noon–3:30 p.m.
Where: Wings and Rings, 11751 South Cleveland Avenue, Fort Myers
Admission: Paddles are $3 each or two for $5

Bid quarters on prizes while helping a local dog rescue. The Halloween-themed fundraiser combines an auction, community gathering and an afternoon meal stop.

View event details

Cape Coral

Mean Girls: The Musical

When: Performances throughout the weekend; production runs through October 17
Where: The Belle Theatre, 2708 Santa Barbara Boulevard, Suite 135, Cape Coral
Admission: Reserved seats are $25

The hit movie comes to the local stage in a sharp, energetic musical about friendship, popularity and high school life. The show contains mature language and themes.

Check showtimes and tickets

Roger Dean Chevrolet Car Show for a Cause

When: Saturday, October 10 from 11 a.m.–3 p.m.
Where: Roger Dean Chevrolet, 101 SW Pine Island Road, Cape Coral
Admission: Free for spectators

Check out classic, custom and specialty vehicles at this community car show benefiting The Grateful Veteran and its support for Southwest Florida veterans.

View event details

Punta Gorda

International CultureFest

When: Saturday, October 10 from noon–6 p.m.
Where: Fishermen’s Village, 1200 West Retta Esplanade, Punta Gorda
Admission: Free admission and parking

Celebrate cultures from around the world with international food, handcrafted goods, live music and dance performances along Charlotte Harbor. The Parade of Nations begins at noon, followed by entertainment throughout the afternoon.

See Fishermen’s Village events

Prana Farms Pumpkin Festival

When: Friday through Sunday from 11 a.m.–6:30 p.m.
Where: Prana Farms, 6026 Sweden Boulevard, Punta Gorda
Admission: $10 per person; parking is free

Pick a pumpkin, visit the petting zoo and butterfly exhibit, and enjoy seasonal treats such as cider and ice cream. It is an easy daytime outing for families looking for traditional fall fun.

View Prana Farms events

Prana Farms Haunted Walk

When: Saturday, October 10 and Sunday, October 11 from 7:30–10:30 p.m.
Where: Prana Farms, 6026 Sweden Boulevard, Punta Gorda
Admission: $12

After dark, follow a lantern-lit forest trail filled with spooky surprises. Families with younger children can choose a no-scare fairy-guide experience.

View Prana Farms events

Make the Most of Your Southwest Florida Weekend

This weekend offers an especially good mix of fall traditions and classic coastal experiences. You can start the morning with a race or beach cleanup, spend the afternoon browsing art or picking pumpkins, and finish with theater, a sunset cruise or a haunted trail.

Event schedules, prices and availability can change. Confirm the latest details, ticket requirements and weather policies with each organizer before heading out.

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