Food & Drink events in Southwest Florida

Times vary by dayFarmer Mike's U-Pick of Bonita, Bonita Springs

Runs through Sat, Oct 31

12th Annual Fall Festival at Farmer Mike's

A fall festival with a hay ride, corn maze, pumpkin patch, sunflower field, bouncy houses, and a haunted corn maze on select nights.

8–10 AMLowdermilk Beach, Naples

Get Outside x Relax: Sip + Paddle

A free beach meetup with paddleboarding, coffee, and matcha on the sand from a featured local vendor.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

10 AMMercato, Naples

Mommy & Me Pilates Brunch Club

Hosted by Fit and Flow Mom Club

A Pilates class and brunch for moms with facial gift cards and a complimentary photo.

10 AMBig Corkscrew Island Regional Park, Naples

National Coffee Day Celebration

A free self serve coffee celebration for National Coffee Day, while supplies last.

10 AM–12 PMPlayground at Miromar Outlets, Estero

Kids Day at WINK Playland - Crafts, Face Painting & Free Treat

Free face painting & crafts, free pizza from Luigi's Pizza & Pasta, ice cream coupons from Dairy Queen all while supplies last.

12–6 PMAnkrolab Brewing Company, Naples

7th Annual Oktoberfest

The 7th annual Oktoberfest celebration featuring 6 beer releases, food specials, BOGO Oktoberfest 4-packs, live music from Nostaljah (1-4pm), and a stein holding competition (2 & 5pm).

10 AMThe Pilates Pearl, Naples

Baby & Me Pilates Playdate & Brunch

Hosted by Fit and Flow Mom Club

A Pilates playdate and brunch for moms and infants, with reformer and mat options.

6–9 PMThe Baker Museum, Naples

Free Admission to Art After Hours

A fun evening of art and entertainment for audiences of all ages with live music performed by local musicians, concessions at Heidi's Place and free admission to all museum exhibitions.

5–8 PMThe Brass Alligator, Bonita Springs

Sip & Shop - First Thursday

A monthly shopping and socializing event featuring local vendors, drinks, bites, and exclusive offers.

Times vary by dayMillennial Brewing Company, Fort Myers

Runs through Sun, Oct 4

Fort Myers Oktoberfest at Millennial

A Munich style beer hall celebration with German beer and food, live music, and stein competitions.

5–9 PMDowntown Fort Myers, Fort Myers

Art Walk Downtown Fort Myers

A monthly art walk through the historic River District with gallery exhibits, street artisans, and oversized murals.

6 PMFlorida Gulf Coast University, Fort Myers

FGCU Volleyball: Fall Sport 239 Night

FGCU volleyball hosts a 239 Night with discounted popcorn, beer, and game tickets.

Times vary by daySouthern Fresh Farms, Fort Myers

Runs through Sun, Nov 1

Fall Fest 2026

A weekend fall festival with local vendors, food, live music, farm animals, and pumpkins every weekend in October.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

1–3 PMChocolattes Coffee & Roasting, Fort Myers

Paint, Plant & Sip

A ticketed paint and plant workshop with a terracotta pot, a plant to take home, and a coffee.

4–6 PMTony Sacco's Coal Oven Pizza - Estero, Estero

Candles & Corks at Tony Sacco's

A laid-back evening at Tony Sacco's where you hand-pour your own custom candle then enjoy an informal tasting of 4 curated wines paired with savory small bites, perfect for date night or girls' night.

7 PMFlorida Gulf Coast University, Fort Myers

FGCU Men's Soccer: Fall Sport 239 Night

Hosted by FGCU Athletics

FGCU men's soccer hosts a 239 Night with discounted popcorn, beer, and game tickets.

Times vary by dayLakes Park, Fort Myers

Runs through Thu, Oct 22

Lakes Park Fall Festival

Hosted by Lee County Parks & Recreation

A multi-week fall festival featuring a Halloween Express Train Ride, Scarecrows in the Park display in the Children's Garden, and a Pumpkin Patch. Train rides run M-F 10am-2pm and 6-9pm, Sat-Sun 10am-9pm; scarecrows and pumpkins Th-F 6-9pm, Sat-Sun 10am-9pm.

6 PMMillennial Brewing Company, Fort Myers

Boots and Bling

A country line dance night with a special themed drink menu, including a non alcoholic option for designated drivers.

6–9 PMBaker Park, Frederick, Maryland, United States, Naples

City of Naples Halloween Hustle 5k

A 5K run featuring live entertainment, food trucks, and a vendor village with local businesses.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

4–6 PMChocolattes Coffee & Roasting, Fort Myers

Cake Decorating Class at Chocolattes

A hands-on cake decorating class at Chocolattes Downtown in Fort Myers taught by Chef Hannaa, decorate your own 5-inch bento cake and take it home along with the vanilla cake and buttercream recipes.

Times vary by dayFort Myers Brewing Co., Fort Myers

Runs through Sun, Oct 18

Oktoberfest at Fort Myers Brewing Co.

Featuring 50+ beers and seltzers on rotation, live music performances, food trucks, a free stein-hoisting competition on Saturday at 5pm, and Oktoberfest merchandise available for purchase.

6–7 PMBig Corkscrew Island Regional Park, Naples

Holiday Eats: Kids Cooking Class (Halloween)

Hosted by Collier County Parks & Recreation

A themed kids cooking class exploring the culinary arts, with everything provided.

9 AM–2 PMM&M Farms, Fort Myers

M&M Farms Fall Market

A fall market with 60-plus handmade, boutique, and vintage vendors, food trucks, a bounce house, and farm animals.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

6–11 PMMillennial Brewing Company, Fort Myers

4th Annual Halloween Art Gala

A showcase of local artists, performers, makers, and creatives at Millennial Brewing Co.

6–8 PMTony Sacco's Coal Oven Pizza - Estero, Estero

Adult Pizza Making Night

A hands-on experience where participants roll their own pizza dough, select toppings, and watch their creation cook in a coal-fired oven. Includes welcome cocktail, chef's choice appetizer, 3-topping pizza, dessert, and 2 drink tickets.

6–7 PMMercato, Naples

Stories on Strada

A relaxing evening of reading and community in the Piazza, with blankets to borrow and a complimentary glass of wine for guests 21 and up.

6–8 PMBig Corkscrew Island Regional Park, Naples

RIP Trunk or Treat

Annual Trunk or Treat event featuring music, candy, crafts, and a costume contest with prizes.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

11 AM–12 PMTony Sacco's Coal Oven Pizza - Estero, Estero

Jr. Pizza Chef Event

Kids create their own 2-topping pizza in a hands-on experience, receiving a 2-topping pizza, fountain soda, sweet treat, apron, chef hat, pizza straw and more.

8 PM–1 AMOld 41 Road, Bonita Springs, Bonita Springs

Runs through Sun, Oct 25

Nightmare on Old 41

Halloween bar crawl along Old 41 with free admission and free trolley rides between venues.

6–9 PMThe Baker Museum, Naples

Free Admission to Art After Hours

A fun evening of art and entertainment for audiences of all ages with live music performed by local musicians, concessions at Heidi's Place and free admission to all museum exhibitions.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

10 AM–12 PMPlayground at Miromar Outlets, Estero

Kids Day at WINK Playland - Crafts, Face Painting & Free Treat

Free face painting & crafts, free pizza from Luigi's Pizza & Pasta, ice cream coupons from Dairy Queen all while supplies last.

1–4 PMSouthern Fresh Farms, Fort Myers

Boo at the Farm Trick or Treating

A farm wide, car free trick or treat with decorated Community Candy Stations and vendors, part of Fall Fest, which also includes a pumpkin patch, playground, farm animals, local vendors, and fall photo opportunities.

5–7 PMFleischmann Park, Naples

City of Naples Fright Night

A Halloween celebration at Fleischmann Park with candy, bounce houses, music, and food trucks.

5–7 PMFleischmann Park, Naples

Naples Fright Night in the City

Hosted by City of Naples

Halloween party featuring food trucks, games, bounce houses, and vendors.

5–9 PMDowntown Fort Myers, Fort Myers

Art Walk Downtown Fort Myers

A monthly art walk through the historic River District with gallery exhibits, street artisans, and oversized murals.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

12–9 PMMike Greenwell Regional Park, North Fort Myers

Southwest Florida Pickle Festival

Hosted by Battle Bros Events

A pickle themed festival with outrageous pickle creations, food vendors, a craft marketplace, concerts, and a pickle eating competition.

12–3 PMRiptide Brewing Company, Bonita Springs

Babies & Brews

A family friendly meetup for parents and little ones, with an on site donation drive for Eva's Closet.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

5–7 PMM&M Farms, Fort Myers

Farm to Table Supper

An evening farm dinner featuring fresh, locally sourced ingredients and live music.

11 AM–1 PMM&M Farms, Fort Myers

Mommy + Me Tea Party

Hosted by 27th of July Catering.

A charming afternoon tea on the farm with a full adult and children's tea menu, hosted by 27th of July Catering.

6–9 PMThe Baker Museum, Naples

Free Admission to Art After Hours

A fun evening of art and entertainment for audiences of all ages with live music performed by local musicians, concessions at Heidi's Place and free admission to all museum exhibitions.

9 AM–3 PMMillennial Brewing Company, Fort Myers

SWFL BrunchFest

A brunch festival with a live DJ and karaoke, food trucks, and a DIY mimosa tower bar with eight flavors to mix and match.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

10 AM–12 PMPlayground at Miromar Outlets, Estero

Kids Day at WINK Playland - Crafts, Face Painting & Free Treat

Free face painting & crafts, free pizza from Luigi's Pizza & Pasta, ice cream coupons from Dairy Queen all while supplies last.

5–9 PMDowntown Fort Myers, Fort Myers

Art Walk Downtown Fort Myers

A monthly art walk through the historic River District with gallery exhibits, street artisans, and oversized murals.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.

9 AM–1 PMDowntown Fort Myers, Fort Myers

Downtown Fort Myers Farmers Market

A weekly farmers market with fresh local produce, artisan goods, and community vendors in the heart of Downtown Fort Myers.