Halloween in Southwest Florida — 2026
Halloween in Southwest Florida runs the full range, from downtown trick-or-treating and pumpkin patches to haunted houses and grown-up costume parties. Communities across the Gulf Coast put on spooky-season events for every age in the weeks leading up to the 31st. Here's what's happening near you this Halloween.
Halloween by city
Saturday, October 24
Screwed Power Hour every Saturday.
N. Naples LARGEST Market at the Shoppes at Vanderbilt featuring fresh fruits, vegetables, seafood, honey, prepared foods and more.
Visit the Grumpy Goat Coffee roastery every Saturday to sample coffee from around the world with 25+ origins in stock.
Explore the Everglades, learn about the ecosystem and view artwork at the Big Cypress Gallery.
Enjoy live music at the Beer Bar this Saturday from 4-7 PM.
Sit back and relax every Saturday night in the Piazza at Mercato with live local musicians.
Step into a slower pace and reconnect with your creativity during guided painting nights at Summer’s Art Studio & Gallery.
Jess Klein performs acoustic-driven story songs filled with joy, rage, sensuality and resilience.
Every Sunday, Nick crosses the river from New York to New Jersey and has dinner with his four Italian-American grandparents. It’s a tradition built on love, laughter, and a lot of food.
Rocket Man is a bittersweet, funny, contemplative drama about Donny, a man who feels increasingly disconnected from his own life.
Dance the night away with live music from 8-10 PM at Seed to Table.
Crunch through the pumpkin patch, meet rescued animals, enjoy live music, BBQ and family activities at the farm.
Join a free craft activity at the ELC every Saturday.
Sunday, October 25
Join Sunday services at Hope City Church Bonita Campus with three separate service times.
Gather for Wheels and Espresso, a morning event for car lovers with coffee.
Join the Pine Ridge Road Farmers Market on Sundays for a wide variety of products from local artisans, farmers, bakers and more.
Sunday morning church services at The Cove at Paradise Coast Sports Complex.
Get two loaded tacos and one beer on tap for just $8 every Sunday at Millennial in collaboration with Tacos Los Campiones.
Jack's Sunday Blues Concert series presents Memphis Lightning.
Blues and Brews feat Beautiful Bobby Blackmon
Jack's Sunday Blues Concert series presents Beautiful Bobby Blackmon.
Live guitarist performance.
Watch Love Island on Sundays through Tuesdays at 9pm.
Monday, October 26
Live violinist performance by Illia every Monday at Limoncello.
Kick off the week with live music at Hops & Vines from 6-9 PM.
Enjoy all-day happy hour on Mondays.
Discounts for those in the industry every Monday night.
Tuesday, October 27
Weekly morning birding walk in the Garden’s 90-acre Preserve.
Come join us every Tuesday open to close for tacos downtown and trivia.
Receive personalized help downloading eBooks, eAudioBooks, movies, music, and more from Libby/OverDrive and hoopla.
Learn about subjects related to Edison and Ford with Site Historians in the museum.
Improve Spanish fluency by chatting with other adults.
Hear live music from talented local bands at Hops & Vines from 6-9 PM.
Live mandolin performance by Carlos Nunez every Tuesday at Limoncello.
Compete in trivia every Tuesday at 7pm with winners every round.
Join us for Worship and Bible Study in The Hall of Tyrannus every Tuesday night.
Let creativity take center stage this summer!
Bring the whole family for a movie night under the stars on the third Tuesday of every month at dusk.
Wednesday, October 28
Gentle yoga flow class held in the Octagon Room.
Meet up at the library for an afternoon of modern tabletop games.
A casual self-guided group for knitting, crochet and other needle arts.
A casual, self-guided group for knitting, crochet and other needle arts.
Enjoy live music from Manhattan Connection at the Wine Bar from 6-9 PM.
Interactive sessions for adult learners to practice speaking English with native speakers.
Ladies night every Wednesday at The Lucky Screw.
Live singer performance by Casey Bishop every Wednesday at Limoncello.
Enjoy free admission to The Baker Museum with live music, concessions, and exhibitions on the last Wednesday of each month.
Join for bingo night every Wednesday at 7pm.
Ladies drink free from 8-10 PM with 80s, 90s, dance hits and top 40 music.
Thursday, October 29
CMON Members enjoy breakfast and spooktacular goodies in costume at this not-so-spooky Member Appreciation Event.
Thirsty Thursday specials every Thursday.
Photography class with Kevin Boller on Thursdays from 6pm to 8pm.
Join weekly chess night at the brewery to play games and enjoy craft beer.
Rock and roll night with live music from Parks & Wreck, drink specials and dinner features.
Naples Philharmonic Masterworks with Alexander Shelley & Yeol Eum Son.
Test your wits under the twinkle lights at Southern Fresh Farms Free Farm Trivia every Thursday night with cold craft brews.
Join us every Thursday in The Gathering. All are welcome.
Friday, October 30
Unwind with live music from Lazaro at the Beer Bar from 4-7 PM.
Enjoy retro games and an ice cream sundae bar at the Naples Depot Museum.
Naples Philharmonic Masterworks with Alexander Shelley & Yeol Eum Son.
Hit the dance floor with live music from 8-10 PM followed by a DJ until close.
Saturday, October 31
Enjoy an afternoon of live jazz performances by the Naples Jazzmasters at the Norris Center.
The Adams Family, a comical feast that embraces the wackiness in every family, features an original story and a dilemma that’s every father’s nightmare.
Located in Cambier Park, fun events for families and children, including live music, costume contest, games, and more.
Evening on Fifth (special for Halloween Spooktacular)
Happening right after Spooktacular, live musicians will perform up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.
Live concert performance by Gavin Adcock with special guests Braxton Keith and The Creekers.
Sunday, November 1
Country music night on the first Sunday of every month with live performances from Big Cypress and Joel Fry.
Wang Chamber Music with Yeol Eum Son & Naples Philharmonic.
An array of live musical performances up and down the sidewalks of 5th Avenue South, plus dining, shopping, and more.
Experience a unique blend of soul, classic rock, funk, and blues.
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