Halloween weekend is packed with things to do across Southwest Florida. Families can follow trick-or-treat trails in Naples, Bonita Springs, Cape Coral and Punta Gorda, while adults can choose from costume parties, a dinner train, a sunset cruise and late-night celebrations. There are also 5Ks, a beach cleanup, comedy and community gatherings from Marco Island to Port Charlotte.
Halloween Weekend at a Glance
Looking for | Try this |
|---|---|
Family trick-or-treating | BOO-Tacular, Trick or Treat on Old 41, Fright Myers Beach or Cape Coral trunk-or-treats |
Halloween nightlife | Margaritaville Monster Bash, The Shipyard, Monsters & Martinis or Trick or Trolley |
Outdoor activity | Stage Fright 5K, Superhero 5K or Monofilament Madness |
Something unusual | Halloween Ghost Train, tiki “Boo’s” cruise or Prana Farms Haunted Walk |
Pet-friendly fun | Howloween at Crayton Cove or Howl-O-Foam Pawty |
Marco Island
“Day of the Dead” Grass Wall
When: All weekend; on display through November 13
Where: Marco Island Center for the Arts courtyard, 1010 Winterberry Drive
Admission: Free to view
This outdoor Día de los Muertos installation is part of Collier County’s ¡Arte Viva! celebration and offers a colorful backdrop for weekend photos. View event details.
Bingo at San Marco Catholic Church
When: Friday, October 30, 5–9 p.m.
Where: San Marco Catholic Church Parish Hall, Marco Island
Admission: Check with the organizer
Ease into Halloween weekend with a relaxed community bingo night. View event details.
Sanibel, Captiva & Punta Rassa
Halloween Party at The Shipyard
When: Saturday, October 31, 9 p.m.–midnight
Where: ’Tween Waters Island Resort & Spa, 15951 Captiva Drive, Captiva
Admission: Free and open to the public
The Shipyard hosts a Halloween-night party with a DJ, costume contest, raffle, prizes and drink specials. View event details.
Halloween at Bimini Bait Shack
When: Saturday, October 31
Where: 17501 Harbour Pointe Drive, Punta Rassa
Admission: Check with the venue
Celebrate by the water with Halloween specials and live acoustic entertainment. View event details.
Love Sanibel Community Gathering
When: Sunday, November 1, noon–2:30 p.m.
Where: Sanibel Recreation Center, 3880 Sanibel-Captiva Road
Admission: Free
Close the weekend at a welcoming afternoon gathering celebrating the Sanibel community. View event details.
Naples
Howloween at Crayton Cove
When: Friday, October 30, 5–7 p.m.
Where: Coastal Nomad, 764 12th Avenue S., Naples
Admission: Free to attend
Bring your pup to this pet-friendly shopping night. Ten percent of sales is scheduled to benefit the Humane Society. View event details.
BOO-Tacular Halloween
When: Friday, October 30, 6–9 p.m.
Where: North Collier Regional Park, 15000 Livingston Road, Naples
Admission: $5 per person; free for children 3 and younger
Collier County’s official celebration includes a haunted trail, trick-or-treat lane, DJ, bounce houses, carnival games, photo booth and age-group costume contests beginning at 6:45 p.m. View official event details.
Trick or Trolley 2026
When: Friday, October 30, 7:30 p.m.–12:30 a.m.
Where: Departs from Bone Hook Brewing, 1514 Immokalee Road, Naples
Admission: Ticketed; availability may be limited
This costumed trolley crawl raises money for the Naples Junior Woman’s Club and visits participating nightlife stops around Naples. View event details.
Monsters & Martinis
When: Friday and Saturday, October 30–31, 8 p.m.–2 a.m.
Where: Tipsy Corner, 8855 Immokalee Road, Naples
Admission: Free; ages 21 and older after 8 p.m.
Two nights of DJs, bands, horror movies and costume competitions bring an adults-only option to North Naples. View event details.
Stage Fright 5K
When: Saturday, October 31, 8 a.m.
Where: Sugden Regional Park, 4284 Avalon Drive, Naples
Admission: Registration required
Run or walk in costume during this family-friendly fundraiser benefiting The Naples Players. View event details.
Witches & Wizards Ball
When: Saturday, October 31, 8 p.m.–3 a.m.
Where: Twin Broomsticks, 13500 Tamiami Trail N., Suite 9, Naples
Admission: Check with the organizer; ages 14 and older
The wizard-themed ball includes a costume contest, vendors, photo booth, raffle and themed drink specials. View event details.
Bonita Springs & Estero
Improv Comedy Art Show
When: Friday, October 30, 7:30 p.m.
Where: Arts Bonita, 10150 Bonita Beach Road SE, Bonita Springs
Admission: Ticketed
The Bonita Improv Group creates a family-friendly comedy show on the spot with audience suggestions. View event details.
Halloween Eve at Sugarshack Downtown
When: Friday, October 30, 7–10 p.m.
Where: Sugarshack Downtown, 27421 Old 41 Road, Bonita Springs
Admission: Check with the venue
Costumes are encouraged for an evening of funk, soul and R&B at Sugarshack Downtown. View event details.
Ford’s Garage Halloween Car Show
When: Saturday, October 31, 10 a.m.–2 p.m.
Where: Ford’s Garage at Miromar Outlets, 10801 Corkscrew Road, Estero
Admission: Free
Browse classic and custom vehicles during a laid-back Halloween-morning car show. View event details.
Trick or Treat on Old 41 & Happy Haunts Final Night
When: Saturday, October 31; trick-or-treating 5–8 p.m., Happy Haunts illuminated 5:30–10 p.m.
Where: Old 41 Road from Dean Street to Wilson Street and Riverside Park, Bonita Springs
Admission: Free
Old 41 closes to vehicles while families collect treats from downtown businesses. The evening also marks the finale of the city’s immersive Happy Haunts display with lighting, music, projections and photo opportunities. View official city details.
Fort Myers Beach
Nautical Tiki Halloween “Boo’s” Cruise
When: Friday and Saturday, October 30–31, 5 p.m.
Where: Departs from San Carlos Island
Admission: Ticketed; BYOB
Board a Halloween-decorated tiki boat for a themed sunset cruise around Fort Myers Beach. View event details.
Monofilament Madness Beach Cleanup
When: Saturday, October 31, 8–11 a.m.
Where: Mound House, 451 Connecticut Street, with additional island cleanup locations
Admission: Volunteer event
Help remove discarded fishing line and litter from the island. Additional teams are expected at Salty Sam’s Marina and Norm’s Beach. View event details.
Fright Myers Beach
When: Saturday, October 31, 11 a.m.–2 p.m.
Where: Participating businesses across Fort Myers Beach
Admission: Free
Families can dress up and follow an islandwide trick-or-treat trail hosted by local businesses. View event details.
Halloween Monster Bash at Margaritaville
When: Saturday, October 31, noon–midnight
Where: Margaritaville Beach Resort, 251 Crescent Street, Fort Myers Beach
Admission: General festivities are open; some costume contests require a qualifying purchase
The resort’s all-day celebration begins with family activities and costume contests before shifting to DJs, live entertainment and adult competitions after dark. Events take place at License to Chill and Lah De Dah Beach Bar. View the complete official schedule.
Fort Myers
Halloween Ghooooost Train
When: Friday and Saturday, October 30–31; check-in at 5:45 p.m., departure at 6:30 p.m.
Where: Seminole Gulf Railway, 2805 Colonial Boulevard, Fort Myers
Admission: Ticketed; taxes and gratuities additional
Dress in costume for a murder-mystery dinner train and onboard costume competition. View official schedule and tickets.
Hallow-Skate at the Fort Myers Skatium
When: Friday, October 30, 8:30–9:50 p.m.; additional Halloween skate Saturday at 1 p.m.
Where: Fort Myers Skatium, 2250 Broadway
Admission: $14 including skate rental
Take your costume onto the ice during themed public-skating sessions. Costumes are welcome, but face masks are not permitted. View event details.
Howl-O-Foam Pawty
When: Saturday, October 31, 11 a.m.–3 p.m.
Where: Swamp Cat Brewing, Fort Myers
Admission: Ticketed
Dogs get their own Halloween celebration at this daytime foam party. View event details.
Dave & Boo-ster’s
When: Saturday, October 31, 7–9 p.m.
Where: Dave & Buster’s, 13499 S. Cleveland Avenue, Suite 400, Fort Myers
Admission: Ticketed
The haunted-arcade package includes a buffet, game play, themed music and a costume contest. View event details.
Cape Coral
Trunk-or-Treat at Fred Anderson Toyota
When: Friday, October 30, 4–7 p.m.
Where: 2025 NE Pine Island Road, Cape Coral
Admission: Free
Families can dress up and collect treats from decorated vehicles. View event details.
Shark Bite Trunk-or-Treat
When: Friday, October 30, beginning at 6:30 p.m.
Where: 307 SW Seventh Place, Cape Coral
Admission: Check with the organizer
The evening includes candy, games, a spooky bounce house, haunted open gym and an ice-cream truck. View event details.
EE Exceptional Superhero 5K
When: Saturday, October 31, 8–10:30 a.m.
Where: Grace Church, 13 SE 21st Place, Cape Coral
Admission: Registration required
This superhero-themed run and walk features a non-scary costume contest and supports programs serving adults with special needs. View event details.
Survive 17th Halloween Night
When: Saturday, October 31, beginning at 6 p.m.
Where: 310 NW 17th Avenue, Cape Coral
Admission: Free
This neighborhood haunted-yard display features oversized animatronics and coordinated light effects. View event details.
Punta Gorda & Port Charlotte
Ohana Halloween Open House & Trick-or-Treat
When: Saturday, October 31, 5–8 p.m.
Where: 109 Dolly Street, Punta Gorda Historic District
Admission: Free
Enjoy trick-or-treating around the historic district and an open house at Ohana Oasis. View event details.
HOWLo’WEEN at Elevate Pride
When: Saturday, October 31, 5–8 p.m.
Where: 164 Eric Street, Port Charlotte
Admission: Free
Families can walk through decorated tables and collect candy from participating local businesses. View event details.
Prana Farms Haunted Walk
When: Saturday, October 31, 7:30–10:30 p.m.
Where: Prana Farms, 6026 Sweden Boulevard, Punta Gorda
Admission: $12
Venture through a lantern-lit forest trail filled with eerie scenes and seasonal surprises. View event details.
Frequently Asked Questions
Where can families trick-or-treat in Southwest Florida this weekend?
Family options include BOO-Tacular in Naples, Trick or Treat on Old 41 in Bonita Springs, Fright Myers Beach, Fred Anderson Toyota in Cape Coral and events in Punta Gorda and Port Charlotte.
What are the best free Halloween events this weekend?
Strong free choices include Fright Myers Beach, Trick or Treat on Old 41, the Marco Island art installation, Cape Coral’s Fred Anderson trunk-or-treat, Survive 17th and the Punta Gorda and Port Charlotte trick-or-treat events.
Are there Halloween events for adults in Southwest Florida?
Yes. Adults can choose from the Shipyard party on Captiva, Trick or Trolley and Monsters & Martinis in Naples, the dinner train in Fort Myers, a tiki cruise or Margaritaville’s late-night party on Fort Myers Beach.
What non-party activities are available?
Run a Halloween 5K, volunteer for Monofilament Madness, attend the Bonita improv show, visit the Marco Island art installation or join Sunday’s Love Sanibel gathering.
Make the Most of Halloween Weekend in Southwest Florida
Whether you want candy and costumes, a waterfront cruise, a morning race or a community gathering, this weekend offers options from Marco Island to Port Charlotte. Exploring these events is also a great way to experience the personality of Southwest Florida’s communities.
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Recommended Blog Tags
Southwest Florida Events, Things to Do in Southwest Florida, SWFL Weekend Events, Halloween Events in Southwest Florida, Southwest Florida Halloween, Naples Events, Fort Myers Events, Fort Myers Beach Events, Cape Coral Events, Bonita Springs Events, Family-Friendly Events, Southwest Florida Lifestyle
Event schedules, prices, age restrictions and availability can change. Confirm current details with the organizer before attending.
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