- Fort Myers Brief
- Posts
- 🌴 Your Fort Myers Halloween & Weekend Guide
🌴 Your Fort Myers Halloween & Weekend Guide
Major Events & Celebrations in Fort Myers
Your curated selection of Fort Myers' most anticipated happenings for October 27 – November 2.
From spooky celebrations to live music and family fun, this week delivers Southwest Florida's best. Here's what's trending across Lee County.
Remember to confirm details with event organizers before attending, as schedules may change.
In partnership with
Join over 4 million Americans who start their day with 1440 – your daily digest for unbiased, fact-centric news. From politics to sports, we cover it all by analyzing over 100 sources. Our concise, 5-minute read lands in your inbox each morning at no cost. Experience news without the noise; let 1440 help you make up your own mind. Sign up now and invite your friends and family to be part of the informed.
🍽️ Food & Dining
The Official Halloween Bar Crawl (Fri & Sat) - Fort Myers
📅 Date: Friday, October 31, 2025
⏰ Time: All Day Event
📍 Location: Cowboy Up Saloon
🍻 Details: Experience Fort Myers' biggest Halloween bar crawl spanning two nights with drink specials, costume contests, and the best nightlife downtown has to offer.
Steak n Shake 1st Annual Car Show
📅 Date: Saturday, November 1, 2025
⏰ Time: 10:00 AM
📍 Location: 8950 Colonial Center Dr, Fort Myers, FL 33905
🚗 Details: Rev up your weekend at this inaugural car show featuring classic automobiles, hot rods, and custom vehicles alongside great food and community atmosphere.
TACO TUESDAY DJ NIGHT WITH ELOY CHINGON CASTRO
📅 Date: Tuesday, October 28, 2025
⏰ Time: 6:00 PM
📍 Location: 2847 Cleveland Ave, Fort Myers, FL 33901
🌮 Details: Enjoy delicious tacos paired with live DJ entertainment for an unforgettable midweek fiesta with Latin beats and authentic flavors.
👨👩👧👦 Family-Friendly Activities
S.T.A.R.S. Fall Festival
📅 Date: Wednesday, October 29, 2025
⏰ Time: 6:00 PM
📍 Location: 2980 Edison Ave, Fort Myers, FL 33916
🎃 Details: Bring the whole family for an evening of fall festivities including games, activities, food vendors, and seasonal entertainment in a welcoming community atmosphere.
Fall Fest
📅 Date: Saturday, November 1, 2025
⏰ Time: 11:00 AM
📍 Location: 4701 Summerlin Rd, Fort Myers, FL
🍂 Details: Celebrate autumn with interactive family activities, local vendors, crafts, and entertainment perfect for all ages in this seasonal celebration.
Lake Fairways Holiday Arts & Crafts Fair
📅 Date: Saturday, November 1, 2025
⏰ Time: 8:00 AM
📍 Location: Lake Fairways Country Club
🎨 Details: Browse handcrafted goods from local artisans featuring jewelry, home décor, artwork, and unique gifts just in time for the holiday season.
Halloween Ghost Train
📅 Date: Thursday, October 30, 2025
⏰ Time: 5:45 PM
📍 Location: 2805 Colonial Blvd, Fort Myers, FL 33966
🚂 Details: All aboard for a spooky train adventure featuring Halloween decorations, costume fun, and kid-friendly thrills that the entire family will enjoy.
All-Ages Halloween Bash!
📅 Date: Wednesday, October 29, 2025
⏰ Time: 7:00 PM
📍 Location: 2158 Colonial Blvd, Fort Myers, FL
👻 Details: Dress in your best costume for this family-friendly Halloween celebration with music, dancing, games, and prizes for all age groups.
*Ad
Omaha Steaks is more than just special occasions and the ultimate gift – it’s the secret to turning your everyday dinner into a memorable meal. From freezer-to-oven entrées and 15-minute stir frys to premium proteins and steakhouse-worthy sides, no one can match their taste, convenience, quality, and century-long expertise. And right now, [Newsletter Name] readers can have it all shipped free on orders of $99 or more!
Omaha Steaks is the smarter way to keep your everyday favorites on hand. And with their flash-frozen, individually vacuum-sealed process and Sear-iously Fast™ delivery, they guarantee your food will always be fresher than fresh, food waste will be a thing of the past, and that you’ll be able to keep your freezer stocked more conveniently than ever before.
*Ad
🎵 Concerts & Music
Rockin' on the River: A '90s Country Revival with Clay Walker and Special Guest Drake Milligan
📅 Date: Sunday, November 2, 2025
⏰ Time: 7:00 PM
📍 Location: 2101 Edwards Drive, Fort Myers, FL 33901
🎸 Details: Take a nostalgic journey back to the golden era of '90s country music with chart-topping hits and special guest performances along the beautiful Fort Myers riverfront.
Micro Wrestling Federation-Sam Galloway Ford Concert Series
📅 Date: Saturday, November 1, 2025
⏰ Time: 7:00 PM
📍 Location: 2158 Colonial Blvd, Fort Myers, FL
🤼 Details: Experience high-energy professional wrestling entertainment with talented performers delivering action-packed matches and unforgettable athleticism.
Clay Walker concert at Caloosa Amphitheater
📅 Date: Sunday, November 2, 2025
⏰ Time: 7:00 PM
📍 Location: Caloosa Sound Amphitheater
🎤 Details: Country music star Clay Walker brings his platinum hits and dynamic stage presence to Fort Myers for an evening of authentic country entertainment.
With Cash App, you can round up your spare change from everyday purchases, earn up to 4% interest,** and transfer money anytime—all without hidden fees.
**Cash App is a financial platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. See Terms & Conditions. To view the eligibility requirements for sponsoring a teen, please visit the Sponsored Accounts section of the Cash App Terms of Service.
*Ad
🎭 Entertainment & Special Events
GOODBYE PARTY and Farmtoberfest Final Day
📅 Date: Sunday, November 2, 2025
⏰ Time: 12:00 PM
📍 Location: 8500 Penzance Blvd, Fort Myers, FL
🎊 Details: Celebrate the finale of this popular seasonal festival with live music, local food vendors, farm-fresh products, and community festivities marking the end of Farmtoberfest.
HALLOWEEN WITH THE SMOKIN' ACES AT LUMBER AXE!
📅 Date: Friday, October 31, 2025
⏰ Time: 7:00 PM
📍 Location: 2158 Colonial Blvd #1, Fort Myers, FL 33907
🪓 Details: Combine Halloween thrills with axe-throwing excitement alongside live music from The Smokin' Aces for an unforgettable spooky celebration.
Halloweekend Party at Skybar & The Martini Bar!
📅 Date: Wednesday, October 29 - Friday, November 1, 2025
⏰ Time: Multi-Day Event
📍 Location: 2224 Bay St, Rooftop, Fort Myers, FL 33901
🍸 Details: Dance the night away at Fort Myers' premier rooftop venue with spectacular views, signature cocktails, costume contests, and DJ entertainment throughout the extended Halloween weekend.
Halloweekend at Downtown Social House
📅 Date: Wednesday, October 29 - Friday, November 1, 2025
⏰ Time: Multi-Day Event
📍 Location: 1406 Hendry St, Fort Myers, FL 33901
🎉 Details: Downtown Fort Myers' hotspot transforms into Halloween headquarters with themed drinks, costume competitions, and festive entertainment all weekend long.
Con At The Arcade Spooktacular
📅 Date: Saturday, November 1, 2025
⏰ Time: 10:00 AM
📍 Location: Dave and Buster's
🎮 Details: Gamers unite for this Halloween-themed arcade convention featuring video game tournaments, cosplay contests, and unlimited entertainment for pop culture enthusiasts.
Hocus Pocus Trivia!
📅 Date: Tuesday, October 28, 2025
⏰ Time: 7:00 PM
📍 Location: 10 Twenty Five Downtown Fort Myers
🧙♀️ Details: Test your knowledge of the beloved Halloween classic with themed trivia, prizes, and specialty cocktails in downtown Fort Myers' vibrant atmosphere.
Tonal for Ta Ta's
📅 Date: Saturday, November 1, 2025
⏰ Time: 5:00 PM
📍 Location: Stet's Bar
💗 Details: Support breast cancer awareness at this fundraising event featuring live music, raffles, and community solidarity for an important cause.
Tee Up For A Cause!
📅 Date: Saturday, November 1, 2025
⏰ Time: 9:00 AM
📍 Location: 5601 Division Dr, Fort Myers, FL 33905
⛳ Details: Join fellow golf enthusiasts for this charitable tournament combining competitive play with community giving in a fun atmosphere.
WITCHES' NIGHT OUT! THURSDAY, OCTOBER 30TH
📅 Date: Thursday, October 30, 2025
⏰ Time: 4:00 PM
📍 Location: 2158 Colonial Blvd #1, Fort Myers, FL 33907
🔮 Details: Ladies, grab your broomsticks for this enchanting pre-Halloween celebration with mystical fun, themed drinks, and bewitching entertainment.
⚠️ Please verify all event details with the respective organizers before attending, as schedules and venues may change.
Fact-based news without bias awaits. Make 1440 your choice today.
Overwhelmed by biased news? Cut through the clutter and get straight facts with your daily 1440 digest. From politics to sports, join millions who start their day informed.
*Ad
News Highlights, Fort Myers, FL
🔗 ICE Enforcement Reported in Fort Myers, Lehigh Acres, Bonita Springs
Local public media reports federal immigration operations across multiple Lee County communities; officials advise residents to know their rights and keep identification handy.
🔗 Oct. 22 Proclaimed “Bob Rauschenberg Day” in Fort Myers
The city honored the late Captiva-based artist on his 100th birthday—recognizing a cultural legacy that continues to shape local arts, museums, and programming.
🔗 Historic Hall of 50 States: Council Rejects Plan, New Builder Steps Forward
After years of dormancy, the landmark venue may finally see redevelopment as a local studio owner pitched a new renovation vision following council’s rejection of a prior offer.
🔗 Legacy Island Park Takes Next Step With State Funding
The city accepted $330K to build a five-slip dock, part of a longer-term plan for trails, small beaches, and better public river access downtown.
🔗 Fort Myers Beach Pier Rebuild: County Eyes BP Settlement Dollars
Lee County is pursuing an additional $7 million from Deepwater Horizon funds to help finance a stronger, longer replacement pier ,key for tourism and local strolling.
🔗 Tropical Storm Melissa: Track and Model Guidance for SWFL
Forecasters outlined possible paths and timing; residents may see changes in winds and seas next week—worth monitoring even if direct impacts remain uncertain.
🔗 Cold Front, Heat & Winds: What It Means for Melissa’s Path
A late-week front could redirect the storm and usher in breezier, drier air, boaters should watch for choppy conditions.
🔗 Club Blu Case: Judge Declines to Dismiss; Trial Continues
A 2016 mass-shooting case tied to a Fort Myers nightclub moves forward, an enduring legal story many locals have followed for years.
🔗 Fraud Case Sentencing Tied to Alligator-Bite Insurance Scheme
A Lee Circuit judge imposed prison time and long probation in a case with lessons about insurance fraud and restitution.
🔗 School Bus Stop-Arm Cameras Rolling Out Across Lee County
More than 600 buses are getting 360° enforcement cameras; warnings begin in November and ticketing starts in December, expect stricter rules near stops.
🔗 Towles Garden Affordable-Housing Plan Secures CRA Support
The long-delayed 141-home project in Dunbar won $5.6M in local financing; final county participation will determine if building can finally start.
🔗 Judge: Fort Myers Beach Recall Can Proceed for One Council Member
A court ruling allows a Nov. 4 recall election targeting one official to move forward while narrowing claims against another, setting up a significant governance decision for FMB voters.
🔗 Fort Myers Beach Warns of Fraudulent “Special Event Permit” Invoices
Town officials say scammers have been billing applicants for fake permit fees; organizers should verify invoices directly with the town.
🔗 Hurricane Ian Recovery: Unsafe Homes on Matlacha Being Demolished
Lee County has begun tearing down long-blighted, storm-damaged structures, another milestone toward the island’s long-term recovery and safety.
🔗 Cost of Groceries: Why Prices Aren’t Falling in SWFL
A money explainer notes that while inflation has cooled, many pantry staples remain “sticky” higher, useful context for budgeting into season.
Seeking impartial news? Meet 1440.
Every day, 3.5 million readers turn to 1440 for their factual news. We sift through 100+ sources to bring you a complete summary of politics, global events, business, and culture, all in a brief 5-minute email. Enjoy an impartial news experience.
*Ad