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🌴 Naples Highlights & Weekend Adventures
Your Weekly Entertainment & Dining Guide
Your exclusive look at Naples, FL's most anticipated events for September 15-21, 2025. Here's what local organizers and venues have planned for you this week.
We recommend confirming with event hosts for complete details and current schedules.
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How 433 Investors Unlocked 400X Return Potential
Institutional investors back startups to unlock outsized returns. Regular investors have to wait. But not anymore. Thanks to regulatory updates, some companies are doing things differently.
Take Revolut. In 2016, 433 regular people invested an average of $2,730. Today? They got a 400X buyout offer from the company, as Revolut’s valuation increased 89,900% in the same timeframe.
Founded by a former Zillow exec, Pacaso’s co-ownership tech reshapes the $1.3T vacation home market. They’ve earned $110M+ in gross profit to date, including 41% YoY growth in 2024 alone. They even reserved the Nasdaq ticker PCSO.
The same institutional investors behind Uber, Venmo, and eBay backed Pacaso. And you can join them. But not for long. Pacaso’s investment opportunity ends September 18.
Paid advertisement for Pacaso’s Regulation A offering. Read the offering circular at invest.pacaso.com. Reserving a ticker symbol is not a guarantee that the company will go public. Listing on the NASDAQ is subject to approvals.
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🍽️ Food & Dining Events
Morning Market at Food and Thought
📅 Date: Sunday, September 21, 2025
⏰ Time: 8:00 AM
📍 Location: Food & Thought
🥕 Details: Start your Sunday with fresh local produce, artisanal goods, and community connections at this popular weekly market featuring local vendors and fresh ingredients.
Portuguese Wine Tasting Event
📅 Date: Tuesday, September 16, 2025
⏰ Time: 7:00 PM
📍 Location: 4333 9th St N, Naples, FL 34103
🍷 Details: Discover the rich flavors of Portuguese wines in this guided tasting experience featuring selections from various regions of Portugal.
Special Dinner Buffet
📅 Date: Saturday, September 20, 2025
⏰ Time: 3:00 PM
📍 Location: 2740 Bayshore Dr #11, Naples, FL
🍴 Details: Enjoy an elegant dining experience with a specially curated buffet featuring diverse culinary offerings and seasonal specialties.
👨👩👧👦 Family-Friendly Activities
Shifting the Early Learning Experience: What Today's Preschoolers—and Their Teachers—Really Need
📅 Date: Monday, September 15, 2025
⏰ Time: 6:00 PM
📍 Location: 5025 Castello Dr, Naples, FL 34103-8900
📚 Details: Educational workshop focusing on modern early childhood development approaches and innovative teaching strategies for today's learning environment.
Tremendous Trains Preschool Program
📅 Date: Wednesday, September 17, 2025
⏰ Time: 10:00 AM
📍 Location: Collier County Museums
🚂 Details: Interactive educational program designed for preschoolers to explore the fascinating world of trains and transportation history.
Family Forum - Caring For The Caregiver, We're All In This Together
📅 Date: Thursday, September 18, 2025
⏰ Time: 4:00 PM
📍 Location: 720 Goodlette-Frank Road N., Suite 400, Naples, FL
💙 Details: Supportive community session providing resources and guidance for family caregivers, emphasizing shared experiences and mutual support.
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🎯 Professional & Career Events
USPS Hiring Event
📅 Date: Tuesday, September 16, 2025
⏰ Time: 8:30 AM
📍 Location: 3050 Horseshoe Dr N, Naples, FL 34104
💼 Details: Job fair and recruitment event for various United States Postal Service positions in the Naples area with on-site interviews.
Women Who Build | Expanding Your Business Beyond Borders
📅 Date: Thursday, September 18, 2025
⏰ Time: 5:00 PM
📍 Location: 990 3rd Ave N, Naples, FL 34102-5811
👩💼 Details: Empowering workshop for women entrepreneurs focusing on strategies for international business expansion and cross-border opportunities.
🎨 Arts & Specialty Events
Orchid Auction in Naples
📅 Date: Thursday, September 18, 2025
⏰ Time: 5:30 PM
📍 Location: Naples Conference Center (NABOR)
🌺 Details: Premier auction event featuring rare and exotic orchid varieties with expert guidance from local horticulturists and collectors.
🏃♂️ Sports & Recreation
Naples Preseason Scrimmage & Rookie Orientation
📅 Date: Wednesday, September 17, 2025
⏰ Time: 6:30 PM
📍 Location: Veterans Community Park
⚽ Details: Exciting preseason scrimmage featuring team introductions and newcomer orientation for the upcoming sports season.
Cars & Coffee 5 Year Anniversary!
📅 Date: Sunday, September 21, 2025
⏰ Time: 7:45 AM
📍 Location: Galleria Shoppe At Vanderbilt
🚗 Details: Celebrate five years of this beloved automotive gathering featuring classic cars, vintage vehicles, coffee, and community camaraderie.
⚠️ Please verify event details and availability with the respective venues or organizers, as schedules may change.
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Naples, Florida News Highlights
🔗 Naples Man Survives Rare Flesh-Eating Bacteria Infection After Fishing Trip
Albert Allison, 88, contracted Vibrio vulnificus after a fishing trip at Naples Bay, developing a dangerous infection that can be fatal in 50% of cases. He received timely treatment with strong antibiotics and is now urging awareness about the bacteria that thrives in warm coastal waters.
🔗 Collier County Commissioners Vote to Display Ten Commandments in Government Buildings
In a 4-1 vote, commissioners approved displaying the Ten Commandments alongside founding documents like the Declaration of Independence and Constitution. The controversial decision sparked heated public debate over separation of church and state.
🔗 Waterside Shops Launches Major $100M Redevelopment with RH and Eddie V's
Construction is underway for luxury home-furnishings store RH with a restaurant, Williams Sonoma/Pottery Barn, and Eddie V's Prime Seafood. The redevelopment represents the biggest changes at the Naples shopping center since Forbes Company acquired it 20 years ago.
🔗 Florida Bear Hunting Permit Applications Open Through September 22
Florida Fish and Wildlife Conservation Commission opened applications for the first bear hunting season since 2015. The highly regulated season runs December 6-28 with only 187 permits available across four zones.
🔗 Appeals Court Allows "Alligator Alcatraz" Detention Facility to Continue Operations
Federal appeals court blocked a lower court order that would have shut down the controversial immigration detention facility in the Everglades. The facility can continue operating while the government appeals environmental concerns raised by tribal and conservation groups.
🔗 Naples Police Officer Honored at Emergency Preparedness Summit
Officer Tyler Lapierre received a first responder award during the 2nd Annual Day of Service Emergency Preparedness Summit hosted by Collier County Sheriff's Office. The event was held at Naples Grande Beach Resort on September 12.
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🔗 First Case of Vibrio Vulnificus Bacteria Reported in Collier County This Year
The Albert Allison case marks the first confirmed Vibrio vulnificus infection in Collier County for 2025. Statewide, 25 cases and five deaths have been reported this year from the flesh-eating bacteria that thrives in warm coastal waters.
🔗 FEMA to Fund Demolition and Rebuild of Naples Pier
After years of delays, more than $12 million in federal money is expected to push the pier’s teardown and reconstruction forward.
🔗 Naples Council Backs 1.23 Millage; Small Property-Tax Rise Likely
Keeping the millage at 1.23 would modestly increase typical city tax bills next year while funding core services.
🔗 Site Work Starts on Lely-Area Apartments and Townhomes
New multifamily construction at Collier Blvd. and Grand Lely Dr. advances, adding inventory amid a tight local housing market.
🔗 City of Naples Joins Lawsuit Over State Limits on Local Land-Use Rules
The challenge targets a new Florida law that narrows cities’ power to pass stricter development regulations.
🔗 Local Artists Shine in the Naples Invitational Biennial
A bright fall exhibition spotlights standout Naples talent and offers a timely arts outing.
🔗 Construction Progress Continues at Waterside Shops: RH, Eddie V’s & More
Permits and build-outs are moving ahead; RH’s gallery and restaurant are targeted for 2026, with other upgrades underway.
🔗 Slice Shop Brings Classic New York Slices to Downtown Naples
The Fifth Ave. spot opened Aug. 27 and is drawing lines, with hours set to extend in season.
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