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- 🌴 Naples Weekly: What's Happening May 19-25
🌴 Naples Weekly: What's Happening May 19-25
Experience Naples' Cultural Festivities
Your guide to the best events in Naples this week!
From culinary delights to family fun, music performances to outdoor activities - we've curated the most popular happenings around town.
Remember to confirm details with event organizers before attending.
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🍽️ Food & Dining
📅 Date: Tuesday, May 20, 2025
⏰ Time: 11:00 AM
📍 Location: 3380 Mercantile Ave, Naples, FL 34104
🌮 Details: Enjoy delicious tacos and special deals at this weekly event at Whiskey Park.
📅 Date: Wednesday, May 21, 2025
⏰ Time: 5:00 PM
📍 Location: Whiskey Park, 3380 Mercantile Ave, Naples, FL 34104
🥃 Details: Indulge in $1 wings and special whiskey deals at this midweek treat.
📅 Date: Saturday, May 24, 2025
⏰ Time: 11:00 AM
📍 Location: 3380 Mercantile Ave, Naples, FL 34104
🥂 Details: Enjoy bottomless mimosas and Bloody Marys at this weekend brunch event.
📅 Date: Sunday, May 25, 2025
⏰ Time: 11:00 AM
📍 Location: 3380 Mercantile Ave, Naples, FL 34104
🍳 Details: Continue the weekend with more bottomless mimosas and Bloody Marys.
📅 Date: Wednesday, May 21, 2025
⏰ Time: 5:00 PM
📍 Location: Islas Modern Caribe
🍷 Details: Experience a special tasting dinner featuring Sikelia wines and paired cuisine.
📅 Date: Wednesday, May 21, 2025
⏰ Time: 7:00 PM
📍 Location: 2260 Tamiami Trl E, Naples, FL 34112
🍇 Details: A non-smoking wine tasting event featuring selections from the Rhone Valley region.
📅 Date: Sunday, May 25, 2025
⏰ Time: 3:30 PM
📍 Location: Sunburst Cafe
☕ Details: Enjoy a traditional afternoon tea service with sweet and savory treats.
👨👩👧👦 Family Activities
📅 Date: Sunday, May 25, 2025
⏰ Time: 11:00 AM
📍 Location: 2648 Tamiami Trail E, Naples, FL 34112
🐭 Details: Meet Minnie and Mickey at this special character event perfect for the whole family.
📅 Date: Sunday, May 25, 2025
⏰ Time: 8:00 AM
📍 Location: Food & Thought
🥕 Details: Shop local produce, crafts, and more at this popular Sunday morning market.
📅 Date: Wednesday, May 21, 2025
⏰ Time: 10:00 AM
📍 Location: Collier County Museums (Government Center)
🎨 Details: A creative art program designed specifically for preschool-aged children.
📅 Date: Monday, May 19, 2025
⏰ Time: 10:00 AM
📍 Location: 585 Park St, Naples, FL 34102
📸 Details: Explore this fascinating photography exhibition featuring works by two renowned photographers.
📅 Date: Sunday, May 25, 2025
⏰ Time: 10:00 AM
📍 Location: 1433 2nd Ave S, Naples, FL 34102
🧘♀️ Details: A special pilates class designed for mothers and their children to enjoy together.
🎵 Concerts & Entertainment
📅 Date: Tuesday, May 20-21, 2025
⏰ Time: Various times
📍 Location: Off The Hook Comedy Club
🎭 Details: Catch comedian Maddy Smith performing live during her Naples tour stop.
📅 Date: Friday, May 23, 2025
⏰ Time: 7:00 PM
📍 Location: Dogtooth Sports and Music Bar
🎸 Details: Enjoy live music at this popular Naples venue.
📅 Date: Friday, May 23, 2025
⏰ Time: 8:30 PM
📍 Location: Whiskey Park
🎤 Details: Rock out with The Jake Hair Band at this high-energy Friday night concert.
📅 Date: Friday, May 23, 2025
⏰ Time: 6:00 PM
📍 Location: The Oasis Naples
🎵 Details: Enjoy the return of Checker'd Past to The Oasis for a night of great music.
📅 Date: Saturday, May 24, 2025
⏰ Time: 5:30 PM
📍 Location: Cracklin' Jack's
🎸 Details: Catch Matrasa Lynn performing live at this local favorite venue.
📅 Date: Saturday, May 24, 2025
⏰ Time: 9:00 PM
📍 Location: 3380 Mercantile Ave, Naples, FL 34104
🎵 Details: Enjoy live music with Matty Jollie at Whiskey Park.
📅 Date: Thursday, May 22, 2025
⏰ Time: 6:00 PM
📍 Location: 4805 Tamiami Trail N, Naples, FL 34103
🎸 Details: Enjoy the sounds of the Stolen Fruit Duo at this intimate live music event.
📅 Date: Tuesday, May 20, 2025
⏰ Time: 5:30 PM
📍 Location: 3101 Terrace Ave, Naples, FL
🥂 Details: Enjoy fine art and champagne at this elegant evening soirée.
📅 Date: Friday, May 23, 2025
⏰ Time: 10:00 PM
📍 Location: Bravo Italian Kitchen
🍸 Details: Experience a unique after-hours happy hour with special drinks and atmosphere.
📅 Date: Thursday, May 22, 2025
⏰ Time: 6:00 PM
📍 Location: Midnight Tavern Naples
🎨 Details: Get creative at this fun paint party with a tropical pineapple theme.
📅 Date: Sunday, May 25, 2025
⏰ Time: 10:00 PM
📍 Location: Midnight Tavern Naples
🎧 Details: Dance the night away with DJ Raindrop spinning the latest hits.
🏃♀️ Sports & Outdoor Activities
📅 Date: Wednesday, May 21, 2025
⏰ Time: 6:00 PM
📍 Location: Cambier Park
🚲 Details: Join this global event honoring cyclists who have been injured or killed while cycling on public roadways.
📅 Date: Sunday, May 25, 2025
⏰ Time: 7:30 AM
📍 Location: Lowdermilk Beach Naples, FL
🏊♀️ Details: Test your endurance in this 2-mile open water swimming challenge.
📅 Date: Thursday, May 22, 2025
⏰ Time: 6:00 PM
📍 Location: Legends B&G Sports Bar
🚴 Details: Join fellow cycling enthusiasts for a pre-Memorial Day social gathering.
📅 Date: Saturday, May 24, 2025
⏰ Time: 7:30 AM
📍 Location: Third Street South Farmer's Market - Naples, Florida
🥬 Details: Shop for fresh local produce, artisanal foods, and handcrafted items at this popular farmers market.
🧘♀️ Wellness & Personal Development
📅 Date: Tuesday, May 20, 2025
⏰ Time: 10:00 AM
📍 Location: The Perry Hotel Naples
☕ Details: Network and connect with like-minded professionals during this networking hour.
📅 Date: Sunday, May 25, 2025
⏰ Time: 1:00 PM
📍 Location: Salt Therapy Grotto & Spa
✨ Details: Experience a transformative group healing session led by Rina Lichtinger.
📅 Date: Sunday, May 25, 2025
⏰ Time: 4:30 PM
📍 Location: Love Yoga Center, 4949 Tamiami Trail N 204, Naples, FL 34103
📚 Details: Attend this special workshop and book signing event focused on personal empowerment.
📅 Date: Friday, May 23, 2025
⏰ Time: 9:30 AM
📍 Location: 85 Seagate Drive, Naples, 34103
🧘♀️ Details: Practice yoga with YogaSix plus enjoy Luzara Herbal Skincare and Beyond Juicery offerings.
📅 Date: Saturday, May 24, 2025
⏰ Time: 1:00 PM
📍 Location: 2740 Bayshore Dr. Unit 14, Naples, FL 34112
😻 Details: A yoga event benefiting stray animals - stretch your body while helping a good cause.
⚠️ Please verify all event details with the organizers before attending, as schedules and locations may change.
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Naples, Florida News Highlights
🔗 Deputies Probe Early-Morning Robbery & Stabbing in Immokalee
A 2:30 a.m. hold-up on Oak Haven Circle left one victim hospitalized with stab wounds; investigators have not yet named a suspect.
🔗 North Naples Brush Fire Grows to 32 Acres but 95 % Contained
Florida Forest Service says no structures are threatened, though smoke may linger overnight near Old 41 Rd and Rail Head Blvd.
🔗 County Bans Faster E-Bikes from Sidewalks
Collier commissioners voted Tuesday to keep Class 2 & 3 e-bikes—those that throttle or exceed 20 mph—off sidewalks in unincorporated areas; riders 16 + must use bike lanes.
🔗 Naples Airport Tests Quieter Flight Paths Downtown
A 90-minute trial Friday evaluated new arrival altitudes aimed at cutting noise; if the FAA signs off, routes could change by year-end.
🔗 Great Blue Heron Dies After 24 Hours Tangled on Power Line
Confusion over which utility owned the line delayed rescue efforts on Collier Blvd; wildlife groups urge clearer reporting to prevent repeats.
🔗 Belly Rub Ranch Animal Sanctuary Appeals for Donations
The home-based rescue cares for dozens of pets and farm animals and says feed and vet bills are straining its volunteer budget.
🔗 New NCH Immediate Care Center Opens in Ave Maria
The walk-in clinic offers extended 7-day hours at Midtown Plaza, giving eastern Collier residents an alternative to ER visits.
🔗 City Funds ADA Upgrades at Vedado Way, Lowdermilk & Pier
$125 k will pay for wider mats, ramps and accessible showers so visitors with mobility or vision impairments can reach the sand more easily.
🔗 Naples Council to Appeal Judge’s Drag-Show Ruling
After a federal injunction cleared an all-ages Pridefest drag performance, city leaders voted Friday to continue the legal fight.
🔗 Hurricane-Prep Open House Set for May 22 at Baker Park
City staff and emergency partners will give checklists, giveaways and safety demos—handy before the June 1 season start.
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