The Ultimate Local Guide for Seasonal Fun & Community Favorites
Whether you’re a full-time resident or just discovering the charm of Naples, Florida, the local events calendar is packed with elegant galas, outdoor festivals, and community celebrations that reflect the lifestyle Naples is known for. From art lovers to foodies and philanthropists, there's something for everyone.
Here are the top annual events in Naples you won’t want to miss:
1. Naples National Art Show
February | 📍 Cambier Park
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One of the top 100 art festivals in the U.S.
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Features over 250 juried artists from across the country.
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A favorite local tradition just off 5th Avenue South.
2. Cars on 5th Concours
February | 📍 Fifth Avenue South
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Naples’ most iconic car event, featuring Ferraris, Lamborghinis, Porsches, and rare collector cars.
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Hosted by the Ferrari Club of America with proceeds benefiting St. Matthew’s House.
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VIP access includes catered lounges, drinks, and exclusive car displays.
3. Naples Winter Wine Festival
Late January | 📍 The Ritz-Carlton Naples, Tiburón
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One of the world’s most prestigious wine auctions, raising millions for local children’s charities.
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Features vintner dinners, celebrity chefs, and world-class wines.
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A luxurious, can’t-miss event for Naples’ philanthropic crowd.
4. Stone Crab Festival
October | 📍 Tin City & Naples Waterfront
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Celebrate the start of stone crab season with fresh seafood, live music, and waterfront views.
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Includes kids’ activities, local vendors, and boat rides.
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A local favorite for both families and foodies.
5. Fourth of July Parade & Fireworks
July 4 | 📍 Downtown Naples & Naples Pier
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Patriotic morning parade through historic downtown.
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Fireworks over the Gulf of Mexico at night—best viewed from Naples Pier or Lowdermilk Park.
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A festive way to celebrate summer in paradise.
6. Christmas on Third & Fifth Avenue Tree Lighting
November–December | 📍 Third Street South & Fifth Avenue South
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The kickoff to the holiday season in Naples.
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Enjoy fake snow, lights, music, carolers, and extended shopping hours.
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Great for families, date nights, and capturing holiday magic.
7. Hats in the Garden
November | 📍 Naples Botanical Garden
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A fashionable, ladies-who-lunch favorite and a signature fundraising event for the Garden.
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Known for stunning floral-themed hats and curated tablescapes.
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Often sells out—get on the invite list early!
8. Naples Zoo Gala
March | 📍 Naples Zoo at Caribbean Gardens
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A magical evening under the stars benefiting wildlife conservation.
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Features themed décor, animal encounters, gourmet dining, and a lively auction.
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One of Naples’ most beloved charitable events.
9. Naples Flower Show & Garden Market
March | 📍 Naples Botanical Garden
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Hosted in partnership with the Naples Garden Club.
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Offers plant sales, design demonstrations, floral exhibits, and workshops.
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A colorful, educational event perfect for garden lovers.
10. Mercato’s Annual Holiday Stroll & Cars and Coffee Events
Varies by season | 📍 Mercato, North Naples
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From their winter Holiday Stroll to monthly Cars & Coffee 239 meetups, Mercato brings the community together year-round.
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Enjoy coffee, luxury cars, and shopping in an upbeat, modern setting.
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These events often feature live music, vendors, and local businesses.
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Naples is more than just a beach destination—it’s a dynamic community filled with meaningful events that bring people together. Whether you love elegant galas, waterfront festivals, or small-town traditions, there’s something on the calendar for you.
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