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Best Annual Festivals and Events in Naples, Florida

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One of the things I love most about Naples is that no matter what time of year it is, there’s always something exciting happening. Whether it’s a vibrant food and music festival in Naples, Florida, a lively outdoor festival in Naples, Florida, or a cultural celebration that brings the community together, there’s never a shortage of events to enjoy. The city’s thriving festival scene offers a mix of seasonal traditions, art showcases, and family-friendly gatherings, making it a fantastic place to experience local flavors, music, and entertainment all year long.

From art fairs in downtown Naples that highlight incredible talent to free events in Naples, Florida, where you can soak up the fun without spending a dime, there’s truly something for everyone. Whether you love trying new foods, browsing unique crafts, listening to live music, or simply enjoying the Florida sunshine at an outdoor event, you’ll always find a reason to get out and explore. And if you’re wondering about things to do in Naples this weekend, chances are one of these annual festivals will be on the list. Here’s a guide to some of the best ones you won’t want to miss!

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January Events in Naples

Naples New Year’s Art Fair

January
I love kicking off the year by strolling through downtown Naples, where over 250 artists set up booths along Fifth Avenue South. Whether you’re looking to buy a unique painting or just enjoy a casual afternoon of browsing, this outdoor festival in Naples, Florida, is the perfect way to start the new year.

Naples Winter Wine Festival

January 26,2025

This world-famous charity wine auction is one of the most exclusive events in the area, featuring celebrity chefs, luxury auctions, and fine wine tastings. While tickets are pricey, proceeds support local children’s charities, making this event both indulgent and impactful. Read more about the Naples Winter Wine Festival here.

Festival of Birds

January 16, 2025
If you’re a nature lover, this event is a must. Guided birdwatching tours, educational talks, and nature walks across Southwest Florida offer a chance to see some of the region’s most beautiful wildlife up close. More information about the Naples Festival or Birds here.

February Events in Naples

Everglades Seafood Festival

February 2, 2025
For seafood lovers, this free event in Naples, Florida, is a must! Enjoy delicious shrimp, crab, and other fresh catches while checking out live country music, carnival rides, and craft vendors. See the details for the Everglades Seafood Festival here.

Bonita Springs Seafood and Music Festival

February 7-9, 2025
If you love fresh seafood and live music, this laid-back festival in Bonita Springs is the perfect way to enjoy Southwest Florida’s coastal flavors with friends and family. Read all about the Bonita Springs Seafood and Music Festival here.

Naples National Art Fair

February 15-16, 2025
One of the top-ranked art festivals in Naples, this juried event at Cambier Park showcases high-quality artwork from across the country. Whether you’re an art collector or just appreciate beautiful pieces, it’s a fantastic way to spend the weekend. More information about the Naples National Art Fair here.

Naples India Fest

February 15, 2025
A vibrant cultural festival in Naples, featuring traditional Indian dance, delicious cuisine, and colorful performances. It’s a great way to experience India’s rich heritage right here in Southwest Florida. Check out Naples India Fest here.

Cars on Fifth Concours

February 8, 2025
As a fan of luxury cars, this event is a personal favorite! It’s one of the biggest downtown Naples events, with exotic and rare cars lined up along Fifth Avenue South. Learn more about Cars on Fifth Concours here.

Mercato International Fest

February 22, 2025
Experience cultures from around the world at this lively festival featuring international music, food, and performances at Mercato. It’s a great way to celebrate Naples’ diverse community. Check out the Mercato International Fest here.

March Events in Naples

Naples Craft Beer Festival

March 2, 2025
If you enjoy craft beer, gourmet food pairings, and live music, this festival is a fantastic way to discover new breweries and enjoy a laid-back afternoon. More info about the Naples Craft Festival here.

Naples Seafood and Music Festival

March 14-16, 2025
Fresh seafood, great live bands, and a fun atmosphere—this festival has it all. Whether you’re craving Gulf Coast shrimp, lobster, or stone crab, you won’t leave hungry. Learn all about the Naples Seafood and Music Festival here.

Marco Island Fine Art & Craft Fair

March 16-17, 2025
This annual event showcases stunning handmade jewelry, pottery, paintings, and crafts, all set against the scenic backdrop of Marco Island. More information about the Marco Island Fine Art & Craft Fair here.

Naples Downtown Art Fair

March 22-23, 2025
A top-ranked fine art fair in Naples, featuring a mix of paintings, sculptures, and mixed media works from talented artists. If you’re looking for downtown Naples events with a creative twist, this is it! More information about the Naples Downtown Art Fair here.

Naples Fashion Week

March 6-9, 2025
A must-attend event for fashion lovers, with runway shows, pop-up shops, and showcases from international and local designers. More about the Naples Fashion Week here.

October – December Events in Naples

Naples Stone Crab Festival

October 2025 (Dates TBA)
This festival marks the start of stone crab season, bringing together live music, delicious seafood, and waterfront views at Tin City.

Swamp Buggy Races

November
One of the most unique outdoor festivals in Naples, Florida, featuring high-speed swamp buggy races through muddy terrain at the Florida Sports Park.

Christmas on Third

November
One of my favorite holiday events in downtown Naples, featuring a festive tree lighting, carolers, and beautifully decorated streets.

Naples Christmas Parade

December
A Naples holiday tradition, featuring marching bands, colorful floats, and Santa himself as he makes his way through downtown.

Plan Your Year of Fun in Naples!

If you’re looking for things to do in Naples this weekend or planning a year of fun activities, there’s no shortage of amazing festivals in Southwest Florida. Whether you want to explore outdoor festivals in Naples, Florida, enjoy music festivals in Naples, Florida, or check out the best free events in Naples, Florida, there’s always something happening.

Other Things To Do In Naples

There’s so much more to explore in Naples beyond its beautiful beaches and wildlife tours! If you love nature, Rookery Bay is a must-visit for kayaking, birdwatching, and learning about Southwest Florida’s unique coastal ecosystem. Looking for family-friendly activities? Check out Our Favorite Things to Do With Kids in Naples for fun outings everyone will enjoy. If you’re planning a getaway, How to Spend a Great Weekend in Naples has everything you need to know, from the best restaurants to top hotels and activities.

Naples is also a paradise for shell collectors, and our Ultimate Guide to the Best Shelling in Naples, Marco Island, and Beyond will help you find the best spots to hunt for seashell treasures. For a relaxing beach day, Loudermilk Park Beach and Clam Pass Beach are two local favorites with soft sand, calm waters, and great amenities. If you’re in the mood for an outdoor meal, you can’t go wrong with any of the best picnic spots in Naples. For something a little different, Funny Bunches of Goats is a unique farm experience where you can meet and feed friendly goats.

My Favorite Tours in Naples and Beyond

Take a Manatee Boat Tour: There’s nothing like seeing manatees up close in their natural habitat—they’re so peaceful and gentle! This boat tour gives you the perfect chance to spot them while learning all about these amazing creatures. Book your manatee boat tour here!

Private Dolphin Tour: Cruise through the pristine waters of Southwest Florida and Bonita Springs to see dolphins playing in their natural habitat. You’ll explore mangroves, estuaries, and even head into the Gulf (weather permitting) for an unforgettable wildlife experience. Book your private dolphin tour today!

Find Seashell Treasures at Keewaydin Island: Keewaydin Island is one of the best shelling spots on the Gulf Coast, and since it’s only accessible by boat, it feels like a hidden paradise. Spend the day exploring its unspoiled beaches, spotting wildlife, and collecting beautiful shells. Book your private boat tour here!

Where to Stay in Naples

LaPlaya Beach & Golf Resort: Known for its serene setting, exceptional dining, and golf opportunities. Book your stay here.
Bellasera Resort: This Old Naples boutique hotel offers condo-style suites with full kitchens, perfect for extended stays in the heart of Naples. Reserve your room here!

The Ritz-Carlton, Naples: This luxury beachfront resort on Vanderbilt Beach offers world-class dining, a spa, and stunning Gulf views. Book your stay for the ultimate Naples experience.
Naples Grande Beach Resort: Located near Clam Pass Park, this resort features a private beach, multiple pools, and excellent dining. Reserve your room and enjoy a mix of relaxation and adventure. Check dates and reserve your room here.

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Best Annual Festivals and Events in Naples, Florida