Welcome to the vibrant core of Downtown Naples, where charm, unique architecture, and beautiful surroundings come together to create an unforgettable experience. Whether you're a local resident or a visitor, my guide to downtown events, must-see attractions, and the best happy hours will keep you connected to all the exciting happenings in this lively community.
Naples Winter Wine Festival: A prestigious event held every January, attracting wine lovers and philanthropists from around the world.
Naples International Film Festival: Typically held in October, this event showcases a variety of films and hosts special screenings and panels.
Christmas Events in Downtown Naples: The holiday season comes alive with festive activities, including the annual Christmas tree lighting ceremony, holiday parades, and live entertainment. Visitors can enjoy seasonal shopping at local boutiques, holiday-themed art shows, and delightful dining experiences, creating a magical atmosphere perfect for families and friends to celebrate together.
Naples New Year's Art Show: One of Naples' premier art shows, featuring artists from across the country displaying a wide range of works.
Fourth of July Parade and Fireworks: Celebrate Independence Day with a festive parade through downtown and a spectacular fireworks display over the Gulf of Mexico.
St. Patrick's Day Parade: This lively annual celebration features colorful floats, marching bands, and vibrant participants dressed in green, parading through downtown Naples. The event attracts crowds of all ages, offering a festive atmosphere filled with Irish music, dance, and delicious food, making it a fun-filled day for the entire community.
Naples Artcrafters Fine Art & Craft Shows: Hosted multiple times throughout the year, these shows highlight local artisans and their handmade crafts, ranging from jewelry to fine art.
Cars on 5th: Held each February and celebrated as one of the premier car shows in the nation, this annual charity event features an outstanding display of classic and exotic vehicles along Fifth Avenue South. It attracts automotive enthusiasts and locals alike, all while benefiting local charities.
Fifth Avenue South Naples Art Show: Typically held in March, this is a juried art show featuring talented artists and craftsmen from around the country, offering paintings, sculptures, and more.
Naples Farmers Market: Held every Saturday morning at Third Street South, the Naples Farmers Market offers fresh produce, baked goods, and artisan crafts.
Art in the Park: On the first Saturday of each month, Cambier Park hosts this open-air art fair featuring local artists and their work.
Sunset Celebrations at Naples Pier: Regularly held during sunset, this gathering often includes local musicians, street performers, and vendors.
Music on Fifth: Every second Thursday, Fifth Avenue South comes alive with live music, featuring local bands and solo artists.
Naples Pier: The iconic Naples Pier is one of the most famous landmarks in the area. Originally built in 1888, it's a popular spot for fishing, dolphin watching, and enjoying sunsets over the Gulf of Mexico. The pier is currently under a complete reconstruction overhaul.
Fifth Avenue South: This bustling street is the heart of shopping, dining, and entertainment in Naples. It features a mix of upscale boutiques, art galleries, and restaurants, along with regular popular events and festivals.
Third Street South: A historic shopping district filled with charming boutiques, high-end stores, and restaurants. It's also home to the Naples Farmers Market, which draws locals and visitors alike.
Cambier Park: Located just off Fifth Avenue South, Cambier Park is a popular spot for families and outdoor enthusiasts. The park offers tennis courts, a playground, and a band shell for live performances. Cambier Park hosts numerous community events, including Art in the Park and many concerts.
Naples Botanical Garden: While not directly in Olde Naples, the Naples Botanical Garden is a short drive away and a must-visit. This 170-acre garden features plants from around the world, beautifully curated into themed areas.
Tin City Waterfront Shops: A historic shopping and dining area along the Gordon River, Tin City is known for its eclectic mix of shops selling everything from nautical décor to local art.
The Naples Players at Sugden Community Theatre: Located on Fifth Avenue South, this community theater offers a variety of productions throughout the year, from classic plays to contemporary performances.
Crayton Cove: A quaint waterfront area near Naples City Dock, Crayton Cove is home to art galleries, restaurants, and the Naples Yacht Club.
Naples Design District: The Naples Design District is our Downtown’s newest creative quarter offering locals, seasonal residents, and tourists, an eclectic mix of art, design, style, food, and culture.