Family-Friendly Fun to Kick Off the New Year in Southwest Florida
January is one of the best months to get out and enjoy everything Southwest Florida has to offer. With cooler temps, outdoor festivals, and community events in full swing, here are five fun, family-friendly events happening across Sarasota, Manatee, Venice, and Charlotte Counties—listed in chronological order to help you plan your month.
🎶 Sarasota Seafood & Music Festival
📅 January 2–4, 2026
📍 Sarasota Fairgrounds | Sarasota, FL
Start the new year with fresh Gulf seafood, live music, and a laid-back festival atmosphere. This popular event features local food vendors, craft booths, and live performances spanning multiple genres, making it a great outing for all ages.
🖼️ Sarasota Winter Fine Art Festival
📅 January 3–4, 2026
📍 J.D. Hamel Park | Downtown Sarasota
This open-air art festival showcases talented artists from across the country, featuring paintings, sculpture, photography, jewelry, and more. With free admission and a scenic waterfront setting, it’s an easy and inspiring weekend activity.
🌮 Venice North Jetty Food Truck Rally
📅 January 9, 2026
📍 North Jetty Park | Nokomis, FL
Grab dinner with a view at this casual food truck rally near the water. Expect a variety of local food trucks, music, and relaxed coastal vibes—perfect for families, couples, and anyone looking for a low-key night out.
🎠 Sarasota Winter Carnival & Street Food Invasion
📅 January 15–19, 2026
📍 The Mall at University Town Center | Sarasota, FL
Classic carnival fun meets modern street food. Enjoy rides, games, midway attractions, and a wide selection of food vendors. This multi-day event is especially popular with families and kids during winter break season.
🎨 Venice-Nokomis Rotary Fine Art & Craft Festival
📅 January 17–18, 2026
📍 West Venice Avenue | Venice, FL
A longtime community favorite, this fine art and craft festival brings together local and regional artists, live music, and food vendors in the heart of downtown Venice. It’s a great way to support local creativity while enjoying a walkable, festive atmosphere.
✨ Make the Most of January in Southwest Florida
From art festivals and food trucks to carnivals and live music, January offers something for everyone across Sarasota, Manatee, Venice, and Charlotte Counties. Whether you’re a local or visiting for the season, these events are a great way to start the year connected to the community.
