January 2026 Events Across SWFL

January in Southwest Florida is all about fresh air, community events, and taking advantage of cooler temperatures. From art festivals and waterfront celebrations to classic car shows and food focused weekends, Lee, Collier, and Charlotte counties offer plenty to do after the holidays. Whether you are exploring with family, meeting friends, or enjoying your neighborhood, these January events are a great way to kick off the new year.

Charlotte Harbor Boat Show

When: January 23 – 26, 2026
Where: Charlotte County Fairgrounds, Port Charlotte
What: Perfect for boating enthusiasts and waterfront lifestyle lovers, the Charlotte Harbor Boat Show showcases new and used boats, marine accessories, and local vendors. Even if you are not shopping for a boat, it is a great way to spend a winter afternoon exploring the coastal lifestyle that defines the area. More Info

41st Annual Cape Coral Art Festival

When: January 10–11, 2026
Where: Cape Coral Parkway, Cape Coral (Lee County)
What: A signature Southwest Florida tradition, this free outdoor art festival features more than 200 artists and craftsmen, live music, food vendors, and family-friendly activities. Now in its 41st year, it attracts thousands of visitors eager to stroll booths, meet artists, and enjoy a culturally rich weekend. More Info

Venezia Renaissance Faire & Bonita Springs National Art Festival

When: January 10–11 & 17–18, 2026
Where: Bonita Springs / Naples area (Lee/Collier County)
What: Two classic Southwest Florida favorites take place on the same weekend. Venezia Renaissance Faire brings medieval pageantry, costumes, and entertainment, while the Bonita Springs National Art Festival delivers a juried art experience with handcrafted goods and local food. More Info

2026 Caloosahatchee Celtic Festival

When: January 24–25, 2026
Where: Downtown Fort Myers, Lee County
What: A lively celebration of Celtic culture, this weekend festival features Irish music, dancing, local food and drink vendors, and family-friendly entertainment right beside the river in Fort Myers. More Info

Charlotte County Crafts, Shows, and Community Events

When: Throughout January 2026
Where: Punta Gorda / Port Charlotte (Charlotte County)
What: The Charlotte Harbor Event & Conference Center calendar shows a variety of happenings, including an Indoor Arts & Crafts Show (Jan 3–4), SW Florida Wood Art Exposition (Jan 9–10), Port Charlotte Home & Garden Show (Jan 17–18), and community networking mornings and celebrations. More Info

January in Southwest Florida offers a diverse mix of cultural festivals, art shows, family events, and seasonal markets. Whether you’re exploring Cape Coral’s art scene, enjoying Celtic sounds in downtown Fort Myers, browsing local craft shows in Charlotte County, or just heading out for a farmers market, there’s something for every lifestyle. With warmer days and welcoming communities, January is a fantastic month to highlight SWFL living.