Cape Coral Art Festival. Jan 10–11. Cape Coral Parkway, Cape Coral
The Cape Coral Art Festival is one of Southwest Florida’s signature cultural events, drawing tens of thousands of visitors each year. More than 200 artists line Cape Coral Parkway with booths showcasing fine art, photography, jewelry, and crafts. Live entertainment and food vendors add to the festive atmosphere, making this a perfect weekend outing for families, collectors, and anyone who loves creativity. Visit Fort Myers – Cape Coral Art Festival
Cool to Be Square Exhibit. Jan 5–30. Fort Myers Beach Art Association Gallery
This quirky exhibit challenges artists to work within a square format, resulting in imaginative and unexpected compositions. Visitors will see bold colors, unique perspectives, and playful interpretations across a wide range of styles. It’s a fun way to experience local talent while appreciating how creative boundaries can inspire innovation. Fort Myers Beach Art Association – Exhibits
Winter Show – Outside the Lines. Jan 2–29. Cape Coral Art Center
The Winter Show at the Cape Coral Art Center celebrates artists who push boundaries and experiment with new techniques. Expect abstract works, unconventional materials, and daring designs that invite viewers to see art from fresh angles. This juried exhibition is a highlight for those who enjoy contemporary creativity and want to support regional talent. Cape Coral Art Center – Exhibits
Fort Myers Beach Concert Series. Weekends in January. Bayside Park, Fort Myers Beach.
Bayside Park becomes the heart of Fort Myers Beach on weekend evenings, with local bands performing everything from rock and country to jazz and island-inspired music. The open-air setting, combined with the Gulf breeze and waterfront views, creates a relaxed and festive atmosphere. Bring a chair, enjoy dinner nearby, and settle in for a night of live entertainment under the stars. Fort Myers Beach Chamber – Events
Cape Coral Farmers Market. Saturdays in January. Club Square, Cape Coral
Every Saturday morning, Club Square buzzes with activity as vendors offer fresh produce, baked goods, handmade crafts, and specialty foods. Beyond shopping, the market features live music and a lively community vibe. It’s a weekly tradition that blends commerce and culture, giving residents and visitors alike a chance to connect while supporting local businesses. 365 Things SWFL – January Events
Caribbean Cruise-In Car Show. Weekly in January. Fort Myers Beach.
Classic cars, hot rods, and custom builds take center stage at this popular weekly car show. With a DJ spinning tunes and plenty of opportunities to mingle, the Caribbean Cruise-In is both an exhibition and a social gathering. Whether you’re a collector or simply enjoy admiring vintage rides, this event offers a fun way to celebrate automotive culture by the beach. FLA Car Shows – SW Florida
Edison & Ford Winter Estates Garden Festival. Mid-January. Fort Myers.The historic Edison & Ford Winter Estates host a garden festival that blends horticulture with history. Visitors can explore plant sales, gardening workshops, and live music while strolling through the lush grounds once enjoyed by Thomas Edison and Henry Ford. It’s a serene and educational event that appeals to gardeners, history buffs, and families alike. 365 Things SWFL – January Events
Fort Myers Community Concert Association Season Opener. January. Barbara B. Mann Performing Arts Hall, Fort Myers.
The Fort Myers Community Concert Association kicks off its 2026 season with a performance by internationally acclaimed musicians. Known for bringing world-class classical and symphonic acts to Southwest Florida, the opener sets the tone for a season of cultural enrichment. It’s a must-attend for music lovers who appreciate artistry on a grand stage. Fort Myers Community Concert Association
Fort Myers Beach Art Walk. January 2026 (monthly). Downtown Fort Myers Beach. The monthly Art Walk invites visitors to explore galleries, meet local artists, and enjoy street performances in a lively coastal setting. Restaurants and shops join in, creating a full cultural experience that blends creativity, nightlife, and community spirit. It’s a great way to discover new talent while enjoying the charm of Fort Myers Beach. Fort Myers Beach Chamber – Events
ABBA Tribute Concert – Direct From Sweden. Jan 20, 2026. Barbara B. Mann Performing Arts Hall, Fort Myers.
Fans of classic pop won’t want to miss “Direct From Sweden – The Music of ABBA,” a high-energy tribute concert that brings iconic hits like Dancing Queen and Mamma Mia to life. With dazzling costumes and authentic sound, the show captures the spirit of the legendary band and delivers a night of nostalgia and fun. ConcertFix – Fort Myers Concerts
Living in Southwest Florida means more than just owning a home, it’s about embracing a lifestyle filled with the outdoors, community, and experiences. January’s festivals and events highlight the very best of Fort Myers, Cape Coral, and Fort Myers Beach, from art and music to gardens and classic cars. These gatherings showcase why so many people choose to call our area home. As your local realtor, I’m here to help you find not just the right property, but the perfect place to enjoy everything our community has to offer.