Best January Events in Cape Coral, Fort Myers, and Naples

January is a fantastic time to explore the vibrant cultural, artistic, and entertainment scenes in Southwest Florida. From Cape Coral to Fort Myers and Naples, these Gulf Coast cities offer a variety of events ranging from art festivals and live music to unique dining experiences and family-friendly activities. Whether you’re a local resident or a visitor, there’s no shortage of things to do in Cape Coral, Fort Myers, and Naples this month. Let’s dive into the best events happening in these beautiful cities and nearby areas.

Cape Coral Events

Cape Coral is bustling with activities this January, offering everything from live entertainment at the Cape Cabaret Dinner Theatre to the renowned Cape Coral Art Festival and Marketplace. As one of the most dynamic cities in Southwest Florida, Cape Coral’s events highlight its thriving arts and culture scene, making it a top destination for both locals and visitors.

• Smokin Aces
  January 2, 16, 30, 6–9 p.m.
  Tiki Hut Bar & Grill at Dolphin Key Resort, 1502 Miramar St., Cape Coral
  Enjoy a night of great live music while sipping on tropical drinks in a laid-back atmosphere.
  Call 239-540-8454 for details.
• Frankie Valli, Bee Gees Tribute
  January 2, 7 p.m.
  Cape Cabaret Dinner Theatre, 4725 Vincennes Blvd., Cape Coral
  Relive the golden hits of Frankie Valli and the Bee Gees with this captivating tribute performance.
  Call 239-549-3000 for reservations.
• 40th Annual Cape Coral Art Festival and Marketplace
  January 11–12
  Cape Coral Parkway, Cape Coral
  Explore over 300 exhibitors showcasing fine art, crafts, and unique creations at this beloved annual event. With live music and delicious food options, this festival is perfect for a weekend outing.

• Cape Coral Charity Car Show
  January 20 
  Sun Splash Family Waterpark, Cape Coral
  A community-focused car show featuring classic and custom cars, live entertainment, and local vendors.

Fort Myers Events 

Fort Myers shines in January with an array of cultural and entertainment options. Known for its charming downtown River District, Fort Myers offers everything from seafood festivals and art walks to engaging theatre performances. This is the perfect time to enjoy the city’s vibrant community spirit and scenic outdoor venues.

• Fort Myers Art Walk
  January 3, 5–9 p.m.
  Downtown Fort Myers
  Stroll through the River District to enjoy live music, gallery openings, and a celebration of local art. Check out our article here for all the information. 
• Fort Myers Seafood and Music Festival
  January 3–5
  Centennial Park, 2000 W. First St., Fort Myers
  Savor fresh seafood, live music, and family-friendly fun at this popular event. With a picturesque riverfront backdrop, this festival is a must-visit.
• Fully Committed
  Through January 12
  ArtStage Studio Theatre, Florida Repertory Theatre, 2268 Bay St., Fort Myers
  This one-man comedy about the chaos of a New York City restaurant promises to keep you laughing.
  Call 239-332-4488 for tickets.
•  Caloosahaatchee Celtic Festival
  January 25-26, 5–9 p.m.
  Caloosa Sound Amphitheater, 2101 Edwards Dr, Fort Myers, FL 33901
  Celebrate Celtic heritage with live music, traditional food, and a lively marketplace at the Caloosahatchee Celtic Festival in Fort Myers. Check out our article here for all the information. 

Sanibel Events

•  Wellness in Nature Fest at J.N. “Ding” Darling National Wildlife Refuge 
  January 25, all day event
  Riverside Park, Bonita Springs, FL
  Join a swashbuckling adventure with live music, dancing, and pirate-themed fun at Riverside Park in Bonita Springs. Check out our article here for all the information. 

Estero Events

• Stangs vs. Vettes: The Ultimate Mustang and Corvette Showdown
  January 25, 12 p.m.–4 p.m.
  Coconut Point, 23106 Fashion Drive, Estero, FL 33928
  (Parking lot behind the movie theater off Via Coconut Point)
  Witness an exciting battle between Mustangs and Corvettes in Estero, featuring top vehicles, cash prizes, and a vibrant car enthusiast atmosphere. Check out our article here for all the information. 

Bonita Springs Events

•  Pirates in the Park Party Music Festival
  January 25, all day event
  Riverside Park, Bonita Springs, FL
  Join a swashbuckling adventure with live music, dancing, and pirate-themed fun at Riverside Park in Bonita Springs. Check out our article here for all the information. 

Naples Events

Naples, renowned for its sophisticated charm and upscale attractions, offers a variety of events to kick off the new year in style. From art exhibitions and live concerts to family-friendly activities, Naples provides plenty of options to make your January unforgettable.

• Horizon Art Installation
  Through February 16
  Mercato Event Lawn, Naples
  Discover a stunning art installation that blends creativity and nature in this open-air exhibit.
  Website: experiencemercato.com
• Evening on Fifth
  January 9, 6:30–9:30 p.m.
  5th Avenue South, Naples
  Enjoy live music, dining, and shopping at this lively street event. A great way to explore the heart of Naples.
  Call 239-248-4151 for more information.
• Naples Artcrafters Fine Art & Crafts Show
  January 11, 10 a.m.–4 p.m.
  Fleischmann Park, 1600 Fleischmann Blvd., Naples
  This juried art show features local artists showcasing their talents in a beautiful outdoor setting.
  Website: naplesartcrafters.com

Our Favorite Tours and Activities in Naples

Marco Island Events

• Marco Island Arts & Crafts Fairs
  January 25-26, 10 a.m.–4 p.m.
  Marco Island Center for the Arts, 1010 Winterberry Drive, Marco Island
  Explore unique handcrafted items and artwork at these charming outdoor fairs held at the Marco Island Center for the Arts. Check out our article here for all the information. 

Punta Gorda Events

• The Charlotte Harbor Chili Challenge Blues & Beer Festival
  January 25, 11 a.m.–6 p.m.
  Laishley Park, 120 Laishley Court, Punta Gorda
  The Charlotte Harbor Chili Challenge & Beer Festival is a flavorful celebration in Punta Gorda featuring award-winning chili, craft beer tastings, and live entertainment. Check out our article here for all the information.

These January events in Cape Coral, Fort Myers, and Naples and beyond are just a glimpse of the vibrant activities Southwest Florida has to offer. Be sure to mark your calendars and enjoy everything this wonderful region has in store for the new year!