Fans of stand-up comedy can catch Adam Carolla at Off the Hook Comedy Club. Known for his unscripted and interactive performances, this show promises plenty of laughs and audience engagement. (February 1-2, 2025)

Held in Everglades City, this festival is a beloved tradition spanning over 50 years. Attendees can enjoy fresh seafood, live music, and handmade crafts while taking in the charming small-town atmosphere. (February 7-9, 2025)

The 21st annual Cars on 5th Concours will take over 5th Avenue South, from 10:00 AM to 4:00 PM. Organized by the Naples Chapter of the Ferrari Club, this event features an incredible collection of luxury and exotic cars while supporting St. Matthew’s House charity. (February 8, 2025)

This renowned PGA TOUR Champions event is the longest-running tournament in a single metropolitan area. Golf enthusiasts can witness top-tier players competing at one of Naples’ most prestigious courses. (February 13-16, 2025)

Southwest Florida’s finest blues musicians, including Deb & The Dynamics and Old School, will perform at this festival featuring great barbecue and craft brews. The event runs from noon into the evening. (February 15, 2025)

One of the country’s most prestigious art festivals, the Naples National Art Fair will take place at Cambier Park. Visitors can expect to see fine art, exquisite crafts, and live entertainment, making it a top cultural attraction in the region. (February 21-23, 2025)

Hosted at The Norris Center and organized by United Arts Collier, this event celebrates the art of dance with performances from renowned artists and dance troupes, offering an enriching cultural experience for all attendees. (February 21-23, 2025)

Beer lovers can sample over 100 craft brews at one of Naples’ most popular annual gatherings, featuring food pairings, live entertainment, and a lively social scene. (February 2025 – Date TBA)