Naples Winter Wine Festival (Late January / early February (2026 dates: January 30 - February 1)). Annual charity wine auction and gala held at The Ritz-Carlton Naples, Tiburón since 2001. Organized by the Naples Children and Education Foundation; has raised over $336 million for underprivileged children in Collier…
Naples National Art Fair (February (typically third weekend; 2026 dates: February 20-22; 2027 dates: February 19-21)). Annual juried outdoor art fair presented by the Naples Art Institute in Cambier Park and along Park Street. Showcases works in 17 categories; consistently ranked among the Top 200 art shows in the US by Sunshine Artist…
US Open Pickleball Championships (April (2024 dates: April 13-20)). Annual international pickleball tournament held at East Naples Community Park (rebranded USOP National Pickleball Center in 2024) since its inaugural edition in 2016. Grew from 800 participants and 2,000 spectators in…
Naples Stone Crab Festival (October (late October; 2025 dates: October 24-26)). Annual three-day waterfront festival celebrating the October 15 opening of Florida stone crab season. Naples and the Ten Thousand Islands / Everglades City region are Florida's prime stone crab harvesting area and…
CME Group Tour Championship (LPGA) (November (2025 dates: November 20-23; 2026 dates: November 19-22)). Season-ending LPGA Tour event held annually at the Gold Course of Tiburón Golf Club at the Ritz-Carlton Golf Resort, Naples since 2013. The top 60 LPGA players compete for a record $11 million purse (2025). Part of the…
Swamp Buggy Races (Florida Sports Park) (Multiple events per year including spring and fall; originally held November). Annual off-road motorsport tradition at Florida Sports Park in Naples, running since 1949. Vehicles race through the 'Mile O' Mud' course. The event gained national television coverage and is recognized by the Florida…