Winter Events 2026 | Gulf Coast Edition

Photo courtesy Susi Kleiman / Unsplash.

November 6-8 | 2026 US Windsurfer National Championships

regattanetwork.com/event/31076

November 7 | Seafood Festival, Tarpon Springs

exploretarponsprings.com/event/seafood-festival-sponge-docks/2026-11-07

November 7 | St. Petersburg Yacht Club's 2026 MOA Regatta

yachtscoring.com/emenu/50970

November 8 | StoneCrab Music Festival 2026

visitfortmyers.com/event/stonecrab-music-festival-2026/6193

November 12-14 | King of the Beach Fall Tournament, Madeira Beach

oldsaltfishing.org

November 14 | Calusa Blueway Kayak Fishing Tournament, Fort Myers

calusabluewaytournament.com

November 20-22 | 36th Annual Suncoast Jazz Festival

suncoastjazzfestival.com

November 18 | Gulf Cup Clinic & Regatta @ Clearwater Community Sailing Center

sailclearwater.org/event-details/gulf-cup-clinic-regatta-1

November 19-22 | 2026 J/70 US Mixed Plus Championship

yachtscoring.com/emenu/50890

December 5 | St. Pete Ugly Sweater Bar Crawl

visitstpeteclearwater.com/event/st-pete-ugly-sweater-bar-crawl/63043

December 31 | NYE Fireworks on Treasure Island

visitstpeteclearwater.com/event/nye-fireworks-treasure-island/48731

Upcoming Boat Shows | Winter 2026-27

November 12-15 | 2026 Fort Myers Boat Show

goboatingflorida.com/boating-shows

January 14-17, 2027 | St Petersburg Power & Sailboat Show

stpeteboatshow.com

January 21-24, 2027 | Naples Boat Show

naplesboatshow.com