Former “The Tonight Show” host Jay Leno and Emmy Award-winning stylist Brenda Cooper will headline Naples Automotive Experience 2025 events Feb. 6-8 in Southwest Florida to benefit St. Matthew’s House. Presented by the Naples chapter of Ferrari Club of America, Jay Leno Charity Comedy Night will take place at 7 p.m. Feb. 6 at Hertz Arena in Estero. Tickets are $49, $75, $100 and $250. Preshow entertainment by the Ben Allen Band starts at 7 p.m. The Ultimate Garage Tour with Jay Leno will be from noon to 3 p.m. Feb. 7 at Ultimate Garages, 3101 Terrace Ave. in Naples. The event will include a private tour of some of Naples’ rarest cars, Leno, one of the world’s best-known car collectors, a live auction, surprise entertainment and gourmet food. Tickets are $500 per person. Cooper will share her fashion and celebrity styling system secrets from 10 a.m. to 2 p.m. Feb. 7 at The Vineyards Country Club, 400 Vineyards Blvd. in North Naples.