Jay Leno
Charity Comedy Night

Forever Fabulous
Women

Ultimate Garage
Tour with Leno

Jetport
Reception

Cars on
5th

Silent Auction
& Corvette Drawing

February 6th-8th 2025

The 21st Annual Naples Automotive Experience revs up bigger and better than ever before! Wave the green flag with comedic legend and car-lover Jay Leno Thursday night at Hertz Arena. Push the pedal down on Friday with 3 more big events, Forever Fabulous Women with Emmy-winning stylist Brenda Cooper, the Ultimate Garage Tour with Jay Leno and the 6th Annual Jetport Reception. Wave the checkered flag on Saturday with the amazing Cars on 5th; the largest 1-Day event in Naples.

And it all benefits St. Matthew’s House.

Get your tickets Now!

February 6th-8th 2025

The 21st Annual Naples Automotive Experience revs up bigger and better than ever before! Wave the green flag with comedic legend and car-lover Jay Leno Thursday night at Hertz Arena. Push the pedal down on Friday with 3 more big events, Forever Fabulous Women with Emmy-winning stylist Brenda Cooper, the Ultimate Garage Tour with Jay Leno and the 6th Annual Jetport Reception. Wave the checkered flag on Saturday with the amazing Cars on 5th; the largest 1-Day event in Naples.

And it all benefits St. Matthew’s House.

Get your tickets Now!

Sponsors and Partners

Calendar of Events

Jay Leno Charity Comedy Night

with the Ben Allen Band opening

Thursday, February 6, 6:00 p.m. | Hertz Arena 11000 Everblades Parkway, Estero, FL 33928

This event features a VIP pre-show meet/greet event beginning at 6:00 p.m. with food and beverages. Live entertainment from the Ben Allen Band at 7:00 p.m. At 8:00 p.m. enjoy the legendary comedy of Jay Leno. Don’t miss this exclusive event filled with laughter, great music, and memorable moments!
VIP Ticket Prices: $1,000 (with pre-show event)
General Admission tickets range from: $49-$250.

Forever Fabulous Women

featuring Emmy Award winning Hollywood stylist, Brenda Cooper.

Friday, February 7, 10:00 a.m. – 2:00 p.m. | Vineyards Country Club 400 Vineyards Blvd. Naples, FL 34119

Join Emmy-award-winning stylist Brenda Cooper for a fun, immersive experience & skyrocket your confidence with her iconic dressing & color system! Known for her fashions on the Nanny & styling Hollywood’s elite, the queen of 5-star style is coming to transform YOU!

A chic, British theme & foods with a premier silent auction. Space is limited!
Ticket Price: $500

The Ultimate Garage Tour with Jay Leno

Friday, February 7, 12:00 p.m. – 3:00 p.m. | Ultimate Garages 3101 Terrace Ave. Naples, FL 34104

This unforgettable afternoon features Jay Leno, allowing you an exclusive opportunity to mingle with this legendary automobile collector, learn history about an exclusive group of curated cars, enjoy live music, food and beverages while participating in silent and live auctions.

Don’t miss out on this intimate boutique automotive event with limited tickets available.
Ticket Price: $500

Jetport Reception

Friday, February 7, 6:00 p.m. | Northern Jet Hangar 2345 Tower Dr. Naples, FL 34104

Indulge in luxury and excitement at the Jetport Reception. Enjoy a thrilling lineup of exclusive cars, jets, and surprise entertainment. Indulge in gourmet food and beverages while mingling with fellow enthusiasts. Don’t miss this chance for a night of unparalleled sophistication and entertainment.
Ticket Price: $500

Cars on Fifth

Saturday, February 8, 10:00 a.m. – 4:00 p.m. | Downtown Naples

VIP Scuderia

Get access to the most exclusive part of the Cars on 5th event, tented within the baseball diamond at downtown Naples’ Cambier Park. Immerse yourself in a world of luxury with rare and exclusive cars unseen elsewhere in the show. Enjoy catered food and beverages and live entertainment, making your experience at the event truly unforgettable.
Ticket Price: $200

General Admission Adult

Experience the thrill of the 21st Annual Cars on 5th festival. Join us for this highly anticipated event along 5th Ave South in Naples, Florida. You’ll be surrounded by luxury and classic cars, entertainment, and a vibrant atmosphere that only Cars on 5th can offer. Don’t miss your chance to be part of this automotive extravaganza!
Ticket Price: $40

Kids’ (ages 4-15) Admission

Bring the whole family to Cars on 5th 2025 with our kids’ admission (children under the age of 3 enter free). Join us for this special once-a-year event and let your kids enjoy a day filled with incredible cars, entertainment and fun activities designed just for them. Don’t miss out on creating memories at Cars on 5th!
Ticket Price: $10

2025 Corvette Sweepstakes

This is your chance to drive away in a stunning 2025 Torch Red Corvette!

With single tickets at just $25, 5 tickets for $100 or 30 tickets for $500, you can enter as often as you like. This iconic American sportscar, generously donated in part by Hendrick Chevrolet-Naples, could be yours while also helping St. Matthew’s House provide essential support to those struggling with hunger, homelessness, and addiction. Winner will be drawn on 4/30/2025.

Silent Auction

Don’t miss out on the chance to take home incredible prizes at the Naples Automotive Experience silent auction! Whether you’re dreaming of luxury vacations, exclusive experiences, gift cards, or one-of-a-kind packages, there’s something for everyone. Best of all, you don’t have to be present to win—simply register online to place your bids and join in on the fun. It’s easy, exciting, and all for a great cause.

Register now and let the bidding begin!

The 2024 Naples Automotive Experience raised  $1,700,000 and dedicates 100% of the proceeds to St. Matthew’s House.

Watch Highlights From The 2024 Naples Automotive Experience