Friends and neighbors,
Cars & Coffee is marking its 5-year anniversary this Sunday! Come see vintage VWs and catch up with friends over a cup of joe. Blues fans won’t want to miss an internationally acclaimed guitarist performing in Bonita, and Grumpy Goat Coffee wraps up their tasting series with one last local stop for the season.
You can also take a stroll along the Corkscrew boardwalk, sip and shop at a consignment event for a good cause, or find a few laughs at a comedy show.
Here’s to another fun week in Naples!
See you around,
If you have a tip or event to share, email me at [email protected] — I’d love to feature your favorite finds!
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Top 6 Events This Week: Classic Cars, Consignment & Conservation Week
1. Desi Banks @ Off the Hook
📅 Friday, Sept. 19 & Sat. Sept 20 | Four Evening shows
📍Off the Hook Comedy, 2500 Vanderbilt Beach, Naples
With over 15 million fans online, Banks is quickly earning a reputation as comedy’s “next great” (Kevin Hart agrees). His high-energy performances combine sharp observational humor with a playful charm that keeps audiences rolling in the aisles. He’s sold out nationwide tours, starred in films, and now brings his sharp wit and infectious personality to Naples. $30-45. Tickets.
2. Matt Schofield: Guitar Virtuoso @ Arts Bonita
📅 Saturday, Sept. 20 | 7:30 PM
📍Arts Bonita, 10150 Bonita Beach Road, Bonita Springs
Blues fans and guitar players, but especially blues guitar players, will enjoy this one. British-born Matt Schofield is one of the most respected blues guitarists in the world today. His live performances mix blues, jazz, and funk, and he has earned multiple awards including three British Blues Awards “Guitarist of the Year.” A rare opportunity for local audiences to see a global talent close up. $44-54. Tickets.
3. Free Saturday @ Corkscrew Sanctuary
📅 Saturday, Sept. 20 | 10:00 AM – 5:00 PM
📍Corkscrew Swamp Sanctuary, 375 Sanctuary Road West, Naples
Celebrate Latino Conservation Week with a nature-filled day at Corkscrew Swamp Sanctuary—completely free on Saturday! Artist Lisette Morales McCabe leads a bilingual walking meditation, helping you see the swamp through a creative lens (cameras welcome!). Later, learn about migratory birds with Helen Midney from the Immokalee Pioneer Museum. Kids can get their faces painted like birds, while adults take in the awe-inspiring old-growth bald cypress trees along the 2.25-mile boardwalk. If you can’t make it Saturday, there’s half-price admission for residents all September. Reserve free tickets here.
4. Cars & Coffee 239
📅 Sunday, Sept. 21 | 9:00 – 11:00 AM
📍Event Lawn, Mercato, Naples
Cars & Coffee 239 celebrates its 5-year anniversary this Sunday with hundreds of vehicles lining the lawn. Check out the featured Volkswagens of the month, connect with fellow car lovers, and enjoy the event’s VIP lawn area to support local charity Brotherhood Ride. There will be enough coffee, scones, and drinks on the lawn to keep you fueled. Event info.
5. Sip & Shop for United Way
📅 Wednesday, Sept. 24 | 5:00 – 6:30 PM
📍2355 Vanderbilt Beach Road, Naples
Fashion meets philanthropy at this special Sip & Shop event! United Way of Collier and the Keys teams up with True Fashionistas, Florida’s largest lifestyle consignment store, for a fun, socially conscious shopping experience. Bring gently loved or never-worn clothing to consign, enjoy light refreshments, and browse the selection at True Fashionistas. Event info.
6. Wandering Goat Free Tasting Event
📅 Thursday, Sept. 25| 4:30 –7:30 PM
📍Chubby Mermaid, 28292 Industrial Rd. Unit #1, Bonita Springs
Last chance! Grumpy Goat Coffee’s Wandering Goat tasting series wraps up its summer run at Chubby Mermaid Brewing, offering samples of locally roasted coffee and artisanal treats. Meet the roasters, savor Italian tapas from Pansardo Italian Specialties, key-lime-pie-topped cookies from Kristi’s, and chocolates from Olde Naples Chocolate. A great chance to enjoy local flavors and get to know your neighborhood artisans. Free and open to the public. Event info.
Don’t Miss!
MANHATTAN SHORT Film Festival
📅 Friday, Oct. 3 & Saturday, Oct. 4 | 5:30 PM (Fri) and 2:00 PM (Sat).
📍Marco Island Center for the Arts
Experience the 28th Annual MANHATTAN SHORT Film Festival, where film lovers in over 500 cities watch and vote on the short films from around the globe. Past finalists have earned Oscar nominations and even wins. At each venue, audiences will see seven short films and cast their vote for the Best Film and Best Actor. $10-15. Tickets.
Why It Matters
You get a no-cost day in nature, clear ticket ranges for comedy and blues, and less hassle by knowing when and where the big car meet happens.
Until next time,
Elizabeth Bellotti
Editor-In-Chief
Naples, Florida
The Naples Florida Review
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