Welcome to this month’s edition of the Naples Insider — fun things to do and see around our beaches. Please enjoy this calendar of events throughout the month. If you have an event(s) you would like to see us share next month, please let me know.
Have a wonderful month! All the best,


Sandra & Lloyd


September 3
Paws Around Town

The Pub is hosting an event with the Naples Humane Society on the event lawn in Mercato from 2 to 5 p.m. Bring your fur babies or just yourself to play with adorable puppies that are ready for adoption. There will also be live music, lawn games, food and an outdoor bar.

September 5
Labor Day 5K Run

Friends of Foster Children is hosting their annual Labor Day 5k run in Lowdermilk Park. Come out and take part in the run or come and support. Proceeds will go to Friends of Foster Children, which helps connect foster children with early education centers and tutoring.

September 7
Opera Naples: ‘Falstaff

Opera Naples is hosting its summer series of classic European opera films featuring “Falstaff” (Staatsoper Hamburg) with Ambrogio Maestri. Directed by Calixto Bieito, it presents a surprise-packed production of Giuseppe Verdi’s comic opera “Falstaff,” which Bieito reinterprets as an apocalyptic satire on entertainment and a prototype scenario of modern society.

September 8-28
Sizzle Dining Restaurant Week

Over 40 restaurants from Cape Coral all the way down to Marco Island are participating in Sizzle Dining Restaurant Week. Come enjoy a two-course lunch at a fixed rate of $19 or $24 and three-course dinners at a rate of $32 or $42. For every meal purchased, each restaurant will donate $1 to Blessings in a Backpack Southwest Florida, a 501c3 that feeds elementary students in need on the weekends.

September 10
Full Moon Chef’s Dinner

Harvest Moon is hosting an exclusive private event at The Catch of the Pelican under the full moon. At this event, you can enjoy a specialty-prepared four-course meal under the stars. Your meal will also have an exclusive beverage pairing with each course.

September 10
Garden Talk – Butterfly Gardening

Edison and Ford Winter Estates is hosting a butterfly gardening event. This event will teach you everything you need to know about the type of plants needed for your butterfly garden — ranging from eye-catching nectar plants to a variety of larval host plants.

September 10
Pure Florida’s Bark on the Ark Cruise

Bring your pet and come cruise with Pure Florida’s September Bark on the Ark Cruise. This dog-friendly cruise takes guests and their pups on a sightseeing tour from Naples Bay to Keewaydin Island. While on the island, pet parents can let their dogs run, swim and play catch while they enjoy the Naples sunshine.

September 12
Dinner & Show with Sinatra

DeRomo’s Gourmet Market, Restaurant & Banquets is hosting dinner and a show with Sinatra featuring Michael Dutra. Michael Dutra is a world-class singer who has performed from Las Vegas to Atlantic City and everywhere in between. Dinner will include a delicious buffet dinner, dessert and your choice of drinks.

September 14
ABC Wine Tasting Event

ABC Wine is hosting a wine tasting event at the Naples location off of Immokalee Road. It doesn’t matter if you’re a wine connoisseur or a sampler — they will find you a pour that you will adore. The tastings sampled will be a wide range of high-quality wines.

September 14
Wine & Charcuterie Pairing

The Wine Room will be hosting a wine and charcuterie pairing event. Come and enjoy four wines from various wineries. You will also be able to learn how they pair with different types of meat and cheeses that are hand-selected by Grazing Haus.

September 15-18
Comedian Jon Reep Live

Off The Hook Comedy Club is excited to have Jon Reep in town. Come see NBC’s 5th season winner of “Last Comic Standing” live! He has recently been on Netflix’s comedy special: “Brad Paisley’s Comedy Rodeo,” as well as his own new standup comedy special on Amazon Prime called “Ginger Beard Man.”

September 16
Seashell Walk

Hosted by Friends of Lovers Key, join a park ranger for a relaxing hike along the Lovers Key shoreline. On this hike, you will learn all about the various seashells, fun facts about how they are created and all the different shelling regulations to help protect these iconic Florida treasures. The tour begins promptly at 10:30 a.m. at the South Beach Tram Stop on South Beach.

September 18
Cars and Coffee 239

Head to Mercato and enjoy some of the most diverse and unique cars that Southwest Florida has to offer. While exploring the wide variety of cars, grab a cup of coffee from Narrative Coffee Roasters and enjoy the live music.

September 20
Outdoor Movie | ‘Spider-Man: No Way Home

Mercato is hosting a movie on the lawn and is showing the critically acclaimed “Spider-Man: No Way Home.” This movie premiered at the end of 2021 and is ranked as one of the top-selling movies of all time. Bring lawn chairs, blankets and any Spider-Man accessories.

September 21
Opera Naples: ‘Der Rosenkavalier’

Naples Opera is hosting their summer series of classic European opera films and are showing Der Rosenkavalier (Festspielhaus Baden-Baden) with Renée Fleming. Soprano Renée Fleming heads a “galactic cast” in this bittersweet comedy of love.

September 24
National Estuaries Day at Rookery Bay

Rediscover the 110,000-acre Rookery Bay Research Reverse on National Estuaries Day. This is an annual celebration of all estuaries, where you can come and enjoy games, information classes, boat rides and more.

September 28
Delightful Dolphins

Friends of Lover’s Key is hosting an event to learn more about the dolphins living in our backyard. Come join a naturalist and learn more about our local dolphins. You will discover the unique anatomy, how to maintain and balance their food web, as well as what you can do to keep them safe.

September 28
Art After Hours at Artis—Naples

Artis—Naples is inviting the whole community to come out to the Baker Museum and get an inside look at the art at night. This event will be an evening of fun with live music, concessions from Heidi’s Place and free admission to all museum exhibits.

Island Hopper Songwriter Fest
Camilo North American Tour
Luke Bryan: Raised Up Right Tour
Third Street South Farmer’s Market
Vanderbilt Famers Market
Pine Ridge Road Farmers Market